Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

Find cheap flights to Chicago from $771

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 29/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Thu 16/5
Thu 23/5

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days, travellers have searched 43,990,755 times on KAYAK, and here's why:

Save 19% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap flight deals to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
13:15 - 05:52SYD-ORD
31h 37m2 stops
16:07 - 13:25ORD-SYD
30h 18m2 stops
$1,549
Find Deal
Thu, 6 Jun - Thu, 13 Jun
13:15 - 06:28SYD-ORD
32h 13m3 stops
16:07 - 12:15ORD-SYD
29h 08m2 stops
$1,558
Find Deal
Thu, 6 Jun - Thu, 13 Jun
15:50 - 21:12SYD-ORD
20h 22m1 stop
20:40 - 06:15ORD-SYD
42h 35m1 stop
$1,860Qantas Airways
Find Deal
Sun, 30 Jun - Fri, 12 Jul
09:20 - 08:01SYD-ORD
37h 41m2 stops
08:45 - 07:20ORD-SYD
31h 35m3 stops
$1,931Air Canada
Find Deal
Tue, 14 May - Tue, 21 May
09:20 - 20:16SYD-ORD
25h 56m2 stops
08:45 - 07:20ORD-SYD
31h 35m3 stops
$1,959Air Canada
Find Deal
Sun, 26 May - Tue, 4 Jun
17:35 - 23:56SYD-ORD
21h 21m1 stop
16:50 - 07:05ORD-SYD
23h 15m1 stop
$1,968Qantas Airways
Find Deal
Wed, 7 Aug - Mon, 12 Aug
19:50 - 00:13PER-ORD
41h 23m2 stops
15:40 - 16:00ORD-PER
35h 20m2 stops
$2,900Air New Zealand
Find Deal
Sat, 1 Jun - Sat, 14 Sep
19:15 - 14:42CNS-ORD
34h 27m2 stops
21:32 - 15:55ORD-CNS
51h 23m2 stops
$3,188Virgin Australia
Find Deal
Thu, 2 May - Mon, 6 May
19:15 - 12:05CNS-ORD
55h 50m2 stops
21:32 - 15:55ORD-CNS
51h 23m2 stops
$3,191Virgin Australia
Find Deal
Thu, 2 May - Mon, 6 May
12:10 - 21:00MEL-ORD
23h 50m2 stops
15:45 - 10:50ORD-MEL
28h 05m2 stops
$4,607Air New Zealand
Find Deal
Tue, 25 Jun - Tue, 27 Aug

Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where tickets can be as cheap as $1,993. On the other hand, the most expensive day to fly is Saturday, where prices are $2,487 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights to Chicago is November, where tickets cost $2,062 on average for one-way flights. On the other hand, the most expensive months are December and June, where the average cost of tickets from Australia is $3,601 and $3,330 respectively. For return trips, the best month to travel is October with an average price of $2,005.

What is the cheapest time of day to fly to Chicago?

The average price for all flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago is generally at night, when flights cost $2,010 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $2,352.

How far in advance should I book a flight to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Midway Airport, with an average flight price of $148.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 86% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Sydney, which takes 20h 09m, Melbourne, which takes 27h 17m, Perth, which takes 27h 30m, and Brisbane, which takes 29h 40m.

Good to know

Low season

January

High season

June

Cheapest flight

$771
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly (10% more expensive on average)
Flight from Sydney to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • What is mobility assistance like at Chicago O’Hare Airport?

    There are wheelchair accessible shuttle buses that can take you between the terminals as well as accessible restrooms. In Terminal 2, there is a special Changing Places Facility that features a roll-in shower, a lift system and other accessible features like wall mounts and automatic doors.

  • Are there hotels on site at Chicago Midway Airport?

    Although there are no on-site hotels at Chicago Midway Airport, there are quite a few hotels that are only a short drive away. Both Holiday Inn Express & Suites Chicago-Midway Airport and Hampton Inn Chicago-Midway Airport are only a few minutes away and can be reached by a free airport shuttle.

  • Are there lounge options at Chicago O’Hare Airport?

    For those waiting on a layover, Chicago O’Hare Airport features lounges at all the domestic terminals (1, 2 and 3) and the international terminal (5). Some lounges (like Delta Sky Club in Terminal 2) are for members only, but others (like United Club in Terminal 1 and 2) offer day passes for purchase. Each lounge offers a quiet place to relax or get some work done with workstations, beverages, snacks and comfortable seating.

