$651 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 15/10. 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

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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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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

Fri, 8 Aug - Thu, 28 Aug
American Airlines Logo
10:25 - 15:50SYD-ORD
20h 25m1 stop
American Airlines Logo
08:55 - 07:05ORD-SYD
31h 10m1 stop
$1,502American Airlines
Find Deal
Sun, 10 Aug - Thu, 14 Aug
American Airlines Logo
15:05 - 22:35MEL-ORD
22h 30m1 stop
American Airlines Logo
07:00 - 06:45ORD-MEL
32h 45m1 stop
$1,510American Airlines
Find Deal
Tue, 19 Aug - Tue, 26 Aug
 Logo
11:35 - 05:40BNE-ORD
33h 05m2 stops
 Logo
07:05 - 10:25ORD-BNE
36h 20m2 stops
$1,542
Find Deal
Thu, 28 Aug - Sun, 28 Sep
United Airlines Logo
10:55 - 21:32MEL-ORD
25h 37m2 stops
United Airlines Logo
19:40 - 08:15ORD-MEL
21h 35m1 stop
$2,063United Airlines
Find Deal
Thu, 2 Oct - Mon, 13 Oct
United Airlines Logo
10:55 - 20:19MEL-ORD
24h 24m2 stops
United Airlines Logo
15:40 - 08:30ORD-MEL
24h 50m1 stop
$2,072United Airlines
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Fri, 14 Nov - Fri, 28 Nov
Air Canada Logo
07:10 - 14:41MEL-ORD
24h 31m2 stops
Air Canada Logo
15:40 - 14:15ORD-MEL
29h 35m2 stops
$2,093Air Canada
Find Deal
Thu, 9 Oct - Wed, 29 Oct
Air Canada Logo
05:05 - 19:29BNE-ORD
29h 24m3 stops
Air Canada Logo
15:55 - 07:45ORD-BNE
24h 50m2 stops
$2,145Air Canada
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Fri, 22 Aug - Fri, 29 Aug
Qantas Airways Logo
06:00 - 17:10ADL-ORD
25h 40m2 stops
Qantas Airways Logo
18:03 - 10:20ORD-ADL
25h 47m2 stops
$2,237Qantas Airways
Find Deal
Sat, 23 Aug - Sat, 30 Aug
Virgin Australia Logo
11:50 - 14:55CNS-ORD
42h 05m3 stops
Virgin Australia Logo
10:49 - 19:45ORD-CNS
41h 56m2 stops
$3,077Virgin Australia
Find Deal
Sun, 24 Aug - Sun, 31 Aug
Virgin Australia Logo
17:25 - 14:55OOL-ORD
36h 30m3 stops
Virgin Australia Logo
19:43 - 15:15ORD-OOL
28h 32m3 stops
$3,262Virgin Australia
Find Deal
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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 March, where tickets cost $1,140 on average for return flights. On the other hand, the most expensive months are December and September, where the average cost of tickets from Australia is $2,427 and $1,839 respectively. For one-way flights, the best month to travel is May with an average price of $1,915.

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 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks 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 (RFD), with an average flight price of $145.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonMarch
High seasonJuly
Cheapest flight$651
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly and prices are also 3% lower 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 round-trip tickets can be as cheap as $1,924. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $2,198 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 round-trip flights cost $1,121 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 $1,240.

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.
7.6
Cathay PacificOverall score based on 929 reviews
7.3Food
7.8Entertainment
8.0Crew
7.6Comfort
7.9Boarding
Airline reviews

Cabin crew is very helpful and nice, it is another level of service compared to Air Canada

10.0 ExcellentAnonymous, July 2025YVR - HKG
Read more Cathay Pacific reviews

Cabin crew is very helpful and nice, it is another level of service compared to Air Canada

Entertainment for kids was good. Good was terrible, needs lots of work.

If I had blood clots, that window seat would've killed me for certain.

They ran out of food and were offering random food to passengers.

