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$1,038 Find cheap flights to Chicago

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 30/7. 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
Fri 7/6
Fri 14/6

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 43,968,530 times on KAYAK, and here's why:

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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
22:00 - 19:40BNE-ORD
36h 40m2 stops
15:08 - 05:00ORD-BNE
21h 52m1 stop
$1,382American Airlines
Find Deal
Thu, 31 Oct - Sun, 3 Nov
22:00 - 19:40BNE-ORD
36h 40m2 stops
15:00 - 06:30ORD-BNE
23h 30m2 stops
$1,411American Airlines
Find Deal
Thu, 31 Oct - Sun, 3 Nov
09:30 - 05:35SYD-ORD
35h 05m2 stops
12:50 - 07:00ORD-SYD
27h 10m1 stop
$1,506United Airlines
Find Deal
Wed, 29 May - Sun, 30 Jun
10:00 - 14:21BNE-ORD
19h 21m1 stop
08:45 - 07:00ORD-BNE
31h 15m2 stops
$1,509Air Canada
Find Deal
Thu, 25 Jul - Thu, 15 Aug
09:45 - 15:41BNE-ORD
20h 56m1 stop
14:30 - 08:35ORD-BNE
50h 05m2 stops
$1,521Air Canada
Find Deal
Thu, 31 Oct - Sun, 3 Nov
10:20 - 05:35SYD-ORD
34h 15m2 stops
08:45 - 07:00ORD-SYD
31h 15m1 stop
$1,585United Airlines
Find Deal
Tue, 18 Jun - Thu, 27 Jun
21:45 - 08:20SYD-ORD
26h 35m1 stop
07:15 - 10:30ORD-SYD
34h 15m2 stops
$1,680ANA
Find Deal
Thu, 31 Oct - Sun, 3 Nov
21:45 - 08:20SYD-ORD
26h 35m1 stop
07:15 - 10:30ORD-SYD
34h 15m2 stops
$1,686ANA
Find Deal
Thu, 31 Oct - Sun, 3 Nov
11:55 - 18:35MEL-ORD
21h 40m1 stop
17:18 - 05:25ORD-MEL
21h 07m1 stop
$1,707Qantas Airways
Find Deal
Tue, 16 Jul - Tue, 20 Aug
11:00 - 21:15MEL-ORD
25h 15m2 stops
11:50 - 06:45ORD-MEL
27h 55m1 stop
$1,756Qantas Airways
Find Deal
Wed, 24 Jul - Mon, 26 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 $1,981. On the other hand, the most expensive day to fly is Saturday, where prices are $2,390 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 May, where tickets cost $1,978 on average for one-way flights. On the other hand, the most expensive months are December and September, where the average cost of tickets from Australia is $3,525 and $2,971 respectively. For return trips, the best month to travel is February with an average price of $1,688.

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 in the evening, when flights cost $1,836 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 $2,302.

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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 35 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 $187.

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 79% 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 25m, Brisbane, which takes 23h 00m, Melbourne, which takes 23h 34m, and Adelaide, which takes 26h 29m.

Good to know

Low season

January

High season

June

Cheapest flight

$1,038
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (13% 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 14 airlines that fly to Chicago, United Airlines offers the most flights, with around 5,249 per week, followed by American Airlines with 4,224 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, +79 more

ANA, Aer Lingus, +80 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, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 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, +79 more

ANA, Aer Lingus, +80 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, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 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 635 reviews
8.4Boarding
8.1Comfort
8.8Crew
7.6Food
7.9Entertainment
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

Initial flight was cancelled so moved to an alternative flight. As a result, stuck in a middle seat. Flight then place in holding pattern prior to landing resulting in a very late trip home.

There was nothing I didn’t like, prices a little lower would help

BA Airbus A380 BC upstairs had 2 3 2 layout. The seat was comfy but access for those in middle or window seats had to climb over others fest to get to ailse when seats in bed mode. The layout was not nearly as private as other layouts. The staff was amazing as well as the food. Most airline food is average but this was restaurant quality.

Following a marathon flight riddled by delays and changes from Santiago, Chile, my flight to Melbourne from Sydney was on schedule but I was transferred to the next flight. The reason by ticketing and the floor manager was I missed the entry to flight by one minute! That's right, the emphasised that if I was 1 minute earlier I would be on the flight. I asked what was the point them emphasising 1minute overdue and how that helped me or the situation. They didn't care at all. Replying that if it was one minute earlier they would've done something and smirking delivering the information. Australian's do call Australia home, Qantas calls Australian's suckers.

1) crackly headphone jack 2) one of the emergency seats recline. Usually second row does. But in this case neither did 3) food was scrambled eggs or fruit. 4) fruit should not be the option to eggs 5)miserable unpleasant crew not a smile. Thought that was a virgin thing

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.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

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!

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

Limited snack options cause the snack vendor was on strike

The experience was generally above average. The only downside was the absence of WiFi during my flight from Vancouver to San Francisco.

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

on demand entertainment in seat back awesome Check in Kiosk too demanding with endless demand for more information information then says go to counter. Counter agent unfriendly. Do it yourself check in luggage procedure not intuitive, upset employees frustrated the whole procedure.

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

Fresh fuit or veg snacks would be so great, but there are two good restaurants in Denver airport. Try Etais UDIS or Freshens DIA for nutritious delicious pita sandwiches/ donairs and crepes in Freshens.

