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$65+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$109
(Gotogate)

One-way from

$65
(Frontier)

Popular in

August

Cheapest in

January

Average price

$213

Good round-trip deal

$80 or less

Good one-way deal

$55 or less
From USA to Chicago (CHI)
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One-way flight from USA to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($17 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 September 2025
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Price to beat on a round-trip flight from USA to Chicago (CHI).
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Price to beat on a one-way flight from USA to Chicago (CHI).
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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 September 15, 2025.

This Trip.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/2412:15 pmDFW - ORD
Nonstop2h 26mSpirit Airlines
Mon 10/273:29 pmORD - DFW
Nonstop2h 36mSpirit Airlines
Deal found 9/15$110
This Priceline deal was found by Cheapflights users on 9/12. 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 11/147:00 amDFW - ORD
1 stop10h 15mFrontier
Sat 11/156:25 pmORD - DFW
Nonstop2h 49mFrontier
Deal found 9/12$111
This CheapOair deal was found by Cheapflights users on 9/13. 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 10/21:53 pmDFW - MDW
1 stop9h 48mFrontier
Fri 10/39:47 pmMDW - DFW
Nonstop2h 34mFrontier
Deal found 9/13$111
This Priceline deal was found by Cheapflights users on 9/14. 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.
Wed 10/159:26 pmDFW - ORD
Nonstop2h 33mFrontier
Sat 10/185:45 pmORD - DFW
1 stop5h 56mFrontier
Deal found 9/14$112
This Priceline deal was found by Cheapflights users on 9/13. 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 10/179:01 pmDFW - MDW
Nonstop2h 19mFrontier
Mon 10/206:24 pmMDW - DFW
1 stop6h 00mFrontier
Deal found 9/13$112
This Booking.com deal was found by Cheapflights users on 9/13. 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.
Wed 10/159:26 pmDFW - ORD
Nonstop2h 33mMultiple Airlines
Thu 10/2312:28 pmORD - DFW
Nonstop2h 31mMultiple Airlines
Deal found 9/13$113
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Sat 10/48:00 amDFW - MDW
Nonstop2h 28mFrontier
Mon 10/66:21 amMDW - DFW
1 stop8h 27mFrontier
Deal found 9/13$113
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/66:28 pmDFW - MDW
Nonstop2h 24mFrontier
Sat 10/115:20 pmMDW - DFW
Nonstop2h 41mFrontier
Deal found 9/13$114
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/169:05 amDFW - ORD
Nonstop2h 28mSpirit Airlines
Mon 10/204:53 pmORD - DFW
1 stop7h 17mSpirit Airlines
Deal found 9/13$115
This CheapOair deal was found by Cheapflights users on 9/13. 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 10/26:55 amDFW - MDW
Nonstop2h 23mFrontier
Sun 10/510:13 amMDW - DFW
1 stop21h 36mFrontier
Deal found 9/13$115
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/97:20 amDFW - ORD
Nonstop2h 24mSpirit Airlines
Mon 11/177:30 pmORD - DFW
Nonstop2h 34mSpirit Airlines
Deal found 9/14$116
This Frontier deal was found by Cheapflights users on 9/12. 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 10/149:01 pmDFW - MDW
Nonstop2h 19mFrontier
Wed 10/228:05 amMDW - DFW
1 stop10h 05mFrontier
Deal found 9/12$116

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 September 15, 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

