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$49+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Chicago are usually found in September or August, booked 81 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Detroit to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$97
(United Airlines)

One-way from

$49
(United Airlines)

Popular in

July

Cheapest in

September

Average price

$190

Good round-trip deal

$274 or less

Good one-way deal

$167 or less
Provider with most accurate pricing for Detroit Metropolitan Wayne County-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Detroit Metropolitan Wayne County-Chicago (CHI) flights.
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From Detroit Metropolitan Wayne County to Chicago (CHI)
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One-way flight from Detroit Metropolitan Wayne County to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($17 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 October 2025
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Price to beat on a round-trip flight from Detroit Metropolitan Wayne County to Chicago (CHI).
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Price to beat on a one-way flight from Detroit Metropolitan Wayne County to Chicago (CHI).
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Find flight deals from Detroit to Chicago

Cheapest flights from Detroit to Chicago
Explore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:30 amDTW - ORD
Nonstop1h 34mDelta
Mon 12/87:12 pmORD - DTW
Nonstop1h 29mDelta
Deal found 10/29$97
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:30 amDTW - MDW
Nonstop1h 24mDelta
Mon 12/81:14 pmMDW - DTW
Nonstop1h 11mDelta
Deal found 10/28$97
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/245:49 amDTW - ORD
Nonstop1h 41mUnited Airlines
Wed 12/319:05 pmORD - DTW
Nonstop1h 33mUnited Airlines
Deal found 10/27$101
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 12/47:00 amDTW - MDW
Nonstop1h 25mSouthwest
Mon 12/86:40 amMDW - DTW
1 stop4h 45mSouthwest
Deal found 10/29$107
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:55 pmDTW - ORD
1 stop5h 33mFrontier
Sat 11/156:00 amORD - DTW
1 stop10h 26mFrontier
Deal found 10/28$110
This Frontier deal was found by Cheapflights users on 10/27. 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 11/175:57 pmDTW - MDW
1 stop5h 14mFrontier
Thu 11/205:30 amMDW - DTW
1 stop7h 37mFrontier
Deal found 10/27$110
This Frontier deal was found by Cheapflights users on 10/27. 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 12/411:58 amDTW - ORD
1 stop11h 26mFrontier
Mon 12/87:00 amORD - DTW
1 stop8h 19mFrontier
Deal found 10/27$111
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:10 amDTW - ORD
1 stop7h 05mSouthwest
Wed 12/101:45 pmORD - DTW
1 stop6h 40mSouthwest
Deal found 10/28$117
This Delta deal was found by Cheapflights users on 10/27. 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 12/245:07 pmDTW - MDW
Nonstop1h 19mDelta
Wed 12/319:29 amMDW - DTW
Nonstop1h 14mDelta
Deal found 10/27$117
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 12/86:00 pmDTW - ORD
Nonstop1h 35mUnited Airlines
Thu 1/17:55 pmORD - DTW
Nonstop1h 35mUnited Airlines
Deal found 10/27$119
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amDTW - ORD
Nonstop1h 40mUnited Airlines
Mon 11/247:50 pmORD - DTW
Nonstop1h 25mUnited Airlines
Deal found 10/29$121
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Tue 11/1810:42 amDTW - ORD
1 stop8h 52mMultiple Airlines
Wed 11/196:40 amORD - DTW
1 stop16h 27mMultiple Airlines
Deal found 10/28$125

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit 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 October 29, 2025.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Chicago that are best for you.

