$207+ Cheap flights from Chicago

CHI — AKL
9 Dec — 16 Dec1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

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Route

Departure

Return

Price

Cheapest return flight

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Wed 23/12

14:21-17:27

Nonstop2h 06m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$216

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Thu 3/12

07:35-10:49

Nonstop2h 14m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$243

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Thu 10/12

10:45-13:57

Nonstop2h 12m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$243

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Mon 21/12

13:00-16:16

Nonstop2h 16m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$243

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Fri 25/12

12:55-16:11

Nonstop2h 16m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$261

ChicagoRaleigh

ORD Chicago O'Hare Intl - RDU Raleigh-Durham

ORDRDU

Chicago O'Hare Intl

Fri 18/12

12:55-16:11

Nonstop2h 16m

Raleigh-Durham

Wed 31/12

00:00-23:00

Nonstop0h 00m

$261

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Sat 16/1

06:30-10:00

Nonstop2h 30m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$269

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Fri 19/2

06:20-09:41

Nonstop2h 21m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$269

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Sat 12/12

18:03-21:23

Nonstop2h 20m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$269

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Thu 3/12

06:00-09:20

Nonstop2h 20m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$269

Flights are sorted by cheapest return flights first.

Deals found on 8/11

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, January is the cheapest month in which you can book a flight from Chicago (average of $1,871). Flying from Chicago in August will prove the most costly (average of $3,303). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Chicago?

Some of the most frequent flights departing from Chicago everyday are: Orlando (843 flights per day), New York (793 flights per day), and Los Angeles (671 flights per day).

Raleigh-Durham
Raleigh-Durham
From $464
Kastrup Copenhagen
Kastrup Copenhagen
From $686
Madrid Barajas
Madrid Barajas
From $974
San Francisco
San Francisco
From $2,597

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Houston Hobby, with prices starting at $68. Explore other affordable destinations below.

Houston Hobby
Houston Hobby
From $68
Toronto
Toronto
From $200

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

To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

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

    The most popular destinations from Chicago this month are Atlanta, Ahmedabad, Boston. The top year-round destinations include Atlanta, Boston, Mumbai.

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently January; with August being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

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

    Here are some of the cheapest flight destinations from Chicago:
    Fly from Chicago to Auckland from $1,670 round trip

  • How does Cheapflights help users find flights from Chicago?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

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

    Cheapflights simply makes it quick and affordable to book flights from Chicago by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago flexibly with Cheapflights today.

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

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

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

Cheapflights simply makes it quick and affordable to book flights from Chicago by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago flexibly with Cheapflights today.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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