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$88+ 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
1 adult, Economy
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Cheap 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 June 29, 2026.

This Frontier deal was found by Cheapflights users on 6/25. 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 7/151:25 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Tue 8/49:34 pm
ORD
-
DFW
Nonstop2h 43m
Frontier
Deal found 6/25$184
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Tue 8/45:31 pm
DFW
-
ORD
Nonstop2h 44m
Frontier
Thu 8/139:20 am
ORD
-
DFW
Nonstop2h 52m
Frontier
Deal found 6/24$185
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Tue 8/45:31 pm
DFW
-
ORD
Nonstop2h 44m
Frontier
Mon 8/179:20 am
ORD
-
DFW
Nonstop2h 52m
Frontier
Deal found 6/24$186
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 8/66:08 pm
DFW
-
MDW
Nonstop2h 24m
Frontier
Sat 8/86:41 pm
MDW
-
DFW
Nonstop2h 40m
Frontier
Deal found 6/24$186
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 8/65:43 pm
DFW
-
ORD
Nonstop2h 44m
Frontier
Sat 8/89:20 am
ORD
-
DFW
Nonstop2h 52m
Frontier
Deal found 6/24$187
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Tue 8/42:30 pm
DFW
-
MDW
Nonstop2h 21m
Frontier
Thu 8/139:27 pm
MDW
-
DFW
Nonstop2h 32m
Frontier
Deal found 6/25$187
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 8/51:17 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Mon 8/109:20 am
ORD
-
DFW
Nonstop2h 52m
Frontier
Deal found 6/25$188
This Trip.com deal was found by Cheapflights users on 6/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:01 pm
DFW
-
MDW
Nonstop2h 25m
Frontier
Tue 7/285:46 pm
MDW
-
DFW
Nonstop2h 34m
Frontier
Deal found 6/25$188
This Frontier deal was found by Cheapflights users on 6/29. 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.
Thu 10/299:51 pm
DFW
-
ORD
Nonstop2h 34m
Frontier
Wed 11/46:00 am
ORD
-
DFW
Nonstop2h 39m
Frontier
Deal found 6/29$189
This Frontier deal was found by Cheapflights users on 6/24. 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.
Mon 8/103:01 pm
DFW
-
MDW
Nonstop2h 21m
Frontier
Sat 8/156:41 pm
MDW
-
DFW
Nonstop2h 40m
Frontier
Deal found 6/24$189
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Sat 8/81:17 pm
DFW
-
ORD
Nonstop2h 43m
Frontier
Tue 8/111:50 pm
ORD
-
DFW
1 stop8h 41m
Frontier
Deal found 6/28$190
This Frontier deal was found by Cheapflights users on 6/25. 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.
Thu 8/66:08 pm
DFW
-
MDW
Nonstop2h 24m
Frontier
Tue 8/115:46 pm
MDW
-
DFW
Nonstop2h 34m
Frontier
Deal found 6/25$190

Find flight deals from USA to Chicago

Keep the following information in mind while searching for USA to Chicago flight deals. Data was last updated June 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$184
(Frontier)

One-way from

$88
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$326

Good round-trip deal

$74 or less

Good one-way deal

$39 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
Search Deals
From USA to Chicago (CHI)
Search Deals
One-way flight from USA to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from USA to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from USA to Chicago (CHI).
Search Deals

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 June 29, 2026.
Use the filters below to find and compare flights from the United States to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 11/23