  • Does Chicago O’Hare International Airport provide facilities for families?

    Entertaining energetic children at Chicago O’Hare International Airport is easy thanks to a big aviation-themed play area and the ‘The Kid On The Fly’ exhibition. The airport features mother’s rooms where moms can nurse and change their babies; there are also changing stations located throughout the airport building.

  • Are there hotels near Chicago O’Hare International Airport?

    The Hilton Chicago O’Hare Airport Hotel is located in the airport grounds and connects to the domestic terminal buildings, making it a convenient idea for those who want to get to their boarding gates in no time at all. Aloft Chicago O’Hare is located near the airport and offers free airport transfers that run every half an hour from 5am until midnight. There is also the Sheraton Chicago O’Hare with a free round-the-clock airport shuttle for guests.

  • Does Chicago Midway Airport offer free Wi-Fi?

    You can access the Internet for free at Chicago Midway International Airport, but only for 30 minutes. Those who have to spend more time at Chicago Midway Airport and need a connection for longer can purchase a premium service.

  • How do I get to the city centre from Chicago Midway International Airport?

    Similarly to O’Hare Airport, Chicago Midway International Airport is well connected with the public buses that stop all over the city. If you are pressed for time, opt for the CTA Orange Train, which will get you to the centre of Chicago in about 20 minutes.

  • Which Chicago airport is closest to central Chicago?

    Out of the 3 airports in Chicago, Chicago Midway Airport is the nearest to the city center (14 km). You'll travel 26 km to reach the center of Chicago if you land in Chicago O'Hare Airport and 126 km if you land in Chicago Greater Rockford.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airline offers the most flights to Chicago?

    Of the 13 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,382 per week, followed by American Airlines with 3,905 flights per week.

See more FAQs

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • There is a chapel available in Terminal 2 (Mezzanine Level) if you’d like a moment of quiet contemplation and prayer at Chicago O’Hare Airport (ORD). It provides a quiet place along with material for worship.
  • If you need to exchange your Australian dollars (AUD) for US dollars (USD) at Chicago O’Hare Airport, there are currency exchange services in Terminals 1, 2, 3 and 5. There are plenty of ATMs as well. If you’re at Chicago Midway Airport (MDW), there is a foreign currency exchange in Concourse A.
  • If you’re hungry while at Chicago Midway Airport, there are dining options available in Concourses A and B as well as Central Market. Food ranges from coffee and a bagel to fast food chicken to fish and chips. Most of the 24-hour options are in the Central Market area.
  • When booking flights to Chicago, you might notice that the Chicago area is served by more than one airport. The main airports are Chicago O’Hare International Airport, which is also the biggest and the busiest, and Midway International Airport, which is smaller but closer to central Chicago. Chicago Rockford International Airport, in the northern part of Illinois, is the furthest away from Chicago and mostly functions as a cargo airport.
  • Those who want to stretch and get rid of any stress after a long flight to Chicago have yoga rooms at their disposal at both Chicago O’Hare International and Chicago Midway airports. People who prefer something more active while at Chicago O’Hare International Airport can access the Hilton Athletic Club for a fee and make use of the gym or swimming pool.
  • Art enthusiasts will surely appreciate Chicago O’Hare International Airport’s art exhibitions, with artworks including sculptures and paintings displayed around the airport. Make sure to see the neon tunnel called ‘The Sky is the Limit’, which is the airport’s highlight piece.
  • For a fast trip from Chicago O’Hare International Airport to the city centre you can take the CTA Blue Line Train, operating 24 hours a day. Those who have a lot of luggage can choose the Go Airport Express shuttle, which will drop them off in front of their hotel.
  • If you have to charge the battery on your phone after your flight to Chicago, Midway Airport boasts ‘Get Plugged In’ charging points located around the airport. The stations include a comfortable seat where you can rest while bringing your phone back to life.
See more tips

Prefer to fly direct to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Direct departures

Australia to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Direct returns

Chicago to Australia

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Top 5 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Australia to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Air New ZealandOverall score based on 671 reviews
7.9entertainment
7.6food
8.4boarding
8.1comfort
8.8crew
Airline reviews

The staff and crew on board were excellent. Business class however, was very weird. I thought we would have individual pods, but the way it was set up was unexpected. Not very private and If you wanted to lay down, you had to have an entire bed made up for you by the crew, rather than how Delta one works where you could just lie down whenever you feel like it. It was a 16 hour flight. I chose not to have my bed made, and that turned out to be a good idea because everybody who had their bed made had to wait for the crew to roll up their mattresses. So strange!

