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$99+ Cheap flights from Philadelphia (PHL) 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — CHI
févr. 25 — mars 41
mar. 2/25
mar. 3/4
1 adult, Economy
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1. Tell us where you want to go
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The best prices from Philadelphia to Chicago are usually found in September or July, booked 48 days in advance, depart on a Thursday or Saturday and return on a Thursday

Cheap flight deals from Philadelphia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) 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 février 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Mytrip)

One-way from

$99
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$332

Good round-trip deal

$328 or less

Good one-way deal

$192 or less
Provider with most accurate pricing for Philadelphia-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Chicago (CHI) flights.
Search Deals
From Philadelphia to Chicago (CHI)
Search Deals
One-way flight from Philadelphia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Philadelphia to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Philadelphia to Chicago (CHI).
Search Deals

Find flight deals from Philadelphia to Chicago

Cheapest flights from Philadelphia to Chicago
Explore the most affordable flight options available from Philadelphia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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.
mar. 4/810:29 amPHL - MDW
1 stop6h 43mDelta
mar. 4/1512:48 pmMDW - PHL
1 stop4h 32mDelta
Deal found 2/19$197
This Mytrip deal was found by Cheapflights users on 2/20. 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.
jeu. 4/36:34 pmPHL - ORD
1 stop15h 10mSpirit Airlines
dim. 4/610:40 amORD - PHL
1 stop21h 18mSpirit Airlines
Deal found 2/20$198
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
mer. 4/21:21 pmPHL - MDW
1 stop7h 14mFrontier
dim. 4/138:00 amMDW - PHL
Nonstop2h 02mFrontier
Deal found 2/20$200
This Mytrip deal was found by Cheapflights users on 2/20. 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.
ven. 2/286:15 pmPHL - ORD
1 stop27h 41mMultiple Airlines
mar. 3/45:15 amORD - PHL
2 stops27h 58mMultiple Airlines
Deal found 2/20$205
This Southwest deal was found by Cheapflights users on 2/19. 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.
mer. 4/26:25 amPHL - MDW
Nonstop2h 15mSouthwest
jeu. 4/38:15 amMDW - PHL
Nonstop1h 55mSouthwest
Deal found 2/19$207
This Delta deal was found by Cheapflights users on 2/20. 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.
mer. 4/1612:28 pmPHL - ORD
1 stop4h 40mDelta
dim. 4/206:35 amORD - PHL
1 stop6h 18mDelta
Deal found 2/20$227
This American Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 4/17:06 pmPHL - ORD
1 stop4h 10mAmerican Airlines
mar. 4/87:00 pmORD - PHL
Nonstop2h 06mAmerican Airlines
Deal found 2/20$232
This JetBlue Airways deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 6/76:00 amPHL - ORD
1 stop5h 03mJetBlue
mer. 6/118:50 amORD - PHL
1 stop6h 48mJetBlue
Deal found 2/20$264
This United Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 3/176:45 pmPHL - ORD
Nonstop2h 33mUnited Airlines
jeu. 3/209:30 pmORD - PHL
Nonstop2h 00mUnited Airlines
Deal found 2/20$268
This Southwest deal was found by Cheapflights users on 2/20. 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.
mar. 3/252:10 pmPHL - ORD
2 stops8h 20mSouthwest
jeu. 3/271:50 pmORD - PHL
1 stop9h 20mSouthwest
Deal found 2/20$295
This Booking.com deal was found by Cheapflights users on 2/20. 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.
jeu. 6/194:33 pmPHL - ORD
1 stop8h 05mFrontier
dim. 6/229:01 amORD - PHL
1 stop14h 49mFrontier
Deal found 2/20$330

Find flights from Philadelphia to Chicago within your budget

Customize your flight search to find flights from Philadelphia 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 février 20, 2025.

