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$129+ Cheap flights from West Palm Beach (PBI) 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
PBI — CHI
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Find cheap flights from West Palm Beach to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Palm Beach Intl to Chicago are usually found in February or August, booked 54 days in advance, depart on a Friday or Saturday and return on a Wednesday

Cheap flight deals from West Palm Beach to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from West Palm Beach (PBI) 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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$129
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$334

Good round-trip deal

$272 or less

Good one-way deal

$243 or less
Provider with most accurate pricing for Palm Beach Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Palm Beach Intl-Chicago (CHI) flights.
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From Palm Beach Intl to Chicago (CHI)
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One-way flight from Palm Beach Intl to Chicago (CHI)
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Highest demand for flights based on searches. 3% potential increase in price ($10 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 January 2026
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Price to beat on a round-trip flight from Palm Beach Intl to Chicago (CHI).
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Price to beat on a one-way flight from Palm Beach Intl to Chicago (CHI).
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Find flight deals from West Palm Beach to Chicago

Cheapest flights from West Palm Beach to Chicago
Explore the most affordable flight options available from West Palm Beach to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/7. 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.
Sat 1/319:00 amPBI - ORD
Nonstop3h 21mUnited Airlines
Mon 2/211:02 amORD - PBI
Nonstop3h 13mUnited Airlines
Deal found 1/7$229
This American Airlines deal was found by Cheapflights users on 1/6. 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 1/294:20 pmPBI - ORD
Nonstop3h 30mAmerican Airlines
Sun 2/111:23 amORD - PBI
Nonstop3h 07mAmerican Airlines
Deal found 1/6$230
This CheapOair deal was found by Cheapflights users on 1/8. 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.
Mon 2/93:34 pmPBI - MDW
1 stop7h 45mFrontier
Mon 2/166:00 amMDW - PBI
1 stop5h 28mFrontier
Deal found 1/8$231
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/1611:55 amPBI - ORD
1 stop11h 47mMultiple Airlines
Sun 1/186:20 amORD - PBI
1 stop11h 23mMultiple Airlines
Deal found 1/7$231
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 2/131:09 pmPBI - MDW
1 stop10h 16mMultiple Airlines
Wed 2/187:00 amMDW - PBI
2 stops25h 54mMultiple Airlines
Deal found 1/7$232
This American Airlines deal was found by Cheapflights users on 1/6. 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 2/41:28 pmPBI - ORD
1 stop10h 06mAmerican Airlines
Wed 2/115:40 pmORD - PBI
Nonstop3h 09mAmerican Airlines
Deal found 1/6$232
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 2/1711:25 amPBI - ORD
1 stop14h 15mSpirit Airlines
Wed 2/186:51 pmORD - PBI
1 stop14h 03mSpirit Airlines
Deal found 1/7$234
This Mytrip deal was found by Cheapflights users on 1/6. 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 2/412:49 pmPBI - ORD
2 stops23h 33mMultiple Airlines
Sat 2/710:07 amORD - PBI
3 stops23h 53mMultiple Airlines
Deal found 1/6$235
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 3/157:32 pmPBI - ORD
2 stops14h 06mMultiple Airlines
Sun 3/225:53 pmORD - PBI
1 stop14h 58mMultiple Airlines
Deal found 1/7$236
This CheapOair deal was found by Cheapflights users on 1/7. 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.
Fri 1/233:34 pmPBI - MDW
1 stop7h 45mFrontier
Mon 1/266:20 amMDW - PBI
1 stop7h 14mFrontier
Deal found 1/7$237
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/1611:55 amPBI - ORD
1 stop22h 17mSpirit Airlines
Sun 1/1810:48 amORD - PBI
2 stops23h 12mSpirit Airlines
Deal found 1/7$237
This Mytrip deal was found by Cheapflights users on 1/8. 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.
Fri 2/611:55 amPBI - ORD
3 stops24h 27mMultiple Airlines
Sun 2/86:00 pmORD - PBI
1 stop14h 37mMultiple Airlines
Deal found 1/8$238

Cheapflights Fare Finder

 
Customize your flight search to find flights from West Palm Beach 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 January 8, 2026.
Use the filters below to find and compare flights from West Palm Beach to Chicago that are best for you.

