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$173+ 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 8/1. 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
24 Dec — 31 Dec1
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 19 December 2024.

Cheapest airline

Qantas Airways
On average, Qantas Airways currently has the cheapest one-way flight from Chicago.

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 19 December 2024.

Wed 8/121:54ORD - LAX
2 stops19h 38mSpirit Airlines
Wed 15/116:18LAX - ORD
1 stop11h 13mSpirit Airlines
Deal found 18/12$291
Thu 23/107:45ORD - LAX
1 stop9h 14mAlaska Airlines
Tue 4/307:00LAX - ORD
1 stop9h 00mAlaska Airlines
Deal found 17/12$360
Sun 26/118:11ORD - LAX
Nonstop4h 37mUnited Airlines
Mon 3/317:55LAX - ORD
Nonstop4h 04mUnited Airlines
Deal found 17/12$376
Tue 21/110:30ORD - LAX
1 stop9h 39mDelta
Mon 3/214:05LAX - ORD
1 stop8h 06mDelta
Deal found 18/12$406
Wed 8/106:15ORD - LAX
2 stops9h 25mSouthwest
Sat 11/108:05LAX - ORD
2 stops9h 35mSouthwest
Deal found 18/12$494
Thu 29/520:05ORD - LAX
1 stop13h 49mSun Country Air
Sun 1/623:59LAX - ORD
1 stop17h 10mSun Country Air
Deal found 18/12$556
Mon 17/215:19ORD - SYD
1 stop22h 16mAmerican Airlines
Sat 22/211:50SYD - ORD
1 stop19h 29mAmerican Airlines
Deal found 18/12$1,375
Fri 17/117:40ORD - SYD
1 stop22h 20mQantas Airways
Fri 31/111:15SYD - ORD
1 stop25h 16mQantas Airways
Deal found 18/12$1,386
Fri 17/117:40ORD - SYD
1 stop22h 20mMultiple Airlines
Fri 24/111:50SYD - ORD
1 stop20h 36mMultiple Airlines
Deal found 18/12$1,399
Sat 1/217:40ORD - SYD
2 stops25h 45mRoyal Air Maroc
Sat 8/220:35SYD - ORD
2 stops29h 51mRoyal Air Maroc
Deal found 18/12$1,521
Sat 10/507:15ORD - SYD
2 stops45h 00mANA
Sat 17/520:55SYD - ORD
2 stops47h 04mANA
Deal found 18/12$1,573
Sat 1/212:56ORD - ADL
2 stops28h 44mMultiple Airlines
Sat 8/206:00ADL - ORD
2 stops30h 10mMultiple Airlines
Deal found 18/12$1,626

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 19 December 2024. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Mon 3/2

07:45-16:32

1 stop10h 47m

Los Angeles

Fri 7/2

21:05-14:03

2 stops14h 58m

$464

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Sat 18/1

20:15-22:58

Nonstop4h 43m

Los Angeles

Tue 21/1

00:51-10:14

1 stop7h 23m

$472

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 7/1

14:25-20:45

1 stop8h 20m

Los Angeles

Thu 9/1

09:52-21:22

2 stops9h 30m

$492

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Wed 8/1

06:15-13:40

2 stops9h 25m

Los Angeles

Sat 11/1

08:05-19:40

2 stops9h 35m

$494

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Thu 29/5

20:05-07:54

1 stop13h 49m

Los Angeles

Sun 1/6

23:59-19:09

1 stop17h 10m

$556

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 17/2

15:19-06:35

1 stop22h 16m

Sydney Kingsford Smith

Sat 22/2

11:50-14:19

1 stop19h 29m

$1,375

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 17/1

17:40-09:00

1 stop22h 20m

Sydney Kingsford Smith

Fri 31/1

11:15-19:31

1 stop25h 16m

$1,386

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 17/1

17:40-09:00

1 stop22h 20m

Sydney Kingsford Smith

Fri 24/1

11:50-15:26

1 stop20h 36m

$1,399

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 1/2

17:40-12:25

2 stops25h 45m

Sydney Kingsford Smith

Sat 8/2

20:35-09:26

2 stops29h 51m

$1,521

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 10/5

07:15-19:15

2 stops45h 00m

Sydney Kingsford Smith

Sat 17/5

20:55-04:59

2 stops47h 04m

$1,573

Flights are sorted by cheapest return flights first.

Deals found on 19/12

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 13 December 2024.

The best time to book flights from Chicago is 85 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 $1,219). Flying from Chicago in November will prove the most costly (average of $1,527). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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.
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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.

8.6
Very Good
65 reviews
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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.

8.4
Very Good
839 reviews
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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.

8.4
Very Good
1,021 reviews
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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.

8.1
Very Good
191 reviews
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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
8,604 reviews
8.6
Very Good
65 reviews

Crew

8.9

Overall

8.6

Comfort

8.0

Food

7.7

Boarding

8.5

Entertainment

7.2

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.

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 19 December 2024.
  • What are the most popular destinations to fly to from Chicago?

    For the current month, the most popular flights from Chicago are Mumbai, Ahmedabad, 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 Melbourne can be found at Chicago O'Hare Intl airport from $1,265. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $1,638. 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 ($86). Volaris flights from Chicago to Mexico City Benito Juarez ($404). Icelandair flights from Chicago to Paris ($574).

  • 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 November. 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 Sydney from $1,249 round trip
    Fly from Chicago to Melbourne from $1,657 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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