Chicago

$59+ Cheap flights from the United States 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
May 6 — May 131
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1. Tell us where you want to go

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Cheap flight deals from USA to Chicago

Keep the following information in mind while searching for USA to Chicago flight deals. Data was last updated May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$117
(Delta)

One-way from

$59
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$249

Good round-trip deal

$78 or less

Good one-way deal

$44 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
From USA to Chicago (CHI)
One-way flight from USA to Chicago (CHI)
Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in May 2025
Price to beat on a round-trip flight from USA to Chicago (CHI).
Price to beat on a one-way flight from USA to Chicago (CHI).

Find flight deals from USA to Chicago

Cheapest flights from USA to Chicago
Explore the most affordable flight options available from USA to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:00 amBOS - ORD
Nonstop2h 55mJetBlue
Mon 6/168:40 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 4/29$117
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/155:00 amBOS - ORD
Nonstop2h 54mAmerican Airlines
Sun 6/226:30 amORD - BOS
Nonstop2h 22mAmerican Airlines
Deal found 4/30$118
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 6/182:40 pmDFW - MDW
Nonstop2h 27mFrontier
Thu 6/267:40 amMDW - DFW
Nonstop2h 31mFrontier
Deal found 4/30$119
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/115:55 amEWR - ORD
Nonstop2h 32mSpirit Airlines
Fri 5/169:08 pmORD - EWR
Nonstop2h 21mSpirit Airlines
Deal found 4/30$120
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/43:49 pmBOS - ORD
1 stop8h 15mSpirit Airlines
Wed 6/115:05 amORD - BOS
1 stop8h 39mSpirit Airlines
Deal found 4/30$120
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 6/209:05 pmDFW - ORD
Nonstop2h 44mFrontier
Sun 6/225:20 amORD - DFW
Nonstop2h 39mFrontier
Deal found 5/1$122
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sat 5/1711:43 amDFW - ORD
1 stop8h 20mMultiple Airlines
Sat 5/2411:47 amORD - DFW
Nonstop2h 50mMultiple Airlines
Deal found 4/30$125
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Fri 9/263:20 pmDFW - ORD
Nonstop2h 30mSpirit Airlines
Mon 9/297:00 pmORD - DFW
Nonstop2h 35mSpirit Airlines
Deal found 4/30$126
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 5/96:00 amBOS - ORD
Nonstop2h 57mUnited Airlines
Sun 5/117:10 amORD - BOS
Nonstop2h 28mUnited Airlines
Deal found 5/1$135
This Southwest deal was found by Cheapflights users on 4/29. 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 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
Tue 6/104:00 pmORD - BOS
1 stop6h 55mSouthwest
Deal found 4/29$136
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/208:20 pmBOS - ORD
Nonstop2h 54mDelta
Fri 6/62:15 pmORD - BOS
Nonstop2h 32mDelta
Deal found 4/30$137
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/1111:55 amLGA - ORD
1 stop9h 08mSpirit Airlines
Sun 6/155:51 amORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 5/1$141

Cheapflights Fare Finder

Customize your flight search to find flights from USA 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 May 1, 2025.
Use the filters below to find and compare flights from the United States to Chicago that are best for you.

Fly from

USA

Fly to

Chicago

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/7

7:15 am-9:09 am

Nonstop2h 54m

Chicago O'Hare Intl

Tue 6/10

7:00 am-10:31 am

Nonstop2h 31m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 6/15

5:00 am-6:54 am

Nonstop2h 54m

Chicago O'Hare Intl

Thu 6/19

8:40 pm-12:20 am

Nonstop2h 40m

$118

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 6/18

2:40 pm-5:07 pm

Nonstop2h 27m

Chicago Midway

Thu 6/26

7:40 am-10:11 am

Nonstop2h 31m

$119

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 5/11

5:55 am-7:27 am

Nonstop2h 32m

Chicago O'Hare Intl

Fri 5/16

9:08 pm-12:29 am

Nonstop2h 21m

$120

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 6/4

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

Wed 6/11

5:05 am-2:44 pm

1 stop8h 39m

$120

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 6/20

9:05 pm-11:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sun 6/22

5:20 am-7:59 am

Nonstop2h 39m

$122

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 5/17

11:43 am-8:03 pm

1 stop8h 20m

Chicago O'Hare Intl

Sat 5/24

11:47 am-2:37 pm

Nonstop2h 50m

$125

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 9/26

3:20 pm-5:50 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 9/29

7:00 pm-9:35 pm

Nonstop2h 35m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/7

6:45 am-3:00 pm

1 stop9h 15m

Chicago O'Hare Intl

Tue 6/10

4:00 pm-11:55 pm

1 stop6h 55m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 5/19

6:00 am-7:57 am

Nonstop2h 57m

Chicago O'Hare Intl

Tue 5/20

4:20 pm-7:48 pm

Nonstop2h 28m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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

Have a flexible travel schedule? Discover the best time to fly to Chicago from USA 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 the United States to Chicago

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

Currently, August is the cheapest month in which you can book a flight from USA to Chicago (average of $245). Flying from USA 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 US to CHI?

Find hourly flight availability from USA 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 May 1, 2025.

When flying from USA to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from USA to Chicago

Explore weekly flight availability from USA 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 May 1, 2025.

The most flights from US0 to CHI are scheduled on a Thursday (117 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (47 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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from USA to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from USA 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 USA to Chicago one-way?

    One-way options have recently been found by users for as low as $59 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $59 and Frontier from $59 one-way.

  • What are the most popular routes from USA to Chicago?

  • What are the most reliable airlines from USA to Chicago?

    No one likes to see their flight delayed. When booking a flight from USA 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 USA to Chicago?

    The cheapest flight price from USA to Chicago is $75. On average you can expect to pay $795. The most popular route, (Dallas/Fort Worth - Chicago O'Hare Intl), can usually be booked for $118.

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

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

  • How can I find direct flights from USA to Chicago?

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

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

    Yes. Cheapflights offers flight deals from USA 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 USA to Chicago?

    Currently, August is the cheapest month in which you can book a flight from USA to Chicago (average of $245). Flying from USA 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 the United States?

Book flights to the United States if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for USA to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from USA to Chicago

Discover the top 10 airlines that operate flights from USA 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$167FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$49Average$144FlexibilityNo cancel feeOn-time88%
FrontierCheapest$50Average$185FlexibilityNo cancel feeOn-time62%
DeltaCheapest$68Average$362FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$80Average$226FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$97Average$317FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$114Average$311FlexibilityNo cancel feeOn-time85%
Sun Country AirCheapest$130Average$330FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$136Average$328FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$139Average$293FlexibilityNo cancel feeOn-time71%

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