Fly from

West Palm Beach

Fly to

Chicago

Route

Depart

Return

Price

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 2/19

6:55 pm-9:24 pm

Nonstop3h 29m

Chicago O'Hare Intl

Mon 2/23

12:18 pm-4:16 pm

Nonstop2h 58m

$229

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 3/5

9:00 am-11:26 am

Nonstop3h 26m

Chicago O'Hare Intl

Sun 3/8

4:18 pm-8:29 pm

Nonstop3h 11m

$229

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 3/6

12:23 pm-2:55 pm

Nonstop3h 32m

Chicago O'Hare Intl

Mon 3/9

7:10 am-11:21 am

Nonstop3h 11m

$229

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 2/5

9:00 am-11:21 am

Nonstop3h 21m

Chicago O'Hare Intl

Sat 2/7

11:02 am-3:15 pm

Nonstop3h 13m

$229

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 4/30

4:20 pm-6:42 pm

Nonstop3h 22m

Chicago O'Hare Intl

Sun 5/3

11:10 am-3:15 pm

Nonstop3h 05m

$229

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 4/23

4:10 pm-6:41 pm

Nonstop3h 31m

Chicago O'Hare Intl

Sun 4/26

3:35 pm-7:50 pm

Nonstop3h 15m

$229

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 2/9

3:34 pm-10:19 pm

1 stop7h 45m

Chicago Midway

Mon 2/16

6:00 am-12:28 pm

1 stop5h 28m

$231

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Fri 1/23

3:34 pm-10:19 pm

1 stop7h 45m

Chicago Midway

Mon 1/26

6:20 am-2:34 pm

1 stop7h 14m

$237

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Wed 6/3

5:10 pm-12:10 am

1 stop8h 00m

Chicago O'Hare Intl

Sat 6/6

11:10 am-3:17 pm

Nonstop3h 07m

$239

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 6/11

5:10 pm-12:10 am

1 stop8h 00m

Chicago O'Hare Intl

Sun 6/14

11:10 am-3:17 pm

Nonstop3h 07m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 45 results
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Compare providers for flights from West Palm Beach 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 West Palm Beach to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*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 West Palm Beach-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on West Palm Beach-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from West Palm Beach-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on West Palm Beach-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 West Palm Beach-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 West Palm Beach to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from West Palm Beach 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 West Palm Beach to Chicago

How far ahead should I book a flight from West Palm Beach to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from West Palm Beach to Chicago. Price data was last updated on January 2, 2026.

The price you pay for your flight from West Palm Beach to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 54 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from West Palm Beach to Chicago?

Currently, March is the cheapest month in which you can book a flight from West Palm Beach to Chicago (average of $55). Flying from West Palm Beach to Chicago in June is currently the most expensive (average of $118). 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 PBI to CHI?

Find hourly flight availability from West Palm Beach 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 January 8, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 16% on flights from West Palm Beach to Chicago by exploring options for tickets at noon.

Weekly flight availability from West Palm Beach to Chicago

Explore weekly flight availability from West Palm Beach 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 January 8, 2026.

The most flights from PBI to CHI are scheduled on a Wednesday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

The best insider tips for West Palm Beach 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 West Palm Beach to Chicago trip
Airports
PBI

PBI's easy-to-navigate terminal features a landside shopping and dining area with natural light and workstations, perfect for business travelers.

Read more about PBIBy Ramsey Qubein
ORD

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

Read more about ORDBy Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and PBI

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

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 January 8, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from West Palm Beach to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,139 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,095 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,287 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,062 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from West Palm Beach 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 West Palm Beach to Chicago?

    Palm Beach Intl (PBI) is the airport you will fly out of if you book a flight from West Palm Beach to Chicago. You should not have trouble finding flights to Chicago from Palm Beach Intl; the airport handles an average of 7 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the West Palm Beach airport to Chicago. It is only a 3.1 mi journey to Palm Beach Intl (PBI) from West Palm Beach’s city center.

  • How long is the flight from West Palm Beach to Chicago?

    A quick flight from West Palm Beach to Chicago can take about 3h 26m. American Airlines provides one of the quickest options available for as low as $229. There are 1145 mi between West Palm Beach and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from West Palm Beach to Chicago round-trip?

    Cheapflights users have booked flights from West Palm Beach to Chicago round-trip from $28. Other airlines that can offer you cheap pricing are Spirit Airlines, from $121, and Southwest, from $149. You may be able to fly from West Palm Beach to Chicago for 90% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from West Palm Beach to Chicago one-way?

    The cheapest airlines for a one-way flight from West Palm Beach to Chicago are Frontier ($29), American Airlines ($89), and Southwest ($103).

  • What are the most reliable airlines from West Palm Beach to Chicago?

    No one likes to see their flight delayed. When booking a flight from West Palm Beach to Chicago consider choosing Emirates (87%), Air New Zealand (68%) or American Airlines (67%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from West Palm Beach to Chicago?

    The cheapest flight price from West Palm Beach to Chicago is $185. On average you can expect to pay $804. The most popular route, (Palm Beach Intl - Chicago O'Hare Intl), can usually be booked for $144.

  • Can I find deals for flights from West Palm Beach to Chicago that include hotel bookings?

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

  • How can I find direct flights from West Palm Beach to Chicago?

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

  • Can I find deals for business class flights from West Palm Beach to Chicago?

    Yes. Cheapflights offers flight deals from West Palm Beach 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 West Palm Beach to Chicago?

    Currently, March is the cheapest month in which you can book a flight from West Palm Beach to Chicago (average of $55). Flying from West Palm Beach to Chicago in June is currently the most expensive (average of $118). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for West Palm Beach to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from West Palm Beach to Chicago

Discover the top 6 airlines that operate flights from West Palm Beach 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$144FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$170FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$149Average$383FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$203Average$309FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$204Average$285FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$308FlexibilityNo cancel feeOn-timeN/A

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