$113+ Cheap flights from Chicago

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/1. 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 — AKL
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

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 13 November 2025.

Good one-way deal

$673 or less
Price to beat on a one-way flight from Chicago.
Search Deals

Find flights from Chicago

Enter your travel dates to find the best prices.

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 13 November 2025.

Tue 3/318:33ORD - MIA
Nonstop3h 17mSpirit Airlines
Wed 4/306:50MIA - ORD
Nonstop3h 26mSpirit Airlines
Deal found 11/11$208
Thu 8/110:35ORD - MIA
Nonstop3h 30mUnited Airlines
Thu 8/116:19MIA - ORD
Nonstop3h 36mUnited Airlines
Deal found 11/11$269
Wed 31/1206:10ORD - MIA
Nonstop3h 20mUnited Airlines
Tue 13/116:19MIA - ORD
Nonstop3h 36mUnited Airlines
Deal found 11/11$277
Sat 17/112:45ORD - MIA
1 stop8h 50mUnited Airlines
Tue 20/109:00MIA - ORD
Nonstop3h 34mUnited Airlines
Deal found 11/11$288
Tue 9/1210:55ORD - MIA
Nonstop3h 15mUnited Airlines
Mon 15/1217:56MIA - ORD
Nonstop3h 29mUnited Airlines
Deal found 11/11$295
Sun 15/215:45ORD - MIA
1 stop5h 10mSouthwest
Wed 18/217:20MIA - ORD
1 stop5h 30mSouthwest
Deal found 11/11$313
Sun 15/216:10ORD - PHX
Nonstop4h 08mUnited Airlines
Sat 21/207:00PHX - ORD
Nonstop3h 29mUnited Airlines
Deal found 12/11$313
Tue 10/213:45ORD - MIA
2 stops7h 15mSouthwest
Sat 14/206:35MIA - ORD
1 stop5h 35mSouthwest
Deal found 11/11$322
Sat 10/119:56ORD - PHX
Nonstop4h 03mUnited Airlines
Sat 17/108:10PHX - ORD
Nonstop3h 34mUnited Airlines
Deal found 12/11$332
Tue 20/116:25ORD - PHX
Nonstop4h 00mSouthwest
Fri 23/109:05PHX - ORD
Nonstop3h 25mSouthwest
Deal found 12/11$334
Sat 17/113:00ORD - PHX
2 stops10h 05mSouthwest
Tue 20/109:05PHX - ORD
Nonstop3h 25mSouthwest
Deal found 12/11$339
Wed 17/1220:59ORD - PHX
1 stop15h 51mAlaska Airlines
Wed 24/1208:20PHX - ORD
1 stop10h 42mAlaska Airlines
Deal found 11/11$348

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 13 November 2025. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

Auckland

Route

Departure

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 10/2

13:45-22:00

2 stops7h 15m

Miami

Sat 14/2

06:35-11:10

1 stop5h 35m

$322

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 11/12

12:39-16:50

Nonstop3h 11m

Miami

Mon 15/12

17:56-20:25

Nonstop3h 29m

$359

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Wed 11/3

15:45-22:30

1 stop8h 45m

Phoenix Sky Harbor Intl

Wed 18/3

18:30-23:55

Nonstop3h 25m

$366

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Wed 10/12

16:25-19:20

Nonstop3h 55m

Phoenix Sky Harbor Intl

Wed 17/12

15:45-22:35

1 stop5h 50m

$366

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Sat 13/12

11:15-14:15

Nonstop4h 00m

Phoenix Sky Harbor Intl

Wed 17/12

16:33-23:59

1 stop6h 26m

$368

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 14/1

13:54-21:37

1 stop6h 43m

Miami

Wed 21/1

15:25-19:21

1 stop4h 56m

$383

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 28/1

10:35-17:48

1 stop6h 13m

Miami

Thu 5/2

06:00-10:08

1 stop5h 08m

$383

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 27/11

17:08-00:46

1 stop6h 38m

Miami

Wed 3/12

17:07-22:43

1 stop6h 36m

$383

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Wed 14/1

14:49-23:40

1 stop9h 51m

Phoenix Sky Harbor Intl

Sun 18/1

13:55-23:57

1 stop9h 02m

$383

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Wed 31/12

17:31-23:53

1 stop7h 22m

Phoenix Sky Harbor Intl

Tue 6/1

08:00-16:43

1 stop7h 43m

$383

Flights are sorted by cheapest return flights first.

Deals found on 12/11

Showing 1-10 of 60 results
1
2
3
...
6

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.

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 $756). Flying from Chicago in August will prove the most costly (average of $2,111). 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: New York (1,565 flights per day), Detroit (1,104 flights per day), and Los Angeles (686 flights per day).

Kastrup Copenhagen
Kastrup Copenhagen
From $673
San Francisco
San Francisco
From $1,600

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Kastrup Copenhagen, with prices starting at $673. Explore other affordable destinations below.

Kastrup Copenhagen
Kastrup Copenhagen
From $673
San Francisco
San Francisco
From $1,600

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Direct flights from Illinois

Book a direct flight from one of these other cities located in Illinois.
Direct flights from Los Angeles
Direct flights from Honolulu
Direct flights from San Francisco
Direct flights from Las Vegas
Direct flights from Orlando
Direct flights from Seattle
Direct flights from Salt Lake City
Direct flights from Miami
Direct flights from Atlanta
Direct flights from San Diego
Direct flights from Boston
Direct flights from Denver
Direct flights from Anchorage
Direct flights from Minneapolis
Direct flights from Portland
Direct flights from Nashville
Direct flights from Indianapolis
Direct flights from Austin
Direct flights from Philadelphia
Direct flights from Charlotte
Direct flights from Fort Lauderdale
Direct flights from New Orleans
Direct flights from Tampa
Direct flights from Cincinnati
Direct flights from Cleveland
Direct flights from Kansas City
Direct flights from Pittsburgh
Direct flights from Kahului
Direct flights from Memphis
Direct flights from San Antonio

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 13 November 2025.

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

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

  • 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 $1,477 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

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?

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.