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$178+ Cheap flights from Chicago

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/3. 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.
CHI — SYD
26 Jan — 2 Feb1
1 adult

What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 21 January 2025.

Cheapest airline

Qantas Airways

Good round-trip deal

$173 or less

Good one-way deal

$250 or less
On average, Qantas Airways currently has the cheapest one-way flight from Chicago (avg. price of $2,306).
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Price to beat on a round-trip flight from Chicago.
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Price to beat on a one-way flight from Chicago.
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Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 21 January 2025.

Wed 5/314:13ORD - BNE
1 stop22h 47mQantas Airways
Wed 12/308:05BNE - ORD
1 stop20h 01mQantas Airways
Deal found 20/1$1,243
Thu 6/315:16ORD - BNE
1 stop21h 44mAmerican Airlines
Thu 13/322:00BNE - ORD
1 stop23h 25mAmerican Airlines
Deal found 19/1$1,291
Wed 5/312:25ORD - BNE
2 stops24h 35mBritish Airways
Wed 19/322:00BNE - ORD
2 stops22h 20mBritish Airways
Deal found 20/1$1,306
Wed 5/316:45ORD - BNE
2 stops25h 35mMultiple Airlines
Wed 12/311:20BNE - ORD
2 stops32h 25mMultiple Airlines
Deal found 21/1$1,347
Tue 4/215:22ORD - SYD
1 stop22h 13mQantas Airways
Mon 10/211:15SYD - ORD
1 stop23h 30mQantas Airways
Deal found 20/1$1,357
Mon 17/310:15ORD - SYD
2 stops29h 10mAmerican Airlines
Tue 25/321:25SYD - ORD
1 stop25h 08mAmerican Airlines
Deal found 21/1$1,371
Sun 9/314:13ORD - SYD
1 stop25h 12mBritish Airways
Sun 23/321:25SYD - ORD
1 stop25h 08mBritish Airways
Deal found 20/1$1,378
Sat 25/115:20ORD - SYD
1 stop24h 40mMultiple Airlines
Mon 27/111:50SYD - ORD
1 stop20h 39mMultiple Airlines
Deal found 21/1$1,414
Thu 6/314:13ORD - CNS
2 stops34h 57mMultiple Airlines
Thu 13/307:35CNS - ORD
2 stops28h 31mMultiple Airlines
Deal found 20/1$1,608
Sat 8/309:46ORD - MCY
2 stops36h 09mMultiple Airlines
Sat 15/318:55MCY - ORD
2 stops44h 23mMultiple Airlines
Deal found 21/1$1,634
Fri 7/312:49MDW - SYD
3 stops54h 41mMultiple Airlines
Fri 14/306:15SYD - MDW
3 stops39h 16mMultiple Airlines
Deal found 21/1$1,635
Wed 26/215:19ORD - ADL
2 stops27h 11mQantas Airways
Thu 6/307:55ADL - ORD
2 stops24h 23mQantas Airways
Deal found 21/1$1,637

Find flights from Chicago within your budget

Find flights departing from Chicago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 21 January 2025. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Wed 5/3

14:13-05:00

1 stop22h 47m

Brisbane

Wed 12/3

08:05-13:06

1 stop20h 01m

$1,243

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Thu 6/3

15:16-05:00

1 stop21h 44m

Brisbane

Thu 13/3

22:00-06:25

1 stop23h 25m

$1,291

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Wed 5/3

12:25-05:00

2 stops24h 35m

Brisbane

Wed 19/3

22:00-05:20

2 stops22h 20m

$1,306

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Wed 5/3

16:45-10:20

2 stops25h 35m

Brisbane

Wed 12/3

11:20-04:45

2 stops32h 25m

$1,347

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/2

15:22-06:35

1 stop22h 13m

Sydney Kingsford Smith

Mon 10/2

11:15-17:45

1 stop23h 30m

$1,357

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 17/3

12:05-06:35

1 stop26h 30m

Sydney Kingsford Smith

Tue 25/3

21:25-06:33

1 stop25h 08m

$1,371

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 9/3

14:13-07:25

1 stop25h 12m

Sydney Kingsford Smith

Sun 23/3

21:25-06:33

1 stop25h 08m

$1,378

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 25/1

15:20-09:00

1 stop24h 40m

Sydney Kingsford Smith

Mon 27/1

11:50-15:29

1 stop20h 39m

$1,414

ChicagoCairns

ORD - CNS

ORDCNS

Chicago O'Hare Intl

Thu 6/3

14:13-17:10

2 stops34h 57m

Cairns

Thu 13/3

07:35-21:06

2 stops28h 31m

$1,608

ChicagoMaroochydore

ORD - MCY

ORDMCY

Chicago O'Hare Intl

Sat 8/3

09:46-13:55

2 stops36h 09m

Maroochydore Sunshine Coast

Sat 15/3

18:55-00:18

2 stops44h 23m

$1,634

Flights are sorted by cheapest return flights first.

