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$65+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Round-trip from

$107
(Orbitz)

One-way from

$65
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$185

Good round-trip deal

$71 or less

Good one-way deal

$55 or less
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. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 11, 2025.

This Priceline deal was found by Cheapflights users on 9/8. 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.
lun. 9/229:59 pmBWI - ORD
Nonstop2h 21mFrontier
jue. 9/256:11 pmORD - BWI
Nonstop2h 03mFrontier
Deal found 9/8$108
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
dom. 11/25:20 amDFW - ORD
Nonstop2h 34mMultiple Airlines
mar. 11/1110:05 pmORD - DFW
Nonstop2h 29mMultiple Airlines
Deal found 9/8$110
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
vie. 10/249:08 amDFW - ORD
Nonstop2h 35mFrontier
lun. 10/275:25 amORD - DFW
Nonstop2h 33mFrontier
Deal found 9/10$111
This Frontier deal was found by Cheapflights users on 9/8. 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.
jue. 10/29:59 pmBWI - ORD
Nonstop2h 21mFrontier
sáb. 10/45:40 pmORD - BWI
1 stop5h 26mFrontier
Deal found 9/8$111
This Frontier deal was found by Cheapflights users on 9/10. 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.
mar. 9/308:00 amDFW - ORD
Nonstop2h 40mFrontier
sáb. 10/45:30 pmORD - DFW
Nonstop2h 51mFrontier
Deal found 9/10$112
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
mié. 10/110:36 pmDFW - ORD
1 stop13h 23mSpirit Airlines
mié. 10/87:43 pmORD - DFW
1 stop14h 02mSpirit Airlines
Deal found 9/10$113
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
vie. 9/269:59 pmBWI - ORD
Nonstop2h 21mMultiple Airlines
dom. 9/286:10 amORD - BWI
Nonstop1h 52mMultiple Airlines
Deal found 9/11$113
This CheapOair deal was found by Cheapflights users on 9/10. 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.
sáb. 10/188:25 amDFW - ORD
Nonstop2h 40mFrontier
dom. 10/195:25 amORD - DFW
Nonstop2h 33mFrontier
Deal found 9/10$114
This CheapOair deal was found by Cheapflights users on 9/11. 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.
jue. 11/1310:45 amDFW - ORD
Nonstop2h 38mFrontier
dom. 11/161:50 pmORD - DFW
1 stop18h 22mFrontier
Deal found 9/11$115
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
jue. 10/29:59 pmBWI - ORD
Nonstop2h 21mFrontier
vie. 10/35:50 pmORD - BWI
1 stop5h 27mFrontier
Deal found 9/10$115
This Spirit deal was found by Cheapflights users on 9/11. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/58:47 amDFW - ORD
1 stop12h 36mSpirit Airlines
sáb. 11/88:50 pmORD - DFW
Nonstop2h 32mSpirit Airlines
Deal found 9/11$116
This Frontier deal was found by Cheapflights users on 9/11. 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.
jue. 11/64:15 pmBWI - ORD
1 stop8h 56mFrontier
vie. 11/72:45 pmORD - BWI
Nonstop2h 03mFrontier
Deal found 9/11$116

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 septiembre 11, 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

JFK - ORD

JFKORD

New York John F Kennedy Intl

mar. 10/21

10:30 am-12:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

sáb. 10/25

8:34 am-12:01 pm

Nonstop2h 27m

$133

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 10/8

3:29 pm-5:13 pm

Nonstop2h 44m

Chicago O'Hare Intl

mié. 10/15

11:13 am-2:08 pm

Nonstop1h 55m

$133

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

mié. 10/1

10:51 am-12:05 pm

Nonstop2h 14m

Chicago O'Hare Intl

vie. 10/3

6:15 pm-9:22 pm

Nonstop2h 07m

$133

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mié. 12/10

8:00 pm-9:48 pm

Nonstop2h 48m

Chicago O'Hare Intl

mar. 12/16

7:00 am-10:13 am

Nonstop2h 13m

$133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 11/1

11:45 am-1:40 pm

Nonstop2h 55m

Chicago O'Hare Intl

sáb. 11/8

10:25 am-1:55 pm

Nonstop2h 30m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 11/13

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

dom. 11/16

6:15 am-9:30 am

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 10/29

6:50 am-12:16 pm

1 stop6h 26m

Chicago O'Hare Intl

sáb. 11/1

1:26 pm-9:15 pm

1 stop6h 49m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 11/25

5:35 pm-7:50 pm

Nonstop3h 15m

Chicago O'Hare Intl

sáb. 11/29

8:25 pm-11:57 pm

Nonstop2h 32m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 10/25

4:10 pm-6:07 pm

Nonstop2h 57m

Chicago O'Hare Intl

lun. 10/27

7:10 pm-10:45 pm

Nonstop2h 35m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 9/25

4:40 pm-6:55 pm

Nonstop3h 15m

Chicago O'Hare Intl

sáb. 9/27

9:51 am-1:20 pm

Nonstop2h 29m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

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, August is the cheapest month in which you can book a flight from North America to Chicago (average of $245). Flying from North America to Chicago in March is currently the most expensive (average of $321). 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 septiembre 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from North America to Chicago as you normally would.

Weekly flight availability from North America to Chicago

Explore weekly flight availability from North America to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 11, 2025.

The most flights from 0NA to CHI are scheduled on a Thursday (122 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (86 on average).

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 septiembre 11, 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
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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 JetBlue, Spirit Airlines, and United Airlines fly from North America to Chicago in about 2h 14m. The time it takes to get you to your destination is usually consistent. The distance from North America to Chicago is about 620 mi. Most flights are nonstop.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from United Airlines 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 Dallas/Fort Worth - Chicago O'Hare Intl, New York John F Kennedy Intl - 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 Austrian Airlines (89%), Air China (83%) or Spirit Airlines (83%) 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 $75. While the most popular route (Dallas/Fort Worth - Chicago O'Hare Intl) can be booked for $90 on average, our data indicates $802 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, August is the cheapest month in which you can book a flight from North America to Chicago (average of $245). Flying from North America to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.
Dallas/Fort Worth to O'Hare Intl flights
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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$192FlexibilityNo cancel feeOn-time65%
FrontierCheapest$58Average$197FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$81Average$215FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$91Average$182FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$97Average$320FlexibilityNo cancel feeOn-time69%
DeltaCheapest$98Average$336FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$288FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$121Average$302FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$130Average$330FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$137Average$280FlexibilityNo cancel feeOn-time71%

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