$923 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 17/2. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest return fare
$1,325
Typical prices: $1,071-$1,679
Air Canada
Wed 11/3Sat 28/3
BNE - ORD • 2 stops
Cheapest one-way flight
$969
Typical prices: $694-$711
Air New Zealand
Tue 17/2
SYD - ORD • 2 stops
When to travel
March
Cheapest • 27% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return 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 for you by selecting your travel dates on KAYAK.

Recent return flight deals to Chicago

Wed, 11 Mar - Sat, 28 Mar
Air Canada Logo
09:45 - 19:45
BNE
-
ORD
49h 00m2 stops
Air Canada Logo
15:35 - 07:05
ORD
-
BNE
24h 30m1 stop
$1,325Air Canada
Wed, 11 Mar - Sat, 28 Mar
Multiple Airlines Logo
05:05 - 14:41
BNE
-
ORD
24h 36m2 stops
Multiple Airlines Logo
14:00 - 07:05
ORD
-
BNE
26h 05m2 stops
$1,366Multiple Airlines
Tue, 17 Mar - Wed, 1 Apr
American Airlines Logo
08:40 - 08:20
BNE
-
ORD
38h 40m2 stops
American Airlines Logo
13:15 - 05:00
ORD
-
BNE
24h 45m2 stops
$1,381American Airlines
Tue, 17 Mar - Wed, 1 Apr
American Airlines Logo
08:40 - 08:20
BNE
-
ORD
38h 40m2 stops
American Airlines Logo
13:15 - 05:00
ORD
-
BNE
24h 45m2 stops
$1,396American Airlines
Tue, 17 Mar - Wed, 1 Apr
Qantas Airways Logo
19:40 - 23:46
BNE
-
ORD
19h 06m1 stop
Qantas Airways Logo
13:40 - 05:00
ORD
-
BNE
24h 20m1 stop
$1,471Qantas Airways
Thu, 5 Mar - Sat, 21 Mar
United Airlines Logo
11:30 - 17:00
MEL
-
ORD
22h 30m2 stops
United Airlines Logo
21:10 - 08:30
ORD
-
MEL
43h 20m1 stop
$1,515United Airlines
Wed, 4 Mar - Sun, 8 Mar
United Airlines Logo
11:30 - 14:45
MEL
-
ORD
20h 15m1 stop
United Airlines Logo
21:10 - 08:30
ORD
-
MEL
43h 20m1 stop
$1,537United Airlines
Fri, 15 May - Mon, 8 Jun
Qantas Airways Logo
09:45 - 17:24
MEL
-
ORD
22h 39m1 stop
Qantas Airways Logo
17:52 - 06:45
ORD
-
MEL
21h 53m1 stop
$1,538Qantas Airways
Tue, 3 Feb - Fri, 20 Feb
Air New Zealand Logo
11:45 - 18:52
SYD
-
ORD
24h 07m2 stops
Air New Zealand Logo
12:55 - 08:45
ORD
-
SYD
26h 50m2 stops
$1,677Air New Zealand
Sat, 16 May - Sat, 6 Jun
Air New Zealand Logo
11:55 - 21:11
SYD
-
ORD
24h 16m2 stops
Air New Zealand Logo
16:40 - 08:45
ORD
-
SYD
25h 05m2 stops
$1,753Air New Zealand
Booking Insights

KAYAK's insights & trends for flights to Chicago

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 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 $1,818 on average for one-way flights. On the other hand, the most expensive months are December and October, where the average cost of tickets from Australia is $2,825 and $2,715 respectively. For return trips, the best month to travel is March with an average price of $1,112.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

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 78 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 Greater Rockford Airport, with an average flight price of $144.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight$969
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (3% 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.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where tickets can be as cheap as $1,910. On the other hand, the most expensive day to fly is Sunday, where prices are $2,181 on average.

  • 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.

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

    The cheapest time of day to fly to Chicago is generally in the evening, when flights cost $1,695 on average. The most expensive time of day to fly to Chicago is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,875.

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.

Reviews of the 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.
8.0
Air New ZealandOverall score based on 544 reviews
8.2Boarding
7.4Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

I was trying to get confirmation on if my luggage was going to be moved to the earlier flight (I requested standby to get home earlier) and was unable to get help from those working at the counter. The request to be moved to an earlier flight was handled smoothly through the app and appreciate the ease of the request.

