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$833 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 8/9. 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
Sun 25/8
Sun 1/9

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 50,552,696 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
10:20 - 07:58SYD-ORD
37h 38m2 stops
08:45 - 08:35ORD-SYD
31h 50m2 stops
$1,488Air Canada
Find Deal
Thu, 17 Oct - Thu, 31 Oct
10:20 - 07:58SYD-ORD
37h 38m3 stops
08:45 - 08:35ORD-SYD
31h 50m2 stops
$1,498Air Canada
Find Deal
Thu, 17 Oct - Thu, 31 Oct
09:20 - 07:58SYD-ORD
37h 38m2 stops
15:40 - 08:20ORD-SYD
24h 40m1 stop
$1,501Air Canada
Find Deal
Tue, 1 Oct - Thu, 17 Oct
12:15 - 21:07BNE-ORD
23h 52m2 stops
15:45 - 08:30ORD-BNE
25h 45m2 stops
$1,556Air New Zealand
Find Deal
Tue, 3 Sep - Mon, 9 Sep
10:55 - 20:25MEL-ORD
24h 30m2 stops
18:10 - 08:15ORD-MEL
23h 05m1 stop
$1,598United Airlines
Find Deal
Thu, 5 Sep - Wed, 18 Sep
11:50 - 08:40SYD-ORD
35h 50m1 stop
07:15 - 10:30ORD-SYD
34h 15m2 stops
$1,628ANA
Find Deal
Wed, 4 Sep - Sun, 10 Nov
12:10 - 15:22SYD-ORD
20h 12m1 stop
15:40 - 09:15ORD-SYD
24h 35m1 stop
$1,698United Airlines
Find Deal
Wed, 18 Dec - Mon, 6 Jan
17:30 - 15:33SYD-ORD
39h 03m1 stop
20:20 - 07:25ORD-SYD
42h 05m1 stop
$1,731Qantas Airways
Find Deal
Mon, 23 Dec - Fri, 10 Jan
17:30 - 23:35SYD-ORD
23h 05m1 stop
15:00 - 07:25ORD-SYD
23h 25m1 stop
$1,776Qantas Airways
Find Deal
Sun, 22 Dec - Sat, 11 Jan
09:00 - 08:20MEL-ORD
39h 20m2 stops
16:25 - 15:35ORD-MEL
30h 10m2 stops
$2,602ANA
Find Deal
Tue, 29 Oct - Sun, 10 Nov

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 $1,893. On the other hand, the most expensive day to fly is Saturday, where prices are $2,213 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 $1,942 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 $3,342 and $3,151 respectively. For return trips, the best month to travel is May with an average price of $1,701.

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 $1,730 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 $2,325.

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 24 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 $313.

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 83% 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 04m, Brisbane, which takes 23h 21m, Adelaide, which takes 25h 08m, and Perth, which takes 27h 31m.

Good to know

Low season

January

High season

June

Cheapest flight

$833
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly (7% 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 15 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,973 per week, followed by American Airlines with 3,778 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, +81 more

ANA, Aer Lingus, +82 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

Saturday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

See more direct flights

Direct returns

Chicago to Australia

Monday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

Saturday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 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.
8.4
ANAOverall score based on 862 reviews
8.6Boarding
7.7Food
8.8Crew
8.0Entertainment
8.3Comfort
Airline reviews

As my first experience in business class it was a great trip considering how long the flight is and how hard it usually is to sleep in economy

10.0 ExcellentAnonymous, July 2024BNA - ORD
Read more about ANA reviews

As my first experience in business class it was a great trip considering how long the flight is and how hard it usually is to sleep in economy

Crew was professional. Never enough leg room for 12 hour overnight flight.

Fast boarding. Cabin temperature was a bit warm, but I guess this is the standard in ANA. The Room seats are spacious, but not long enough for me.

Traveling with family should be sitted together. On our connecting flight we were all scattered.

Older 777 - showing lots of wear - Premium econo seats that are difficult to recline and worn springs to they don't return to takeoff position without standing and pulling them forward

Excellent. All the ticket prices have gone up so much. With only economy as the option, I thought I better pay for a good airline and I am glad I took ANA. The only thing is the long layover at Hanaeda enroute to Singapore. Any chance to bring back the service to land at Narita instead for the transit and a shorter layover will be fantastic. I am a fan of ANA.

Incredible. Amazing legroom. Over head fans for each person. Tv screens were great. Headphones were adequate. Seats were comfortable and spacious. Loved it.

I booked a ANA flight, this was just a regular United flight — as always very bad, dirty, rude service, quite frankly really embarrassing to be flying with this after spending time in Japan.

Staff and crew are wonderful, professional and courteous. Meal is delicious and snacks can be improved. Entertainment needs improvement, pls update selections of movies. I appreciate that our flight was on time

I flew economy class so of course it’s not as roomy as business and first class. But overall it was ok and the seat had an interesting way to recline — the seat itself extended forward instead of the backrest. This way the person sitting behind me would not lose space by my reclining—excellent concept. I wish all airlines used these seats.