Short staffs, I ask stewardess to bring me cognac twice during dinner but they didn't bring it!

The food and service was great. You have to pay a lot for in flight Internet though which is lame.

Special request meals are really below average. Vegetarian options are very limited if you didn't prebook.

Crew was great. But a bit understaffed. The business class seat, etc were dated. But comfortable. Some legs had entertainment system from a decade ago. Selections were rather poor. Food was mediocre at best. Actually poor for business class standards. I liked the lounge in Hong Kong. Showers were great. Food was nice.

The flight was delayed for 30 mins. The overall experience was good.

Overall, it was ok. However, the food was very sub-par.

One of the oldest most uncomfortable "lay down" seats I've ever experienced. Old plane and old seats that don't lay flat. The seat back does not even recline - at all. Instead the legrest awkwardly extends to fill the gap between a small cubby into which you must insert your feet/legs. I am 5' 11" and could not lay straight but had to tuck my knees. Ticket was also very expensive. Would not recommend flying business/first on Finair from Melbourne to Bangkok and will not do so again myself.

The wifi was out. Otherwise it was great flight. Richard, as CSM, was excellent.

Traditional economy class. Not a full flight so spare seats. Food and drinks were good

Was bumped to a later flight because of inefficiency on part of the airline.

Inflight entertainment, poor that there are no headrest screens on aircraft used for an international flight.

The Emerits/Qantas flight was cancelled to Wellington. We need a refund. Had to buy another airline ticket. How do we get the refund. Still not in Wellington.

Delayed QF59 flight once again, Qantas doesn't fail in maintaining there delayed departures and arrivals. USB points do not work nor do the power point sockets on the plane, Qantas staff admitted that on the flight. Don't expect to your charge devices. Saving grace, was the ice cream. Bottom line, if you expect to fly to HND and make it on time avoid Qantas and if you're interested in ice cream - visit 7/11.

Pretty excellent. I don’t know what the pilot could have done better with the bumping ( there was a storm) nor what happened to my ears coming down into bendigo. It doesn’t happen coming down into Sydney just the return flight. I wonder why?

Touch screens were very difficult to use, generally being laggy and unresponsive- it was quite an art to get it to play the thing you wanted rather than some thing at random. Selection of films and Tv was good when touchscreen decided to finally respond.

Their aircraft are old and amenities lack way behind other international carriers leaving from BNE. Even in economy

4.5 hr international flight. We got a glass of water. Ranks up there with Ryan Air, Easy Jet, Spirit and Frontier. Expected better.

Gluten free options less explicit on business class, but great service

Very good… seems the virgin staff particularly in the lounge and in flight exceeded expectations.

I liked everything about the experience but would have liked some free snacks!

Crew was great but flight was delayed almost three hours due to a technical issue and we had to go back to the terminal and wait for another one.

Being told why we delayed three hours and not even given an apology by someone. Not a word. Not my airline of choice ever.

Checked Baggage line up was long but moved quickly, rest of the process, boarding, crew was excellent

Virgin has always provided a smooth and comfortable flight. This one was no different. Seats are comfortable. Staff are great. This is my favourite airline.

Virgin changed the flight to an Alliance flight. Smaller plane, tea coffee and water the only refreshments available and not sure what happened to the extra money I paid to sit in a selected seat with extra leg room. This is obviously a regular switch as it happened on our flight there and back. Do not recommend.

Late boarding, late departure due to weather and slow boarding, packed 5+hour flight, only 2 toilets for main cabin, tight leg room, no free food except tea, coffee, and water, arrived 75 minutes late.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

This was an excellent experience for a very short flight.

Registered my luggage at 5pm. Arrived at JFK at 1:00 am. Worst trip ever. Never again

Really good, super comfy flight and the stewardess was great.

Air Canada never runs on time. You’re lucky if your flight is not cancelled or diverted. Worst airline in the world for gas lighting its customers.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

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Everything you need to know for your flight to Chicago

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.

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