10.0 ExcellentSharon, Mar 2024AKL - JFK
Read more about Air New Zealand reviews

The staff and crew on board were excellent. Business class however, was very weird. I thought we would have individual pods, but the way it was set up was unexpected. Not very private and If you wanted to lay down, you had to have an entire bed made up for you by the crew, rather than how Delta one works where you could just lie down whenever you feel like it. It was a 16 hour flight. I chose not to have my bed made, and that turned out to be a good idea because everybody who had their bed made had to wait for the crew to roll up their mattresses. So strange!

Couldn’t request a vegan meal somehow but I noticed other people getting them

They announced food service but then never came around. We also couldn’t land so kept trying to get to runway and then had to come up and go around happened like 3 times and cause the child next to me to start throwing up

Good food and entertainment options. Great Staff that were all welcoming and caregiving.

The recline on the seat in front of me came back so that I was staring at the top of the man’s head in front of me the whole trip. He refused to bring his seat back up twice every time he was instructed to do so and only relented when he had a tray of good in front of him. And then right back in my lap!!! Horrible man!! I complained to the staff multiple times, but no one would address the issue. Otherwise, it would have been a perfect flight.

Carring crew, nice ambiance of the cabin, comfortable beds, good food well served. We liked everything.

The pilot tried to make up for lost time due to delays that were out of her control. She communicated the issues openly and clearly and made every effort to do what she could to alleviate issues.

So here's the rub - my flight was booked through Chatdeal even though I bought it under the Kayak umbrella. All the return flights were theoretically through Air New Zealand, however except for the initial leg from New Zealand, they were all partnered flights. So when I arrived at the airport in New Zealand they could only issue me my ticket to Fiji. Once in Fiji I had to do some serious leg work and finagling to get my ticket to Los Angeles through Fiji Air. This included a monitored covid RAT that I wasn't aware I needed to do. So I gave the score I did because of the complexity and annoyance created in the process of getting a boarding pass for my Nadi-LA flight.

Just a hiccup being added to the NZ Traveller Declaration a bit late.

Boarding instructions on one leg of my journey were not well communicated at the gate (Melbourne to Auckland)

This time is good . Don’t cancel flight with out early notice .

Very good experience, considering the short flight the meals were served promptly after takeoff.

X class seats in row 3 with the new configuration are very poor in fact I feel 3B and 3E should no longer be considered as X class seat as there is no forward seat pocket available to these seats and greatly reduced leg room due the intrusion of the business class armrests/table module

It was pretty good. Everyone friendly. Like all airlines, the draconian limitations on baggage and weight and not giving even a free soda kind of drags down the experience a bit.

Last 10 minutes boarding they canceled the flight and didn’t organise anything

Estheticly the plane looks great, although the seats are way too upright. If the seats were just slightly more reclined then the comfort level would increase tenfold. I had the stiffest neck after just a short flight due to this. A nap was almost out of the question.

Cabin crew were very professional and welcoming. They certainly appeared to have lifted their game. Congratulations

I know not directly a Virgin "thing" but I hold Virgin responsible for their subcontractors. Had to wait 45 minutes waiting for baggage at PER before the belt conveyor even started. This is unacceptable and hopefully Virgin engages with whoever to pull their fingers out. I realise PER staff are generally slow at the best of times but this was ridiculous. Maybe more seating for those waiting, a cafe in the baggage area for a light meal while we wait or at the very least a troop of dancing girls to entertain the punters while they stare at the conveyor belt start light almost willing it to fire up.

Very poor. Flight was cancelled due to captain exceeding hours. Told to fend for ourselves for 12 hours until a new flight could be done. This meant overnight accommodation in Hobart. Next plane was delayed and no food onboard. No apologies from Virgin. Extremely disappointing.

