$169+ Cheap flights from Chicago

CHI — SYD
8 Oct — 15 Oct1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

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Route

Depart

Return

Price

Cheapest return flight

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Sat 10/10

19:45-22:52

Nonstop2h 07m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$208

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Wed 14/10

14:30-20:43

1 stop5h 13m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$222

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Mon 21/12

06:40-12:59

1 stop5h 19m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$222

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Wed 7/10

15:25-18:33

Nonstop2h 08m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$222

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl

ORDIAD

Chicago O'Hare Intl

Fri 23/10

21:52-00:57

Nonstop2h 05m

Washington, D.C. Dulles Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$229

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Fri 9/10

16:59-20:08

Nonstop2h 09m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$236

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sun 4/10

05:00-08:13

Nonstop2h 13m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$241

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Wed 7/10

21:35-00:57

Nonstop2h 22m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$241

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Mon 28/9

21:35-00:57

Nonstop2h 22m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$243
Fastest return journey

ChicagoWashington, D.C.

ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National

ORDDCA

Chicago O'Hare Intl

Mon 12/10

05:59-08:54

Nonstop1h 55m

Washington, D.C. Reagan-National

Wed 31/12

00:00-23:00

Nonstop0h 00m

$245

Flights are sorted by cheapest return flights first.

Deals found on 7/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $1,777). Flying from Chicago in December will prove the most costly (average of $2,456). 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 $2,193

What are popular destinations to fly to from Chicago?

Chicago offers frequent flights to New York (1,082 flights per day), Detroit (962 flights per day) and Los Angeles (805 flights per day).

Los Angeles Los Angeles
Los Angeles Los Angeles
From $206
Detroit
Detroit
From $1,270
Tampa
Tampa
From $346
San Francisco
San Francisco
From $601

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Atlanta Hartsfield-Jackson, with prices starting at $186. Explore other affordable destinations below.

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $186
Los Angeles Los Angeles
Los Angeles Los Angeles
From $206
Calgary
Calgary
From $241
Bogotá El Dorado
Bogotá El Dorado
From $259

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.

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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, Mumbai 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 $1,414. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $1,786. 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 $1,414 round trip
    Fly from Chicago to Melbourne from $1,568 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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