10.0 ExcellentAnonymous, Dec 2025
IAH - TUL
Read more Air New Zealand reviews

I was trying to get confirmation on if my luggage was going to be moved to the earlier flight (I requested standby to get home earlier) and was unable to get help from those working at the counter. The request to be moved to an earlier flight was handled smoothly through the app and appreciate the ease of the request.

They are my favourite airline in the world by a million miles.

Great except paying $240 usd for 2 pounds over on a checked luggage. Outrageous.

Kayak did not propagate my United miles account and I had to manually get credit.

Like: Aircraft was better than others I've flown in. Crew was great, food was very good. Air New Zealand is now my favorite airline. On our long flight from AKL to YVR there was enough room for those of us in Economy to stretch a bit. My sister is disabled and they took very good care of her and me. Best entertainment offering of all the other airlines. Not so much; Flight from AKL to YRV was delayed BUT they recovered really well so no complaints here. Pretty petty point to complain about. Only negative I have. I will recommend to friends.

Nice friendly staff and crew. Love the 787 flight. Get meals and lots of drinks!

Great entertainment options on the screen. uSB A and C chargers. Free WiFi! Crew were excellent.

Service was excellent and they’re very helpful and nice

Check in crew member was very helpful, nice and excellent service👍

Overall the plane was good and the crew great. The big disappointment was the skycouch. Maybe it would be good if you were a parent with 2 small kids travelling but as a couple it's hopeless. It's impossible for 2 adults to lie down so one ends up sitting. We split our time with one lying and the other sitting. We both got more sleep sitting upright. We will never book one again and don't recommend it to anyone.

There were delays at boarding and landing. These events resulted in a tight transfer time in HK. Poor signage for transfers. Finally, lost luggage at final destination.

Super delayed. Unnecessary. Need more competent people doing logistics to keep things moving on time. Totally unacceptable.

Overall, not good. Super late boarding in Hong Kong because some last minute issue with a plane. The boarding process is chaotic. Kathy Pacific should seek to do better with punctual departure time. Caused a lot of trouble with missed connecting flight.

Not much of anything could have been done better unless I had a first class ticket. I was literally 15 hours with an airline in the economy class. Very professional friendly and attentive crew. Good airline food, clean cabin, seating area and bathrooms. I've been 4 times back-and-forth with Cathay Pacific, and I would not choose another airline for this trip. Five out of five stars.

Leg room wasn't that great. Other than that it was a good flight

Issues: 1) the charging issue as described in my previous survey 2) when I requested diet coke during the breakfast time, it is not available. Why? I can't drink diet coke in the morning? 3) when I tried to transfer to this flight, its gate information was not available to me?

The lead business class attendant was excellent. Made a point of greeting you and knowing your name by the time you leave.

If my return flight was not so much better, I would have given an excellent review.

A lot of things Never flying with this airline again Had an emergency landing

Chicken pieces were too big with pasta. Need to be smaller.

Flight was canceled. I was not alerted. It was only kayak that alerted me

Flight was 2.5 hours late leaving. We spent 50 minutes of that sitting on the plane with no explanation. They did reduce the time in the air so we arrived a little less late which was something. The cheese and crackers were okay but the wine was terrible.

Excellent as always, I won't fly to Australia, and back to the US on any other airline. The flight crew is always top notch, and have a way to make one feel extra special. Thank you for your service, I would rate Qantas Airways a 10+.

Basic airline, aircraft and service. AA gets you from point A to B. My flight was delayed by 2 hours too.

No internet on flight, which makes log travels really hard.

Not great. The inflight entertainment was all on an app, and I did not want to watch a film on my phone. Also, the range of options of films was limited.

My flight from Dallas to Sydney was cancelled. My entire trip was rerouted to include the following: Hartford to Washington DC Washington DC to JFK JFK to Auckland Auckland to Christchurch I paid for an aisle seat on the flight to Auckland and was asked if I would take a window seat to accommodate a family. The agent at the podium failed to mention that the family had a 3 month old baby and that a bassinet would be used during the 16 hour flight. The only way I could get out of my seat was to crawl under the bassinet of the sleeping baby. I think it is wrong that I was no given the choice to sit in another seat, that the agent knew what she was doing and chose to not properly disclose my seating arrangement. Terrible treatment.

they ran out of fruit for breakfast and so I just had a yogurt instead. other than that the flight was good

by the time they got to our row, they were out of some of the food options. games and movies were great but maybe more game options like tetris or pac man would be great

A few more inches of legroom is all i ask

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Good but need to be better with the flight times.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The staff was great and made the long trip easy peasy!

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

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Flights with popular airlines flying to Chicago

Flights from the other most popular airlines that fly from Australia to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.