Deals found on 21/1

Showing 1-10 of 60 results
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Best time to book a flight from Chicago

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a return flight from Chicago to Sydney. Price data was last updated on 17 January 2025.

The best time to book flights from Chicago is 82 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago?

Currently, October is the cheapest month in which you can book a flight from Chicago (average of $1,214). Flying from Chicago in December will prove the most costly (average of $1,378). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

When flying from Chicago check dates and pricing for the following: Air Canada, United Airlines, Qantas Airways. As they depart for the following popular destinations: Sydney.

Air Canada

Air Canada

From $965

United Airlines

United Airlines

From $1,128

Turkish Airlines

Turkish Airlines

From $823

Qantas Airways

Qantas Airways

From $911

What are popular destinations to fly to from Chicago?

Chicago offers frequent flights to New York (1,543 flights per day), Detroit (990 flights per day) and Orlando (815 flights per day).

Los Angeles

Los Angeles

From $118

Charlotte Douglas

Charlotte Douglas

From $194

Mexico City Benito Juarez

Mexico City Benito Juarez

From $271

Istanbul

Istanbul

From $565

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Dallas/Fort Worth, with prices starting at $94. Explore other affordable destinations below.

Dallas/Fort Worth

Dallas/Fort Worth

From $59

Los Angeles

Los Angeles

From $118

San Francisco

San Francisco

From $143

Seattle/Tacoma Intl

Seattle/Tacoma Intl

From $156

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Chicago. In the last 7 days, Cheapflights users made a total of 647,157 searches.
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

Air Tahiti Nui
8.8
Very Good
62 reviews
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

Korean Air
8.5
Very Good
1,039 reviews
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

ANA
8.4
Very Good
852 reviews
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

Fiji Airways
8.1
Very Good
188 reviews
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

Delta
8.0
Very Good
8,521 reviews
Air Tahiti Nui
8.8
Very Good
62 reviews
Check prices

Entertainment

7.3

Overall

8.8

Crew

9.1

Boarding

8.7

Comfort

8.1

Food

7.8

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.

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Direct flights from Illinois

Book a direct flight from one of these other cities located in Illinois.
Direct flights from Moline

Related info for your journey

Access useful and relevant information related to your journey from Chicago. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 21 January 2025.

  • What are the most popular destinations to fly to from Chicago?

    For the current month, the most popular flights from Chicago are Ahmedabad, Mumbai, Atlanta. Atlanta, Boston, Athens are the most popular locations from Chicago year round.

  • Which is the cheapest airport to catch a flight from Chicago?

    The cheapest routes to Brisbane can be found at Chicago O'Hare Intl airport from $1,243. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $1,626. Reference our flight search to find the best deals in real time.

  • What are the cheapest airlines flying from Chicago to anywhere?

    According to our data, users have found Spirit Airlines, Volaris, and Icelandair to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Spirit Airlines flights from Chicago to New York ($87). Volaris flights from Chicago to Mexico City Benito Juarez ($407). Icelandair flights from Chicago to Paris ($578).

  • What is the cheapest month to fly from Chicago?

    Currently, the cheapest month for flights from Chicago is October. The most expensive month for flights is December. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

  • Where are the cheapest places to fly to from Chicago?

    View the cheapest flight destinations from Chicago:
    Fly from Chicago to Brisbane from $1,243 round trip
    Fly from Chicago to Sydney from $1,307 round trip
    Fly from Chicago to Melbourne from $1,530 round trip

  • How does Cheapflights help users find flights from Chicago?

    Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

  • Why should you use Cheapflights to find cheap flight tickets from Chicago?

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

  • Can Cheapflights find flights from Chicago with no change fees?

    Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

  • Can Cheapflights notify me if prices for flights from Chicago become cheaper?

    Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago?

Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

Can Cheapflights find flights from Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

Can Cheapflights notify me if prices for flights from Chicago become cheaper?

Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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