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$772+ Cheap flights to Chicago

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
CMH — CHI
1 Aug — 8 Aug1
1 adult
Thu 1/8
Thu 8/8

Flights to Chicago in 2024

Find the latest flights to Chicago in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 615,779 searches and data was last updated on 27 July 2024.

Return from

$1,355

One-way from

$772

Popular in

December

Cheapest in

May

Average price

$2,159
Air Canada
  • Air Canada
  • 17/10-31/10
  • 4 total stops
  • 69h 28m total
  • Sydney to Chicago
17/9
  • 17/9
  • 2 total stops
  • 51h 20m total
  • Sydney to Chicago
High demand for flights, 14% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for return flights in July 2024

Cheap flights to Chicago in July & August 2024

Discover affordable flights and deals to Chicago in July and August 2024. In the last 7 days, Cheapflights users made a total of 615,779 searches and data was last updated on 27 July 2024.
Check out some of the flights available from low prices to Chicago in July and August 2024. Deals update frequently so be sure to check back soon if you're not finding what you're looking for.
Thu 22/809:20SYD - ORD
2 stops22h 49mAir Canada
Sat 7/907:26ORD - SYD
2 stops32h 54mAir Canada
Deal found 25/7$1,571
Mon 26/809:15SYD - ORD
2 stops27h 47mAmerican Airlines
Sun 8/910:00ORD - SYD
1 stop30h 05mAmerican Airlines
Deal found 26/7$1,583
Wed 14/809:15SYD - ORD
1 stop21h 21mQantas Airways
Wed 4/917:05ORD - SYD
1 stop23h 00mQantas Airways
Deal found 26/7$1,640
Mon 26/809:15SYD - ORD
2 stops30h 04mAmerican Airlines
Sun 8/916:50ORD - SYD
2 stops23h 15mAmerican Airlines
Deal found 26/7$1,648
Thu 22/809:15SYD - ORD
1 stop21h 21mQantas Airways
Sat 7/920:46ORD - SYD
1 stop43h 19mQantas Airways
Deal found 25/7$1,658
Mon 26/809:15SYD - ORD
1 stop29h 42mQantas Airways
Fri 13/914:55ORD - SYD
1 stop25h 10mQantas Airways
Deal found 26/7$1,672
Tue 30/709:30SYD - ORD
2 stops35h 05mUnited Airlines
Sat 31/821:05ORD - SYD
1 stop42h 55mUnited Airlines
Deal found 25/7$1,677
Wed 14/809:15SYD - ORD
2 stops24h 04mAmerican Airlines
Wed 4/916:50ORD - SYD
2 stops23h 15mAmerican Airlines
Deal found 26/7$1,680
Tue 30/709:20SYD - ORD
2 stops41h 42mAir Canada
Sat 31/806:00ORD - SYD
2 stops34h 20mAir Canada
Deal found 25/7$1,692

Chicago 2024 flight deals

Explore flight deals for Chicago in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 615,779 searches and data were last updated on 27 July 2024.
The lowest fares on flights travelling to Chicago in July and August 2024. Check back in a little while for more flight options.
Thu 17/1010:20SYD - ORD
2 stops37h 38mAir Canada
Thu 31/1008:45ORD - SYD
2 stops31h 50mAir Canada
Deal found 26/7$1,355
Thu 17/1010:20SYD - ORD
3 stops37h 38mAir Canada
Thu 31/1008:45ORD - SYD
2 stops31h 50mAir Canada
Deal found 26/7$1,362
Thu 17/1010:20SYD - ORD
2 stops37h 38mAir Canada
Thu 31/1008:45ORD - SYD
2 stops31h 50mAir Canada
Deal found 25/7$1,486
Fri 1/1110:20SYD - ORD
2 stops25h 35mAir Canada
Fri 8/1107:20ORD - SYD
2 stops33h 15mAir Canada
Deal found 26/7$1,489
Thu 17/1010:20SYD - ORD
3 stops37h 38mAir Canada
Thu 31/1008:45ORD - SYD
2 stops31h 50mAir Canada
Deal found 25/7$1,495
Mon 26/809:15SYD - ORD
2 stops26h 45mAmerican Airlines
Sun 8/915:15ORD - SYD
2 stops24h 50mAmerican Airlines
Deal found 25/7$1,512
Mon 14/1010:20SYD - ORD
1 stop20h 06mAir Canada
Fri 18/1006:00ORD - SYD
2 stops58h 20mAir Canada
Deal found 25/7$1,516
Fri 15/1111:20SYD - ORD
2 stops44h 31mAir Canada
Wed 20/1115:40ORD - SYD
1 stop24h 55mAir Canada
Deal found 25/7$1,521
Fri 15/1111:20SYD - ORD
2 stops38h 41mAir Canada
Wed 20/1114:05ORD - SYD
2 stops26h 30mAir Canada
Deal found 25/7$1,526

