$167+ Cheap flights from Chicago

CHI — SYD
20 Sep — 27 Sep1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Thu 10/9

06:00-09:13

Nonstop2h 13m

Newark

Wed 16/9

10:25-12:08

Nonstop2h 43m

$347

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Mon 21/9

06:00-09:21

Nonstop2h 21m

New York John F Kennedy Intl

Fri 25/9

15:01-16:59

Nonstop2h 58m

$347

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Sat 3/10

10:59-14:20

Nonstop2h 21m

New York John F Kennedy Intl

Wed 7/10

08:10-09:59

Nonstop2h 49m

$347

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sun 13/12

09:00-12:15

Nonstop2h 15m

Newark

Fri 18/12

21:52-23:39

Nonstop2h 47m

$347

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Sat 26/9

07:00-10:27

Nonstop2h 27m

New York John F Kennedy Intl

Tue 6/10

08:10-09:59

Nonstop2h 49m

$347

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Thu 10/9

10:59-14:20

Nonstop2h 21m

New York John F Kennedy Intl

Mon 14/9

20:05-21:58

Nonstop2h 53m

$348

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Tue 29/9

07:05-10:33

Nonstop2h 28m

New York John F Kennedy Intl

Thu 1/10

16:30-23:08

1 stop7h 38m

$351

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Wed 23/9

06:00-14:07

1 stop7h 07m

New York John F Kennedy Intl

Thu 24/9

16:30-23:08

1 stop7h 38m

$355

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Wed 23/9

06:00-14:07

1 stop7h 07m

New York John F Kennedy Intl

Sat 26/9

16:30-23:08

1 stop7h 38m

$355

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Wed 4/11

10:30-13:54

Nonstop2h 24m

New York John F Kennedy Intl

Mon 9/11

15:21-17:20

Nonstop2h 59m

$368

Flights are sorted by cheapest return flights first.

Deals found on 17/8

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 $1,804). Flying from Chicago in December will prove the most costly (average of $2,467). 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 $2,065

What are popular destinations to fly to from Chicago?

Chicago offers frequent flights to New York (1,106 flights per day), Detroit (1,060 flights per day) and Los Angeles (716 flights per day).

Los Angeles Los Angeles
Los Angeles Los Angeles
From $173
Detroit
Detroit
From $1,287
Dallas/Fort Worth
Dallas/Fort Worth
From $197

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Los Angeles Los Angeles, with prices starting at $173. Explore other affordable destinations below.

Los Angeles Los Angeles
Los Angeles Los Angeles
From $173
Dallas/Fort Worth
Dallas/Fort Worth
From $197
Calgary
Calgary
From $244
Bogotá El Dorado
Bogotá El Dorado
From $263

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. Boston, Atlanta, Ahmedabad are the most popular locations from Chicago year round.

  • 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 Melbourne from $1,443 round trip
    Fly from Chicago to Sydney from $1,564 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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