Can you please process refund. Mum died and dad went to Pakistan to bury her after cancelling flight.

Great meal. Best seats ever! They need to teach other airlines how to do that.

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!

Crew were pleasant, happy to be there and were a joy to be around. Entire operation was professional, well thought out and ran like a Swiss clock.

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

United flight from SFO to PDX was cancelled. I will ask for a refund. Had to book on Alaska

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.

There was a snafu with confirming seats at check which left us in limbo for the second leg of our trip. I believe the ANZ app is not well integrated with the systems at the terminal resulting in this disconcerting error.

Plane a little late departing, but not an issue. The pilots humour when he said “I will try to make up some time…. I know a few short cuts to Adelaide” made the passengers chuckle. This is what makes Qantas “Australian”.

I have never had a problem with flying Qantas, so this flight was the same as any other.

After British Airways cancelled my London to Sydney and Virgin Australia refused to refund, there was no ways I would try Virgin Australia again, so it was Qantas - what a good flight experience. So much easier to get off an international flight and get a local flight without having to add extra amounts for baggage

The flight was delayed by 1.5 hours and most of the flights bags were not on the flight. Have also had no communication from QANTAS

I was thrilled with the bottle of water, blanket, pillow, earphones, and little packet of toothbrush, toothpaste, earplugs. I was very satisfied with the meals and snacks and drinks. I alao was very grateful to have a seat that backs up against the lavatory, as it made it very easy to get to the bathroom without being jumped in line, as so often happens in the airplane. Of course that was just a random strike of luck, but it really made a difference.

Food was great. Customer Service not so much! Flight Delays.

The plane was delayed about 3 hours so anything else is immaterial

It was so hot on the plane mixed with being quite turbulent and a rough landing. We all felt very nauseous for hours afterwards. Crew were lovely though.

For a long haul, the flight was good. We left an hour late due to a seat in business class not working. But they made up time and we still got in on time or even early thanks to tailwinds. The crew was friendly. The meals were okay, nothing special.

Internet on internation flights is a basic comodity. Very disappointed. Same entertainment that has been on for the past year. Update your content for frequent flyers

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

The new Airbus A231neo has neat tech but the economy seats are so tight together that I always had my shoulders against one passenger or the other. I was very miffed that Basic Economy REQUIRES check-in of bags other than your personal carry-on; if you want to offer low-cost airline prices and then add services for a fee, just let me carry on my duffel. Hell, I could have put my carry on IN the duffel and called it a day but the gate agent would not let me; I ended up paying $40 for the risk of losing my bag. Not the worst flight, but far from the best.

My flight was delayed by a whole day, so I lost a day of my vacation.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

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.

Flight was delayed and still they didn't manage to transfer my bag to the flight. The onboard staff was quick to show desperation and frustration with the not-so-easy passengers.

I didn't actually get to take this flight. It was canceled and the automated system rerouted my party of four (including a minor and a person in a wheelchair) to three different airports. Since we had a three hour drive from Newark this was clearly unacceptable. For all of us to end up in Newark would have required waiting at least one day, probably longer.

Constant delays worked out in our favor but definitely extended our travel day

Flight was excellent in all aspects, - comfort , food, drinks, service, entertainment. Inspite of the computer glitch, the flight was on schedule and flawlessly. Thank you, air Canada.

We paid $110 for more leg room. My traveling companion’s knees were right up against the seat in front. Where was more leg room. We feel ripped off. Food,,,there wasn’t any not even a bag of pretzels. As a result, there was very little service.

The crew and the flight was excellent. Captain kept us informed about weather and possibly of turbulence and I appreciated that! The only thing is they didn’t have tv monitors. Other than that, everything was great.

One of the flight attendants was very attentive to a couple traveling with a child under 1 one year old.

We were delayed. Only got 1 snack. Seats were comfortable in preferred seating.

Flight was cancelled. Still stuck at airport. Going on 2 days straight, no sleep. Never fly Air Canada

Terrible. Flight in the morning was circling in air for 45 min due to weather then rerouted to a location further than the final destination to refuel. Sat on tarmac for almost 2 hrs to refuel. Flight was originally to land at 9:30am, we arrived at 2pm and then waited another 30 “for an agent”. Then afternoon return flight was delayed again 3 times for weather then cancelled. Auto rebooked was for the next evening! Just miserable.