Flight was cancelled due to a mechanical fault - Virgin rebooked me on a flight 6 hours later so I cancelled and flew with another carrier

Qantas are unable to service and unfit for purpose, they cannot transport Australians on time to overseas destinations. On top of the inflated ticketing, the Sydney flight to Santiago was impacted because the plane was delayed arriving and then further bungling by Qantas admitting the ground new ground crew in charge of cleaning were not trained. The impact on passengers with connecting flights was tremendous and long ques of frustrated passengers waiting for rescheduling. **Qantas has become the Australian Spirit of disappointment**

The staff we fantastic and seemed to work very well with each other

Business lounge in Melbourne mediocre. Look at Emirates or Qatar, Qantas! Great friendly crew. Food was good but Emirates is a level above. Business seat good. But can’t compare to Qatar. Main reason for booking Qantas is loyalty and terrific connection via Perth to LHR.

I was pleasantly surprised with my flight to LA with Qantas. Although seats were not the roomies, service was excellent.

The service and smooth landing. Food was delicious and the staff was friendly. We arrived earlier than scheduled.

Wonderful crew, good food. Absolutely loved the wine spritz and wish I could buy it!

Don’t like last minute airline change. Not able to choose seat earlier.

Enjoyed the new possibilities of in flight entertainment. Been awhile since I've flown, and that was a nice surprise. Being able to pick from such a variety was personalized and welcomed.

It's only a short trip from Sydney to Melbourne, which i have done many times. The trip met my expectations

I really appreciated the fact that when I checked my bags at the Quantas counter after arriving from an international flight an hour early, the agent noticed I had a very long layover. He then found an earlier flight that allowed me to get to Cairns several hours earlier than I planned. That was amazing because I had already traveled over 20 hours and wasn’t looking forward to such a long layover. It allowed me to see my daughter and grandchildren much earlier (it had been two years since I visited last).

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

Great crew, friendly. Found the trip long just sitting with no onboard entertainment

Headphones for the movies have too much bass and can't be adjusted. Almost impossible to hear. Great movie selections but can't really watch them because you can't hear them. Also the system is very slow.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

The Air Canada agent was very helpful helping with my luggage and cat carrier when I went there instead of United.

United force you to download their App to do the check-in.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

There was no entertainment at our seats. The flight was comfortable and we had leg room. The snack we had was really good.

Economy seats were surprisingly comfortable, and snacks not too bad. Checked luggage arrived at destination without problems. It was annoying to wait until last to board as lowest-tier seats but understand it’s difficult to gauge when loading a full plane At least checked carryon luggage seemed to come off first. Annoying to have to use app to order food/drink when wifi availability didn’t allow time for it. Advance communication would have helped Food on menu seemed highly processed and unpalatable, overpriced and over packaged. So maybe a good thing to have missed chance to order

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

The staff were so kind and helpful. We flew back from NY with another airline and it was horrible. We will always stick with Air Canada as everything was far better!

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
6/6Thu
2 stops
31h 37mSYD-ORD
13/6Thu
2 stops
30h 18mORD-SYD
$1,549
6/6Thu
3 stops
32h 13mSYD-ORD
13/6Thu
2 stops
29h 08mORD-SYD
$1,558
30/6Sun
1 stopQantas Airways
20h 22mSYD-ORD
12/7Fri
1 stopQantas Airways
42h 35mORD-SYD
$1,860
14/5Tue
2 stopsAir Canada
37h 41mSYD-ORD
21/5Tue
3 stopsAir Canada
31h 35mORD-SYD
$1,931
26/5Sun
2 stopsAir Canada
25h 56mSYD-ORD
4/6Tue
3 stopsAir Canada
31h 35mORD-SYD
$1,959
7/8Wed
1 stopQantas Airways
21h 21mSYD-ORD
12/8Mon
1 stopQantas Airways
23h 15mORD-SYD
$1,968
1/6Sat
2 stopsAir New Zealand
41h 23mPER-ORD
14/9Sat
2 stopsAir New Zealand
35h 20mORD-PER
$2,900
2/5Thu
2 stopsVirgin Australia
34h 27mCNS-ORD
6/5Mon
2 stopsVirgin Australia
51h 23mORD-CNS
$3,188
2/5Thu
2 stopsVirgin Australia
55h 50mCNS-ORD
6/5Mon
2 stopsVirgin Australia
51h 23mORD-CNS
$3,191
25/6Tue
2 stopsAir New Zealand
23h 50mMEL-ORD
27/8Tue
2 stopsAir New Zealand
28h 05mORD-MEL
$4,607

