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$48+ Cheap flights from North America to Chicago (CHI)

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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from North America to Chicago

Keep the following information in mind while searching for North America to Chicago flight deals. Data was last updated October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$97
(CheapOair)

One-way from

$48
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$242

Good round-trip deal

$78 or less

Good one-way deal

$49 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
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From North America to Chicago (CHI)
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One-way flight from North America to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from North America to Chicago (CHI).
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Price to beat on a one-way flight from North America to Chicago (CHI).
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Find flight deals from North America to Chicago

Cheapest flights from North America to Chicago
Explore the most affordable flight options available from North America to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This CheapOair deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/138:02 pmDFW - ORD
1 stop27h 26mFrontier
Sun 11/166:20 pmORD - DFW
Nonstop2h 49mFrontier
Deal found 10/29$97
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:46 pmDFW - ORD
1 stop14h 39mSpirit Airlines
Sat 11/229:22 pmORD - DFW
Nonstop2h 37mSpirit Airlines
Deal found 10/30$98
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:04 amDFW - ORD
1 stop10h 51mFrontier
Mon 12/1511:01 amORD - DFW
Nonstop2h 51mFrontier
Deal found 10/29$99
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:24 pmDFW - ORD
Nonstop2h 35mFrontier
Sat 11/156:25 pmORD - DFW
Nonstop2h 49mFrontier
Deal found 10/29$100
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:08 pmJFK - ORD
1 stop12h 51mFrontier
Mon 11/176:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$101
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Tue 12/23:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/30$101
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:24 pmDFW - ORD
Nonstop2h 35mMultiple Airlines
Thu 1/810:05 pmORD - DFW
Nonstop2h 29mMultiple Airlines
Deal found 10/28$101
This Booking.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:20 amJFK - ORD
1 stop11h 36mFrontier
Tue 11/186:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$102
This Priceline deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Tue 11/1810:52 amORD - LGA
1 stop7h 08mSpirit Airlines
Deal found 10/29$102
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/410:29 amDFW - ORD
Nonstop2h 24mSpirit Airlines
Wed 11/51:48 pmORD - DFW
Nonstop2h 33mSpirit Airlines
Deal found 10/28$102
This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
Sat 11/156:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/28$103
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:59 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Sat 11/227:21 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/30$103

Cheapflights Fare Finder

 
Customize your flight search to find flights from North America to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from North America to Chicago that are best for you.

Fly from

North America

Fly to

Chicago

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/15

11:30 am-1:17 pm

Nonstop2h 47m

Chicago O'Hare Intl

Mon 11/17

9:30 am-12:41 pm

Nonstop2h 11m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/13

6:15 am-7:55 am

Nonstop2h 40m

Chicago O'Hare Intl

Wed 11/19

7:00 am-10:15 am

Nonstop2h 15m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 11/11

10:59 am-12:27 am

1 stop14h 28m

Chicago O'Hare Intl

Wed 11/12

10:52 am-11:21 pm

1 stop11h 29m

$138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 1/15

7:30 am-9:27 am

Nonstop2h 57m

Chicago O'Hare Intl

Sun 1/18

10:45 am-1:58 pm

Nonstop2h 13m

$138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 11/14

8:50 pm-10:35 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 11/17

5:50 pm-9:01 pm

Nonstop2h 11m

$143

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 12/13

8:00 pm-9:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Mon 12/15

7:00 am-10:17 am

Nonstop2h 17m

$149

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 12/5

7:40 pm-9:39 pm

Nonstop2h 59m

Chicago O'Hare Intl

Mon 12/8

10:36 am-2:03 pm

Nonstop2h 27m

$149

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 12/12

8:01 am-9:56 am

Nonstop2h 55m

Chicago O'Hare Intl

Mon 12/15

7:00 am-10:23 am

Nonstop2h 23m

$149

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/13

6:00 am-9:46 am

1 stop4h 46m

Chicago O'Hare Intl

Thu 11/13

2:00 pm-5:07 pm

Nonstop2h 07m

$153

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 1/17

6:15 am-1:10 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 1/31

2:05 pm-10:47 pm

1 stop7h 42m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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Best time to book a flight from North America to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from North America with our price prediction graph.
Estimated round-trip 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.

Cheapflights Insights

Everything you need to know about your flight from North America to Chicago

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

Currently, January is the cheapest month in which you can book a flight from North America to Chicago (average of $36). Flying from North America to Chicago in June is currently the most expensive (average of $80). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from NA to CHI?

Find hourly flight availability from North America to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

One of the essential ways to save on airfare from North America to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 35% on airfare.

What is the cheapest day to fly from North America to Chicago?

Use this chart to determine the cheapest time to fly round-trip from North America to Chicago. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their North America to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated October 30, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from North America to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,122 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from North America to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from North America to Chicago?

    Airlines like Delta, Spirit Airlines, and JetBlue fly from North America to Chicago in about 2h 47m. The time it takes to get you to your destination can typically vary by up to 11h 41m. The distance from North America to Chicago is about 731 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from North America to Chicago one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from Frontier and Delta, as they are both options that can get you from North America to Chicago for a low price.

  • What are the most popular routes from North America to Chicago?

    Most travelers choose New York John F Kennedy Intl - Chicago O'Hare Intl, Dallas/Fort Worth - Chicago O'Hare Intl or New York LaGuardia - Chicago O'Hare Intl when deciding on the best route from North America to Chicago.

  • What are the most reliable airlines from North America to Chicago?

    No one likes to see their flight delayed. When booking a flight from North America to Chicago consider choosing ITA Airways (100%), Air China (92%) or Austrian Airlines (89%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from North America to Chicago?

    Looking at all options, your cheapest flight can be booked for $80. While the most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl) can be booked for $71 on average, our data indicates $848 when flying from North America to Chicago.

  • Can I find deals for flights from North America to Chicago that include hotel bookings?

    Yes. In addition to deals on North America to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from North America to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from North America to Chicago.

  • Can I find deals for business class flights from North America to Chicago?

    Yes. Cheapflights offers flight deals from North America to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from North America to Chicago (average of $36). Flying from North America to Chicago in June is currently the most expensive (average of $80). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for North America to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
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Newark to St. Louis flights
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Fort Lauderdale to O'Hare Intl flights
San Francisco to Midway flights
George Bush Intcntl to O'Hare Intl flights
Dulles Intl to Midway flights
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Miami to O'Hare Intl flights
Minneapolis to Midway flights
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John F Kennedy Intl to St. Louis flights
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Austin to O'Hare Intl flights
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Hartford to O'Hare Intl flights
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Punta Cana to O'Hare Intl flights
San Diego to O'Hare Intl flights
Portland to O'Hare Intl flights
LaGuardia to St. Louis flights

Top 10 airlines flying from North America to Chicago

Discover the top 10 airlines that operate flights from North America to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$193FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$59Average$183FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$75Average$212FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$91Average$193FlexibilityNo cancel feeOn-time88%
DeltaCheapest$101Average$332FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$288FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$117Average$296FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$129Average$329FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$130Average$330FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$136Average$285FlexibilityNo cancel feeOn-time71%

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