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 10/17

9:01 pm-11:20 pm

Nonstop2h 19m

Chicago Midway

Mon 10/20

6:24 pm-12:24 am

1 stop6h 00m

$112

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 10/21

10:30 am-12:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 10/29

6:45 am-9:59 am

Nonstop2h 14m

$134

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 2/19

7:40 pm-9:33 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sat 2/21

7:00 am-10:23 am

Nonstop2h 23m

$139

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/8

4:41 pm-6:34 pm

Nonstop2h 53m

Chicago O'Hare Intl

Mon 1/12

9:00 am-12:17 pm

Nonstop2h 17m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/1

10:59 am-10:48 pm

1 stop12h 49m

Chicago O'Hare Intl

Sun 10/5

6:58 pm-9:00 am

1 stop13h 02m

$142

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 10/4

7:25 am-8:39 am

Nonstop2h 14m

Chicago O'Hare Intl

Sat 10/4

1:42 pm-8:36 pm

1 stop5h 54m

$143

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 9/29

7:00 pm-8:49 pm

Nonstop2h 49m

Chicago O'Hare Intl

Wed 10/8

1:20 pm-4:44 pm

Nonstop2h 24m

$147

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 10/21

10:30 am-12:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Fri 10/24

6:45 am-9:59 am

Nonstop2h 14m

$147

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 11/14

7:00 pm-8:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Thu 11/20

8:20 am-11:35 am

Nonstop2h 15m

$147

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 1/9

11:30 am-1:23 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 1/18

2:20 pm-5:43 pm

Nonstop2h 23m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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The best insider tips for theUnited States to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your theUnited States to Chicago trip
Airlines
American Airlines

American Airlines' Main Cabin Extra provides more legroom than standard economy.


American Airlines' Flagship Business offers lie-flat seats on select transcontinental flights.

Read more about American Airlinesby Marisa Garcia
United Airlines

United's Basic Economy allows a personal item but no carry-on bags.


United Economy Plus offers extra legroom and priority boarding on domestic routes.

Read more about United Airlinesby Harriet Baskas
Frontier

Frontier's UpFront Plus offers a guaranteed empty middle seat for extra comfort.


Frontier charges for carry-on bags; add them during booking for lower fees.

Read more about Frontierby Marisa Garcia
Spirit Airlines

Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort.


Spirit's Saver$ Club offers discounts on luggage and seats.

Read more about Spirit Airlinesby Daniel Scheffler
Delta

Delta offers free Wi-Fi on most domestic flights for SkyMiles members.


Delta Comfort Plus provides extra legroom and early boarding on domestic flights.

Read more about Deltaby Harriet Baskas
Alaska Airlines

Alaska Airlines offers 32” legroom in Main Cabin, ideal for short domestic flights.


Saver Fare allows a carry-on, but no seat selection in advance.

Read more about Alaska Airlinesby Robert Schrader
Airports
ORD

Take the 'L' train from ORD to downtown Chicago for a reliable and traffic-free journey.

Read more about ORDby Ramsey Qubein
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable travel option.

Read more about MDWby Ramsey Qubein
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on American Airlines and Frontier

Marisa Garcia

Marisa Garcia

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
Harriet Baskas

Harriet Baskas

Expert on United Airlines and Delta

Harriet Baskas

Harriet Baskas

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
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Robert Schrader

Robert Schrader

Expert on Alaska Airlines

Robert Schrader

Robert Schrader

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

Ramsey Qubein

Ramsey Qubein

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

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 September 15, 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 September 15, 2025.

The most flights from US0 to CHI are scheduled on a Friday (128 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (74 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 September 15, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American 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
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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 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 Frontier, JetBlue, and Spirit Airlines fly from USA to Chicago in about 2h 19m. The time it takes to get you to your destination can typically vary by up to 10h 30m. The distance from USA to Chicago is about 797 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 USA to Chicago one-way?

    One-way options have recently been found by users for as low as $68 on Frontier. Other airlines that offer cheap prices include JetBlue from $70 and United Airlines from $70 one-way.

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

    The most popular route from USA to Chicago is New York John F Kennedy Intl - Chicago O'Hare Intl. You may also consider New York LaGuardia - 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 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 USA to Chicago?

    The cheapest flight price from USA to Chicago is $70. On average you can expect to pay $820. The most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl), can usually be booked for $82.

  • 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 Chicago?

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

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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.
John F Kennedy Intl to O'Hare Intl flights
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$184FlexibilityNo cancel feeOn-time65%
FrontierCheapest$58Average$185FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$81Average$215FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$91Average$182FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$97Average$317FlexibilityNo cancel feeOn-time69%
DeltaCheapest$98Average$334FlexibilityNo 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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