One-way flights to Chicago

Explore one-way flight options to Chicago for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 615,779 searches and data was last updated on 27 July 2024.
If you're looking for options on one-way flights to Chicago, check out these fares. Those seeking round-trip flights to Chicago should utilize the search form at the top of the page.
Tue 17/916:20SYD - ORD
2 stops51h 20mMultiple Airlines
Deal found 25/7$772
Sun 8/921:40SYD - ORD
3 stops49h 11mMultiple Airlines
Deal found 25/7$831
Mon 9/916:20SYD - ORD
2 stops34h 57mMultiple Airlines
Deal found 25/7$839
Fri 6/916:20SYD - ORD
2 stops34h 57mMultiple Airlines
Deal found 25/7$876
Sun 8/921:40SYD - ORD
2 stops49h 11mMultiple Airlines
Deal found 25/7$882
Tue 17/916:20SYD - ORD
3 stops27h 20mMultiple Airlines
Deal found 25/7$911
Mon 9/917:35SYD - ORD
1 stop53h 16mMultiple Airlines
Deal found 25/7$973
Sat 7/916:20SYD - ORD
2 stops34h 57mMultiple Airlines
Deal found 25/7$1,011
Sun 18/813:15SYD - ORD
3 stops57h 02mMultiple Airlines
Deal found 25/7$1,019

Find flights to Chicago within your budget

Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 615,779 searches and data was last updated on 27 July 2024.

Fly from

Any airport

Budget

$1,355 - $2,226

Route

Depart

Return

Price

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 17/10

2 stops37h 38m

Chicago O'Hare Intl

Thu 31/10

2 stops31h 50m

$1,355

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 26/8

2 stops26h 45m

Chicago O'Hare Intl

Sun 8/9

2 stops24h 50m

$1,512

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/9

1 stop25h 30m

Chicago O'Hare Intl

Sun 10/11

1 stop22h 25m

$1,625

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/9

1 stop21h 33m

Chicago O'Hare Intl

Sun 10/11

1 stop24h 52m

$1,638

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 13/1

2 stops34h 04m

Chicago O'Hare Intl

Thu 30/1

1 stop24h 55m

$1,664

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 25/12

1 stop24h 53m

Chicago O'Hare Intl

Sun 12/1

1 stop21h 25m

$1,681

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 24/12

2 stops26h 35m

Chicago O'Hare Intl

Tue 7/1

2 stops27h 05m

$1,709

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 23/12

1 stop23h 03m

Chicago O'Hare Intl

Fri 10/1

1 stop27h 30m

$1,791

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 7/10

2 stops41h 25m

Chicago O'Hare Intl

Fri 11/10

1 stop25h 40m

$2,226

Flights are sorted by cheapest first

Deals found on 26/7

Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Chicago?