Crowded plane but it flew on time and had friendly staff

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.
31/10Thu
2 stopsAmerican Airlines
36h 40mBNE-ORD
3/11Sun
1 stopAmerican Airlines
21h 52mORD-BNE
$1,382
31/10Thu
2 stopsAmerican Airlines
36h 40mBNE-ORD
3/11Sun
2 stopsAmerican Airlines
23h 30mORD-BNE
$1,411
29/5Wed
2 stopsUnited Airlines
35h 05mSYD-ORD
30/6Sun
1 stopUnited Airlines
27h 10mORD-SYD
$1,506
25/7Thu
1 stopAir Canada
19h 21mBNE-ORD
15/8Thu
2 stopsAir Canada
31h 15mORD-BNE
$1,509
31/10Thu
1 stopAir Canada
20h 56mBNE-ORD
3/11Sun
2 stopsAir Canada
50h 05mORD-BNE
$1,521
18/6Tue
2 stopsUnited Airlines
34h 15mSYD-ORD
27/6Thu
1 stopUnited Airlines
31h 15mORD-SYD
$1,585
31/10Thu
1 stopANA
26h 35mSYD-ORD
3/11Sun
2 stopsANA
34h 15mORD-SYD
$1,680
31/10Thu
1 stopANA
26h 35mSYD-ORD
3/11Sun
2 stopsANA
34h 15mORD-SYD
$1,686
16/7Tue
1 stopQantas Airways
21h 40mMEL-ORD
20/8Tue
1 stopQantas Airways
21h 07mORD-MEL
$1,707
24/7Wed
2 stopsQantas Airways
25h 15mMEL-ORD
26/8Mon
1 stopQantas Airways
27h 55mORD-MEL
$1,756

Search by stops

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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.
30/7Tue
1 stopAmerican Airlines
27h 38mSYD-ORD
$1,038
30/7Tue
2 stopsAmerican Airlines
23h 09mSYD-ORD
$1,043
5/7Fri
2 stops
27h 55mSYD-ORD
$1,053
14/5Tue
3 stops
53h 32mSYD-ORD
$1,085
30/7Tue
2 stops
47h 59mSYD-MDW
$1,102
5/7Fri
1 stopVirgin Australia
35h 10mSYD-ORD
$1,893
6/8Tue
2 stopsUnited Airlines
48h 47mPER-ORD
$2,095
31/5Fri
3 stopsAir Canada
37h 38mSYD-ORD
$2,381
5/7Fri
3 stopsAir Canada
37h 38mSYD-ORD
$3,057
30/7Tue
1 stopANA
26h 45mSYD-ORD
$5,863

Search by stops

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Search by price

Recent domestic flight deals

28/5Tue
directDelta
2h 49mLGA-ORD
29/5Wed
directDelta
2h 15mORD-LGA
$174
26/5Sun
directDelta
2h 42mJFK-ORD
29/5Wed
directDelta
2h 33mORD-JFK
$177
13/9Fri
directSpirit Airlines
2h 37mLGA-ORD
22/9Sun
directSpirit Airlines
2h 09mORD-LGA
$191
1/6Sat
directSpirit Airlines
2h 37mLGA-ORD
2/6Sun
multi-stopSpirit Airlines
13h 05mORD-LGA
$198
12/6Wed
directJetBlue
2h 57mJFK-ORD
14/6Fri
directJetBlue
2h 25mORD-JFK
$222
29/6Sat
directJetBlue
2h 54mBOS-ORD
2/7Tue
multi-stopJetBlue
4h 39mORD-BOS
$236
28/5Tue
directUnited Airlines
2h 38mLGA-ORD
29/5Wed
multi-stopUnited Airlines
6h 34mORD-LGA
$316
25/5Sat
directUnited Airlines
2h 35mEWR-ORD
29/5Wed
directUnited Airlines
2h 30mORD-EWR
$322
13/9Fri
directAmerican Airlines
2h 47mLGA-ORD
22/9Sun
multi-stopAmerican Airlines
3h 45mORD-LGA
$395
1/6Sat
directAmerican Airlines
2h 46mEWR-ORD
2/6Sun
directAmerican Airlines
2h 12mORD-EWR
$565

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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.
9/5Thu
multi-stopBritish Airways
35h 45mSYD-ORD
22/5Wed
multi-stopBritish Airways
34h 15mORD-SYD
$1,418
9/5Thu
multi-stopAmerican Airlines
29h 47mSYD-ORD
22/5Wed
multi-stopAmerican Airlines
24h 49mORD-SYD
$1,432
13/5Mon
multi-stopUnited Airlines
34h 00mSYD-ORD
19/5Sun
multi-stopUnited Airlines
30h 28mORD-SYD
$1,509
10/5Fri
multi-stopAir Canada
42h 40mSYD-ORD
13/6Thu
multi-stopAir Canada
34h 20mORD-SYD
$1,576
10/5Fri
multi-stopUnited Airlines
34h 00mSYD-ORD
13/6Thu
multi-stopUnited Airlines
26h 45mORD-SYD
$1,660
9/5Thu
multi-stopDelta
23h 33mSYD-MDW
22/5Wed
multi-stopDelta
26h 14mMDW-SYD
$1,741
9/5Thu
multi-stopDelta
23h 42mSYD-MDW
4/7Thu
multi-stopDelta
28h 54mMDW-SYD
$1,816
10/5Fri
multi-stopAir Canada
26h 24mSYD-ORD
13/6Thu
multi-stopAir Canada
31h 35mORD-SYD
$1,887
13/5Mon
multi-stop
35h 10mSYD-ORD
19/5Sun
multi-stop
29h 48mORD-SYD
$2,806
9/5Thu
multi-stop
29h 06mSYD-MDW
23/5Thu
multi-stop
29h 48mMDW-SYD
$17,322

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