$171+ Cheap flights from Chicago

CHI — SYD
27 Sep — 4 Oct1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

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Route

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Price

Cheapest return flight

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Thu 1/10

21:35-00:57

Nonstop2h 22m

Newark

Sat 3/10

21:45-23:21

Nonstop2h 36m

$372

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sun 20/12

18:10-23:40

1 stop4h 30m

Newark

Sun 10/1

07:00-13:20

1 stop7h 20m

$399

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sat 12/9

06:00-09:13

Nonstop2h 13m

Newark

Sat 12/9

18:20-20:07

Nonstop2h 47m

$425

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Thu 11/2

09:30-16:38

1 stop6h 08m

Newark

Sun 14/2

09:40-12:37

1 stop3h 57m

$441
Fastest return journey

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 5/1

06:00-09:06

Nonstop2h 06m

Newark

Thu 7/1

07:00-08:30

Nonstop2h 30m

$455

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Thu 17/9

05:00-08:14

Nonstop2h 14m

Newark

Sun 20/9

06:00-07:41

Nonstop2h 41m

$455

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 29/9

18:00-21:29

Nonstop2h 29m

Newark

Sat 3/10

21:45-23:21

Nonstop2h 36m

$457

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Thu 24/12

09:00-14:55

1 stop4h 55m

Newark

Tue 29/12

06:15-12:46

1 stop7h 31m

$469

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sat 12/9

08:05-14:11

1 stop5h 06m

Newark

Sat 12/9

18:59-23:59

1 stop6h 00m

$487

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 22/9

06:00-09:13

Nonstop2h 13m

Newark

Fri 25/9

20:40-22:28

Nonstop2h 48m

$511

Flights are sorted by cheapest return flights first.

Deals found on 24/8

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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

Travel insights for flights from Chicago

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

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

Currently, June is the cheapest month in which you can book a flight from Chicago (average of $1,787). Flying from Chicago in December will prove the most costly (average of $2,430). 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: Qantas Airways. As it departs for the following popular destinations: Sydney.

Qantas Airways
Qantas Airways
From $2,202

What are popular destinations to fly to from Chicago?

Chicago offers frequent flights to Detroit (1,182 flights per day), New York (1,174 flights per day) and Los Angeles (809 flights per day).

Los Angeles
Los Angeles
From $172
Detroit
Detroit
From $1,275
Tampa
Tampa
From $347

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Los Angeles, with prices starting at $172. Explore other affordable destinations below.

Los Angeles
Los Angeles
From $172
Dallas/Fort Worth
Dallas/Fort Worth
From $196
Calgary
Calgary
From $242
Bogotá El Dorado
Bogotá El Dorado
From $260

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

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.

Browse thousands of different options on Cheapflights for your next trip

Direct flights from Illinois

Direct flights from Moline

Related info for your journey

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

    For the current month, the most popular flights from Chicago are Boston, Atlanta, Athens. Atlanta, Boston, Ahmedabad 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 $1,446. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $1,725. Reference our flight search to find the best deals in real time.

  • What is the cheapest month to fly from Chicago?

    Currently, the cheapest month for flights from Chicago is June. 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 Sydney from $1,446 round trip
    Fly from Chicago to Melbourne from $1,563 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

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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