10:50 am-12:36 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 12/1

6:00 am-9:20 am

Nonstop2h 20m

$192

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/5

10:15 am-11:57 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 8/10

9:00 am-12:23 pm

Nonstop2h 23m

$197

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 10/1

7:35 pm-9:37 pm

Nonstop3h 02m

Chicago O'Hare Intl

Sun 10/4

6:00 am-9:21 am

Nonstop2h 21m

$197

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 8/17

7:20 am-9:00 am

Nonstop2h 40m

Chicago O'Hare Intl

Thu 8/20

6:00 am-9:13 am

Nonstop2h 13m

$203

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 7/17

9:25 pm-10:58 pm

Nonstop2h 33m

Chicago O'Hare Intl

Tue 7/21

12:00 pm-3:23 pm

Nonstop2h 23m

$204

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 9/24

7:20 am-9:00 am

Nonstop2h 40m

Chicago O'Hare Intl

Mon 9/28

6:00 am-9:15 am

Nonstop2h 15m

$207

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 10/10

5:30 pm-7:15 pm

Nonstop2h 45m

Chicago O'Hare Intl

Tue 10/13

8:20 pm-11:40 pm

Nonstop2h 20m

$207

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 9/6

2:50 pm-4:37 pm

Nonstop2h 47m

Chicago O'Hare Intl

Thu 9/24

6:00 am-9:15 am

Nonstop2h 15m

$207

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 8/20

4:00 pm-6:03 pm

Nonstop3h 03m

Chicago O'Hare Intl

Mon 8/24

7:05 pm-10:34 pm

Nonstop2h 29m

$207

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 9/4

6:00 am-9:17 am

1 stop4h 17m

Chicago Midway

Sat 9/5

4:52 pm-11:56 pm

1 stop6h 04m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Showing 1-10 of 60 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from USA to Chicago (average of $249). Flying from USA to Chicago in June is currently the most expensive (average of $367). 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 June 29, 2026.

A simple way to save on the total cost of your ticket is to fly from USA to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight at noon.

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 June 29, 2026.

The most flights from US0 to CHI are scheduled on a Monday (137 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (53 on average).

How often are flights from the United States to Chicago delayed?

About 15% of weekly flights between United States and Chicago have experienced delays in the past year, with the average delay time being 152 minutes.

What is the most punctual flight time for the United States to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on the United States to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 10% of flights being delayed.

How far ahead should I book a flight from USA to Chicago?

Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from USA to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from USA to Chicago?

Use this chart to determine the cheapest time to fly round-trip from USA to Chicago. Price data was last updated on June 20, 2026.

Travelers seeking maximum savings on their USA 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.

The best insider tips for theUnited States to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your theUnited States to Chicago trip
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines and Delta

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on American Airlines and Frontier

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Robert Schrader

Robert Schrader

Expert on Alaska Airlines

One of the web's original travel bloggers, Robert launched his first site Leave Your Daily Hell in 2009. Since then, he's expanded into destination niche sites (one each for Japan, Thailand and Taiwan), in addition to having written for the inflight magazines of Singapore Airlines and Korean Air. Overall, he's visited nearly 100 countries, and flies business as often as possible.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

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 June 29, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from the United States to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,246 reviews
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Delta
7.8
Good
8,449 reviews
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
9,894 reviews
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,768 reviews
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,854 reviews
Southwest
7.9
Good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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.

  • How long is the flight from USA to Chicago?

    Airlines like Delta, United Airlines, and Alaska Airlines fly from USA to Chicago in about 2h 42m. The time it takes to get you to your destination is usually consistent. The distance from USA to Chicago is about 731 mi. Most flights are nonstop.

  • 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 $27 on Frontier. Other airlines that offer cheap prices include Contour from $29 and Avelo Airlines from $37 one-way.

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

    The most popular route from USA to Chicago is Dallas/Fort Worth - Chicago O'Hare Intl. You may also consider New York John F Kennedy Intl - Chicago O'Hare Intl or Newark - Chicago O'Hare Intl.

  • 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 Air China (93%), ITA Airways (86%) or Air New Zealand (85%) 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 $131. On average you can expect to pay $1,085. The most popular route, (Dallas/Fort Worth - Chicago O'Hare Intl), can usually be booked for $195.

  • 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, January is the cheapest month in which you can book a flight from USA to Chicago (average of $249). Flying from USA to Chicago in June is currently the most expensive (average of $367). 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
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

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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.
Newark to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Seattle to O'Hare Intl flights
Hobby to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Newark to Midway flights
San Francisco to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Boston to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Denver to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Ontario to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
San Diego to O'Hare Intl flights
Los Angeles to Midway flights
Austin to O'Hare Intl flights
Orlando to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Miami to O'Hare Intl flights
Baltimore to Midway flights
John F Kennedy Intl to Midway flights
Dulles Intl to Midway flights
LaGuardia to Midway flights
Tampa to O'Hare Intl flights
Atlanta to Midway flights
Fort Lauderdale to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Mexico City to O'Hare Intl flights
San Francisco to Midway flights
Minneapolis to Midway flights
Hobby to Midway flights
Portland to O'Hare Intl flights
LaGuardia to St. Louis flights
Minneapolis to O'Hare Intl flights
Newark to St. Louis flights
Hartford to O'Hare Intl flights
San Jose to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
Seattle to Midway flights
Salt Lake City to O'Hare Intl flights
George Bush Intcntl to Midway flights
New Orleans to O'Hare Intl flights

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 June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$214FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$68Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$74Average$342FlexibilityNo cancel feeOn-timeN/A
ContourCheapest$105Average$209FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$236FlexibilityNo cancel feeOn-time85%
Allegiant AirCheapest$114Average$240FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$125Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$131Average$324FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$137Average$321FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$177Average$394FlexibilityNo cancel feeOn-time75%

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