Fly from

Detroit

Fly to

Chicago

Route

Depart

Return

Price

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/18

1:18 pm-1:50 pm

Nonstop1h 32m

Chicago O'Hare Intl

Tue 1/6

6:08 pm-8:36 pm

Nonstop1h 28m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/20

2:19 pm-2:50 pm

Nonstop1h 31m

Chicago O'Hare Intl

Wed 1/21

9:09 pm-11:44 pm

Nonstop1h 35m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 12/17

7:30 am-8:04 am

Nonstop1h 34m

Chicago O'Hare Intl

Tue 1/6

1:54 pm-4:10 pm

Nonstop1h 16m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 12/8

8:30 am-8:54 am

Nonstop1h 24m

Chicago Midway

Wed 12/10

9:34 am-11:45 am

Nonstop1h 11m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/4

8:30 am-8:54 am

Nonstop1h 24m

Chicago Midway

Mon 12/8

9:34 am-11:45 am

Nonstop1h 11m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 12/24

5:49 am-6:30 am

Nonstop1h 41m

Chicago O'Hare Intl

Wed 12/31

9:05 pm-11:38 pm

Nonstop1h 33m

$101

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/17

7:00 pm-7:10 pm

Nonstop1h 10m

Chicago Midway

Thu 12/18

2:55 pm-10:20 pm

1 stop6h 25m

$107

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/3

7:00 pm-7:10 pm

Nonstop1h 10m

Chicago Midway

Thu 12/4

2:30 pm-10:35 pm

2 stops7h 05m

$112

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/4

7:00 pm-7:10 pm

Nonstop1h 10m

Chicago Midway

Mon 12/8

2:30 pm-10:35 pm

2 stops7h 05m

$112

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/24

5:07 pm-5:26 pm

Nonstop1h 19m

Chicago Midway

Thu 12/25

9:29 am-11:43 am

Nonstop1h 14m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 51 results
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Compare providers for flights from Detroit to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Detroit to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-Chicago flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Detroit Metropolitan Wayne County Airport-Chicago flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Detroit Metropolitan Wayne County Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-Chicago flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit Metropolitan Wayne County Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Detroit to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago

How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Detroit to Chicago. Price data was last updated on October 24, 2025.

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Detroit Metropolitan Wayne County Airport 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 month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $69). Flying from Detroit Metropolitan Wayne County Airport to Chicago in January is currently the most expensive (average of $137). 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 DTW to CHI?

Find hourly flight availability from Detroit 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 October 29, 2025.

One of the essential ways to save on airfare from Detroit Metropolitan Wayne County Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Detroit to Chicago. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Detroit Metropolitan Wayne County Airport to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Detroit Metropolitan Wayne County Airport 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 Detroit Metropolitan Wayne County Airport to Chicago trip
Airports
DTW

Security lines at DTW are short, with waits rarely exceeding 15 minutes, even during peak times.

Read more about DTWby Brandon Schultz
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
MDW

MDW is closer to the city center; use the Orange Line for a quick 30-minute ride to downtown Chicago.

Read more about MDWby Ramsey Qubein
Our travel experts
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
Brandon Schultz

Brandon Schultz

Expert on DTW

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

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 October 29, 2025.
Read through reviews of airlines operating flights from Detroit Metropolitan Wayne County Airport to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
Delta
7.9
Good
7,992 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
8,999 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
11,032 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
8,114 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

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 Detroit to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Detroit to Chicago?

    Detroit Metropolitan Wayne County (DTW), located 17.3 mi from the city center, is the airport you fly out of when you book flights from Detroit to Chicago. 5 airlines have flights from Detroit Metropolitan Wayne County to Chicago on a regular basis. Booking flights from Detroit Metropolitan Wayne County to Chicago should not be difficult; the airport handles an average of 53 outbound flights to Chicago per day.

  • How long is the flight from Detroit Metropolitan Wayne County Airport to Chicago?

    For as low as $107, Delta can have you in Chicago from Detroit Metropolitan Wayne County Airport in 1h 10m. The distance between Detroit Metropolitan Wayne County Airport and Chicago is about 227 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Detroit Metropolitan Wayne County Airport to Chicago round-trip?

    Our cheapest airline available from Detroit Metropolitan Wayne County Airport to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $82 on this airline. Additional options worth looking into are United Airlines and American Airlines, starting at $97 and $97 round-trip. These flights start at 62% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Detroit Metropolitan Wayne County Airport to Chicago one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Detroit Metropolitan Wayne County Airport to Chicago for a low price.

  • What are the most popular routes from Detroit Metropolitan Wayne County Airport to Chicago?

    The most popular flight routes from Detroit Metropolitan Wayne County Airport to Chicago are Detroit Metropolitan Wayne County - Chicago O'Hare Intl, Detroit Metropolitan Wayne County - Chicago Midway and Detroit Metropolitan Wayne County - Chicago Greater Rockford.

  • What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago?

    Before booking your flight to Chicago from Detroit Metropolitan Wayne County Airport, check out the most reliable airlines to get you to your destination on time: SWISS (88%), Scandinavian Airlines (88%), Endeavor Airlines( 87%).

  • What are the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago?

    While on average a flight from Detroit Metropolitan Wayne County Airport to Chicago is generally $886, our data shows the cheapest flight currently is $74. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay $97 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $69). Flying from Detroit Metropolitan Wayne County Airport to Chicago in January is currently the most expensive (average of $137). 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?

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Top 5 airlines flying from Detroit to Chicago

Discover the top 5 airlines that operate flights from Detroit 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$184FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$97Average$277FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$97Average$249FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%
DeltaCheapest$97Average$258FlexibilityNo cancel feeOn-timeN/A

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