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.
17/10Thu
2 stopsAir Canada
37h 38mSYD-ORD
31/10Thu
2 stopsAir Canada
31h 50mORD-SYD
$1,488
17/10Thu
3 stopsAir Canada
37h 38mSYD-ORD
31/10Thu
2 stopsAir Canada
31h 50mORD-SYD
$1,498
1/10Tue
2 stopsAir Canada
37h 38mSYD-ORD
17/10Thu
1 stopAir Canada
24h 40mORD-SYD
$1,501
3/9Tue
2 stopsAir New Zealand
23h 52mBNE-ORD
9/9Mon
2 stopsAir New Zealand
25h 45mORD-BNE
$1,556
5/9Thu
2 stopsUnited Airlines
24h 30mMEL-ORD
18/9Wed
1 stopUnited Airlines
23h 05mORD-MEL
$1,598
4/9Wed
1 stopANA
35h 50mSYD-ORD
10/11Sun
2 stopsANA
34h 15mORD-SYD
$1,628
18/12Wed
1 stopUnited Airlines
20h 12mSYD-ORD
6/1Mon
1 stopUnited Airlines
24h 35mORD-SYD
$1,698
23/12Mon
1 stopQantas Airways
39h 03mSYD-ORD
10/1Fri
1 stopQantas Airways
42h 05mORD-SYD
$1,731
22/12Sun
1 stopQantas Airways
23h 05mSYD-ORD
11/1Sat
1 stopQantas Airways
23h 25mORD-SYD
$1,776
29/10Tue
2 stopsANA
39h 20mMEL-ORD
10/11Sun
2 stopsANA
30h 10mORD-MEL
$2,602

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.
8/9Sun
3 stops
49h 11mSYD-ORD
$833
9/9Mon
2 stops
34h 57mSYD-ORD
$840
6/9Fri
2 stops
34h 57mSYD-ORD
$877
18/12Wed
1 stopUnited Airlines
20h 12mSYD-ORD
$1,725
20/12Fri
2 stopsUnited Airlines
24h 25mMEL-ORD
$1,840
8/1Wed
1 stopQantas Airways
25h 25mSYD-ORD
$1,889
13/8Tue
1 stopVirgin Australia
19h 25mBNE-ORD
$2,006
4/10Fri
3 stopsAir Canada
37h 38mSYD-ORD
$2,029
14/10Mon
3 stopsAir Canada
37h 38mSYD-ORD
$2,121
4/1Sat
1 stopQantas Airways
29h 20mSYD-ORD
$2,184

Search by stops

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Search by price

Recent domestic flight deals

17/8Sat
directSpirit Airlines
4h 07mLAX-ORD
27/8Tue
directSpirit Airlines
4h 20mORD-LAX
$150
15/8Thu
multi-stopSpirit Airlines
12h 03mDFW-ORD
19/8Mon
directSpirit Airlines
2h 29mORD-DFW
$154
5/9Thu
multi-stopJetBlue
6h 00mBOS-ORD
5/9Thu
directJetBlue
2h 32mORD-BOS
$173
31/8Sat
directDelta
3h 07mBOS-ORD
3/9Tue
directDelta
2h 26mORD-BOS
$179
1/9Sun
multi-stopJetBlue
7h 13mBOS-ORD
6/9Fri
directJetBlue
2h 32mORD-BOS
$180
27/8Tue
directDelta
3h 01mBOS-ORD
3/9Tue
directDelta
2h 36mORD-BOS
$194
12/9Thu
directAmerican Airlines
4h 05mLAX-ORD
17/9Tue
directAmerican Airlines
4h 28mORD-LAX
$287
17/9Tue
directAmerican Airlines
2h 25mDFW-ORD
18/9Wed
directAmerican Airlines
2h 33mORD-DFW
$319
2/9Mon
multi-stopUnited Airlines
5h 46mBOS-ORD
6/9Fri
directUnited Airlines
2h 29mORD-BOS
$335
15/8Thu
multi-stopUnited Airlines
5h 14mEWR-ORD
17/8Sat
directUnited Airlines
2h 22mORD-EWR
$350

Search by stops

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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.
30/7Tue
multi-stopUnited Airlines
35h 05mSYD-ORD
31/8Sat
multi-stopUnited Airlines
42h 55mORD-SYD
$1,679
30/7Tue
multi-stopAir Canada
41h 42mSYD-ORD
31/8Sat
multi-stopAir Canada
34h 20mORD-SYD
$1,695
30/7Tue
multi-stopAmerican Airlines
30h 04mSYD-ORD
31/8Sat
multi-stopAmerican Airlines
22h 25mORD-SYD
$1,716
26/7Fri
multi-stopAir Canada
19h 21mBNE-ORD
19/8Mon
multi-stopAir Canada
31h 15mORD-BNE
$1,771
26/7Fri
multi-stopAir Canada
34h 36mBNE-ORD
19/8Mon
multi-stopAir Canada
31h 05mORD-BNE
$1,929
26/7Fri
multi-stopUnited Airlines
28h 50mMEL-ORD
3/8Sat
multi-stopUnited Airlines
44h 53mORD-MEL
$2,045
29/7Mon
multi-stopQantas Airways
24h 20mSYD-ORD
30/8Fri
multi-stopQantas Airways
21h 41mORD-SYD
$2,087
26/7Fri
multi-stopAmerican Airlines
21h 17mMEL-ORD
3/8Sat
multi-stopAmerican Airlines
32h 26mORD-MEL
$2,098
29/7Mon
multi-stopQantas Airways
23h 13mBNE-ORD
19/8Mon
multi-stopQantas Airways
28h 05mORD-BNE
$2,381
29/7Mon
multi-stopSingapore Airlines
41h 58mBNE-ORD
19/8Mon
multi-stopSingapore Airlines
42h 20mORD-BNE
$5,917

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