Search by stops

Search by airline

Search by price

Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
29/5Wed
3 stops
37h 05mSYD-ORD
$771
27/5Mon
2 stops
53h 00mSYD-ORD
$787
25/5Sat
2 stops
28h 15mSYD-ORD
$841
18/6Tue
1 stopQantas Airways
21h 40mSYD-ORD
$1,650
28/7Sun
1 stopQantas Airways
21h 40mSYD-ORD
$1,793
30/6Sun
1 stopVirgin Australia
27h 51mSYD-ORD
$1,806
2/7Tue
1 stopVirgin Australia
34h 52mSYD-ORD
$1,832
29/7Mon
2 stopsAir New Zealand
27h 35mMEL-ORD
$1,847
18/8Sun
3 stopsAir Canada
29h 44mMEL-ORD
$1,940
31/5Fri
3 stopsAir Canada
37h 38mSYD-ORD
$1,994

Search by stops

Search by airline

Search by price

Recent domestic flight deals

8/5Wed
directJetBlue
2h 56mJFK-ORD
15/5Wed
directJetBlue
2h 28mORD-JFK
$181
28/5Tue
directDelta
2h 51mLGA-ORD
29/5Wed
directDelta
2h 13mORD-LGA
$181
7/5Tue
multi-stopSpirit Airlines
16h 15mEWR-ORD
8/5Wed
multi-stopSpirit Airlines
11h 54mORD-EWR
$215
11/6Tue
directAlaska Airlines
4h 06mSEA-ORD
18/6Tue
directAlaska Airlines
4h 37mORD-SEA
$215
7/5Tue
multi-stopSpirit Airlines
14h 10mEWR-ORD
8/5Wed
multi-stopSpirit Airlines
10h 48mORD-EWR
$216
10/6Mon
directAlaska Airlines
4h 06mSEA-ORD
18/6Tue
directAlaska Airlines
4h 37mORD-SEA
$261
11/5Sat
directUnited Airlines
2h 38mEWR-ORD
14/5Tue
directUnited Airlines
2h 17mORD-EWR
$323
7/5Tue
directUnited Airlines
2h 38mEWR-ORD
8/5Wed
directUnited Airlines
2h 17mORD-EWR
$325
9/5Thu
directAmerican Airlines
4h 01mLAX-ORD
17/6Mon
directAmerican Airlines
4h 26mORD-LAX
$402
2/5Thu
multi-stopAmerican Airlines
6h 04mLAX-ORD
6/5Mon
directAmerican Airlines
4h 27mORD-LAX
$444

Search by stops

Search by airline

Search by price

Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
18/4Thu
multi-stopCathay Pacific
27h 30mPER-ORD
23/4Tue
multi-stopCathay Pacific
41h 30mORD-PER
$1,841
18/4Thu
multi-stopCathay Pacific
27h 30mPER-ORD
23/4Tue
multi-stopCathay Pacific
38h 45mORD-PER
$2,087
18/4Thu
multi-stopCathay Pacific
43h 40mMEL-ORD
25/4Thu
multi-stopCathay Pacific
28h 10mORD-MEL
$2,288
18/4Thu
multi-stopCathay Pacific
51h 15mPER-ORD
23/4Tue
multi-stopCathay Pacific
38h 45mORD-PER
$2,574
18/4Thu
multi-stopCathay Pacific
41h 55mMEL-ORD
25/4Thu
multi-stopCathay Pacific
29h 30mORD-MEL
$2,580
18/4Thu
multi-stopCathay Pacific
29h 40mMEL-ORD
25/4Thu
multi-stopCathay Pacific
28h 10mORD-MEL
$2,698
17/4Wed
multi-stop
59h 30mMEL-ORD
25/4Thu
multi-stop
28h 10mORD-MEL
$2,832
17/4Wed
multi-stopJetstar
28h 24mPER-ORD
23/4Tue
multi-stopJetstar
31h 35mORD-PER
$3,488
18/4Thu
multi-stop
29h 40mMEL-ORD
24/4Wed
multi-stop
42h 20mORD-MEL
$3,769
17/4Wed
multi-stopEmirates
52h 20mMEL-ORD
25/4Thu
multi-stopEmirates
55h 50mORD-MEL
$4,239

Search by stops

Search by airline

Search by price