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$54+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
Apr 27 — May 41
Sun 4/27
Sun 5/4
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 April 22, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$106
(Cheapflightsfares)

One-way from

$54
(Expedia)

Popular in

December

Cheapest in

September

Average price

$234

Good round-trip deal

$60 or less

Good one-way deal

$42 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. 3% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 5/138:33 pmDFW - ORD
1 stop10h 09mSpirit Airlines
Fri 5/168:15 pmORD - DFW
Nonstop2h 42mSpirit Airlines
Deal found 4/22$106
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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.
Sun 5/185:55 amEWR - ORD
Nonstop2h 32mSpirit Airlines
Mon 5/197:35 pmORD - EWR
1 stop12h 32mSpirit Airlines
Deal found 4/22$115
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 5/126:40 pmDFW - ORD
1 stop14h 10mMultiple Airlines
Sat 5/2411:47 amORD - DFW
Nonstop2h 50mMultiple Airlines
Deal found 4/22$122
This Frontier deal was found by Cheapflights users on 4/22. 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.
Tue 6/171:25 pmDFW - ORD
Nonstop2h 41mFrontier
Thu 7/35:20 amORD - DFW
Nonstop2h 39mFrontier
Deal found 4/22$128
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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.
Fri 5/95:42 pmBOS - ORD
1 stop6h 47mSpirit Airlines
Wed 5/1412:41 pmORD - BOS
1 stop9h 48mSpirit Airlines
Deal found 4/21$129
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:30 pmLGA - ORD
Nonstop2h 37mSpirit Airlines
Sat 5/315:51 amORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 4/22$136
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/76:45 amBOS - ORD
1 stop9h 15mSouthwest
Wed 6/114:00 pmORD - BOS
1 stop6h 55mSouthwest
Deal found 4/21$136
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/57:45 amBOS - ORD
Nonstop2h 58mUnited Airlines
Mon 6/96:30 amORD - BOS
Nonstop2h 26mUnited Airlines
Deal found 4/21$137
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:00 amDFW - ORD
Nonstop2h 25mAmerican Airlines
Sun 5/186:00 amORD - DFW
Nonstop2h 25mAmerican Airlines
Deal found 4/22$147
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:10 amBOS - ORD
Nonstop3h 08mAmerican Airlines
Mon 5/54:40 pmORD - BOS
Nonstop2h 21mAmerican Airlines
Deal found 4/22$147
This JetBlue deal was found by Cheapflights users on 4/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:00 amBOS - ORD
Nonstop3h 00mJetBlue
Tue 6/107:31 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 4/21$152
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/213:30 pmJFK - ORD
Nonstop2h 59mDelta
Wed 5/286:18 pmORD - JFK
Nonstop2h 42mDelta
Deal found 4/22$153

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 April 22, 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

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 5/13

8:33 pm-6:42 am

1 stop10h 09m

Chicago O'Hare Intl

Fri 5/16

8:15 pm-10:57 pm

Nonstop2h 42m

$106

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 5/18

5:55 am-7:27 am

Nonstop2h 32m

Chicago O'Hare Intl

Mon 5/19

7:35 pm-9:07 am

1 stop12h 32m

$115

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 5/12

6:40 pm-8:50 am

1 stop14h 10m

Chicago O'Hare Intl

Sat 5/24

11:47 am-2:37 pm

Nonstop2h 50m

$122

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 5/19

5:10 am-7:45 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 5/25

5:50 am-8:39 am

Nonstop2h 49m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/9

5:42 pm-11:29 pm

1 stop6h 47m

Chicago O'Hare Intl

Wed 5/14

12:41 pm-11:29 pm

1 stop9h 48m

$129

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/7

6:45 am-3:00 pm

1 stop9h 15m

Chicago O'Hare Intl

Wed 6/11

4:00 pm-11:55 pm

1 stop6h 55m

$136

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/28

6:30 pm-8:07 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sat 5/31

5:51 am-9:00 am

Nonstop2h 09m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 6/5

7:45 am-9:43 am

Nonstop2h 58m

Chicago O'Hare Intl

Mon 6/9

6:30 am-9:56 am

Nonstop2h 26m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/9

7:15 am-9:09 am

Nonstop2h 54m

Chicago O'Hare Intl

Tue 5/13

7:00 am-10:25 am

Nonstop2h 25m

$147

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 5/13

4:21 pm-6:50 pm

Nonstop2h 29m

Chicago O'Hare Intl

Tue 5/20

1:11 pm-3:58 pm

Nonstop2h 47m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 April 22, 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 April 22, 2025.

The most flights from 0NA to CHI are scheduled on a Monday (108 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (69 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 22, 2025.
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,906 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,392 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $54. However, be on the lookout for offers from JetBlue and United Airlines, 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 LaGuardia - Chicago O'Hare Intl, New York John F Kennedy Intl - Chicago O'Hare Intl or Dallas/Fort Worth - 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 Atlas Air (100%), Air China (92%) or ANA (92%) 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 $85. While the most popular route (New York LaGuardia - Chicago O'Hare Intl) can be booked for $98 on average our data indicates $773 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 North America?

Book flights to North America if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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.
LaGuardia to O'Hare Intl flights
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John F Kennedy Intl to Midway flights
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Seattle to Midway flights
Hobby to Midway flights
George Bush Intcntl to O'Hare Intl flights
LaGuardia to Midway flights
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Baltimore to Midway flights
Fort Lauderdale to O'Hare Intl flights
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Reagan-National to Midway flights
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Cleveland to O'Hare Intl flights
Philadelphia to Midway flights
Oakland to O'Hare Intl flights
Minneapolis to Midway flights
Newark to St. Louis flights
Boston to Midway 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$165FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$49Average$144FlexibilityNo cancel feeOn-time88%
FrontierCheapest$49Average$181FlexibilityNo cancel feeOn-time62%
DeltaCheapest$68Average$362FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$83Average$226FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$97Average$316FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$114Average$288FlexibilityNo cancel feeOn-time85%
Sun Country AirCheapest$130Average$330FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$138Average$293FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$139Average$327FlexibilityNo cancel feeOn-time63%

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