Use this chart to determine the optimal time to book a return flight to Chicago. Price data was last updated on 23 July 2024.
Booking 24 days in advance of your planned departure date is, on average, the best time to get cheap flights to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return to Chicago. Price data was last updated on 21 July 2024.
Morning
Midday
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Chicago should consider flying on Monday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at midday, when prices are usually at their highest.
Search Deals

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 27 July 2024.
Read through reviews of airlines servicing Chicago, such as American Airlines, Cathay Pacific and Qantas Airways. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.7
Very Good
70 reviews
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.5
Very Good
1,092 reviews
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.5
Very Good
863 reviews
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.2
Very Good
1,370 reviews
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.0
Very Good
9,615 reviews
8.7
Very Good
70 reviews

Comfort

8.2

Crew

8.9

Boarding

8.5

Entertainment

7.3

Food

8.0

Overall

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Why Visit

Chicago is a skyscraper metropolis and a feat of modern architecture as well as home to what was once the world’s tallest building, Sears Tower. Chicago may not be a traditional tourist destination but you will find that the Second City is well worth a visit. As the hub of the Midwest, Chicago is not to be overlooked. Its picturesque skyline is reflected in the waters of Lake Michigan. World-class museums of art and science, fine public art, huge parks and sandy beaches and a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups) make it an unbeatable destination for a holiday. First stop should be the lakefront, from Lakeview to Oak Street Beach, the entire area is bustling for things for you to do and to see. Take a cheap flight to Chicago and the city will match your passion.

Chicago has long been thought of as the nation’s second city – indeed, Chicagoans only grudgingly admit that New York occupies first place. The city’s central area, including the Loop and the Magnificent Mile, is famous for its combination of modern and historic architecture. Chicago is also home to many of the country’s best museums and art galleries, including the Field Museum of Science and Industry and, reflecting the city’s industrial heritage, the Museum of Science and Industry.

Getting around Chicago

Chicago’s regular, grid-like layout makes navigation straightforward, but the “City With Big Shoulders” can be a little too large to get around easily on foot. Fortunately, the city’s public transportation system, including the famous “L” (short for “elevated train tracks”), is efficient, with especially good coverage in the city centre area. Traffic is often congested, especially during rush hour, and driving isn’t recommended. Cycling is a popular way to get around and with all of Chicago’s lakefront property, it can be a great way to enjoy the city.

Getting downtown from the airport

Chicago’s major airport is O’Hare International Airport (ORD) located in the city’s northwest corner, about 27 km away from the Loop. The Blue Line of the Chicago subway (known as the ‘L’ to locals) connects O’Hare directly to the city, and commuter rail services are easily accessible by a short shuttle ride. Taxi and car hire services are also available.

Travel Tips

One of the biggest challenges for visitors to Chicago can be the weather. Fiercely hot in the summer, the city is bitterly cold and windy in the winter. In the winter, wear layers and don’t expose skin to the wind; in summer, be sure to drink plenty of water.

  • When is the best time to fly to Chicago?

    Chicago’s seasons are intense – it’s hot in the summer and cold in the winter – but savvy travellers can always find cheap flights to Chicago. Peak Season Summer is between June and August and it is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, in spite of the heat and humidity from the Lake. Taste of Chicago, taking place mid-July at the lakefront is an outdoor food festival which showcases the variety of cuisines and local flavours accompanied by live music. Cheap flights to Chicago are more difficult to find during this popular festival. August is host to another popular event – the Chicago Air and Water Show. With free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers. September can be the most enjoyable and mild month of the year but there’s less going on during this period. Off-Peak Season January to March is least busy making cheap flights to Chicago and hotel deals attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

  • What does ORD mean?

    Great question - ORD just means Chicago O'Hare Intl Airport. Now you’ll know what this unique code and ones like it mean when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find cheaper flights to Chicago if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chicago?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost $57, while return flights cost around $105.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $212, however they can be found for as little as $69.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Sydney Kingsford Smith offers the quickest one-way flight (20 hours 4 minutes).

  • Does Chicago O'Hare Intl have car hire?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).

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Cheapflights makes it easy to find Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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Certainly. Search results for flights to Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Of course! You can track prices for flights to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals to set up your price alerts.

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