Fly from

Philadelphia

Fly to

Chicago

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

jeu. 4/3

6:34 pm-8:44 am

1 stop15h 10m

Chicago O'Hare Intl

dim. 4/6

10:40 am-8:58 am

1 stop21h 18m

$198

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

mer. 4/2

1:21 pm-7:35 pm

1 stop7h 14m

Chicago Midway

dim. 4/13

8:00 am-11:02 am

Nonstop2h 02m

$200

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

mar. 4/1

9:15 pm-10:47 pm

Nonstop2h 32m

Chicago O'Hare Intl

jeu. 4/3

4:25 pm-7:22 pm

Nonstop1h 57m

$207

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

mar. 4/8

8:05 am-1:40 pm

1 stop6h 35m

Chicago Midway

mar. 4/8

6:25 pm-9:20 pm

Nonstop1h 55m

$207

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

mer. 4/16

12:28 pm-4:08 pm

1 stop4h 40m

Chicago O'Hare Intl

dim. 4/20

6:35 am-1:53 pm

1 stop6h 18m

$227

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

jeu. 3/6

10:03 am-12:16 pm

2 stops27h 13m

Chicago O'Hare Intl

dim. 3/9

5:10 am-8:58 am

1 stop26h 48m

$244

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

mer. 4/2

12:28 pm-6:02 pm

1 stop6h 34m

Chicago Midway

ven. 4/4

4:59 pm-12:46 am

1 stop6h 47m

$262

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

sam. 6/7

6:00 am-10:03 am

1 stop5h 03m

Chicago O'Hare Intl

mer. 6/11

8:50 am-4:38 pm

1 stop6h 48m

$264

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

lun. 3/17

6:45 pm-8:18 pm

Nonstop2h 33m

Chicago O'Hare Intl

jeu. 3/20

9:30 pm-12:30 am

Nonstop2h 00m

$268

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

jeu. 7/3

12:05 pm-7:11 pm

1 stop8h 06m

Chicago O'Hare Intl

dim. 7/6

8:10 pm-11:10 am

1 stop14h 00m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 28 results
1
2
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Compare providers for flights from Philadelphia 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 Philadelphia to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust 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 Philadelphia-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Philadelphia-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Philadelphia-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Philadelphia-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 Philadelphia-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 Philadelphia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Philadelphia 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.

Travel insights for flights from Philadelphia to Chicago

Get recent, data-driven insights about flights from Philadelphia to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Philadelphia to Chicago. Price data was last updated on February 14, 2025.

The price you pay for your flight from Philadelphia to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 48 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 Philadelphia to Chicago?

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

Find hourly flight availability from Philadelphia 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 février 20, 2025.

It’s optimal to fly from Philadelphia to Chicago in the evening. By choosing this option you can save up to 53% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Philadelphia to Chicago. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Philadelphia to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Philadelphia to Chicago

Explore weekly flight availability from Philadelphia 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 février 20, 2025.

The most flights from PHL to CHI are scheduled on a Thursday (41 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated février 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Philadelphia to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Philadelphia 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 Philadelphia to Chicago?

    Most people fly from Philadelphia (PHL) if they book a flight from Philadelphia to Chicago. On average, Philadelphia has 29 outbound flights to Chicago per day from 5 airlines. Philadelphia is conveniently located just 7.0 mi from Philadelphia’s city center.

  • What are the cheapest airlines flying from Philadelphia to Chicago round-trip?

    Our cheapest airline available from Philadelphia to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $198 on this airline. Additional options worth looking into are Frontier and American Airlines, starting at $200 and $207 round-trip. You may be able to fly from Philadelphia to Chicago for 4% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Philadelphia to Chicago one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Delta and Frontier, as they are both options that can get you from Philadelphia to Chicago for a low price.

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

    Most travelers choose Philadelphia - Chicago O'Hare Intl, Philadelphia - Chicago Midway or Philadelphia - Chicago Greater Rockford when deciding on the best route from Philadelphia to Chicago.

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

    The top 3 most reliable airlines when flying from Philadelphia to Chicago are SWISS (100%), Spirit Airlines (100%) and Copa Airlines (97%).

  • What are the cheapest flights from Philadelphia to Chicago?

    The cheapest flight price from Philadelphia to Chicago is $109. On average you can expect to pay $1,016. The most popular route, (Philadelphia - Chicago O'Hare Intl), can usually be booked for $101.

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

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

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

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

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

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

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

Book flights to Philadelphia if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Philadelphia 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
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Philadelphia to O'Hare Intl flights
LaGuardia to Midway flights
Reagan-National to Midway flights
Dulles Intl to Midway flights
Newark to St. Louis flights
LaGuardia to St. Louis flights
Philadelphia to Midway flights
Dulles Intl to St. Louis flights
John F Kennedy Intl to St. Louis flights
Pittsburgh to O'Hare Intl flights
Reagan-National to St. Louis flights
Philadelphia to St. Louis flights
Allentown to O'Hare Intl flights
Harrisburg to O'Hare Intl flights
Pittsburgh to Midway flights
Scranton to O'Hare Intl flights
Allentown to Midway flights
Pittsburgh to St. Louis flights
State College to O'Hare Intl flights
Dulles Intl to Moline flights
LaGuardia to Moline flights
Harrisburg to Midway flights
John F Kennedy Intl to Moline flights
Harrisburg to St. Louis flights
Newark to Moline flights
Reagan-National to Moline flights
Allentown to St. Louis flights
Newark to Peoria flights
Philadelphia to Moline flights
Newark to Rockford flights
Reagan-National to Peoria flights
Dulles Intl to Peoria flights
LaGuardia to Peoria flights
Newark to Bloomington flights
John F Kennedy Intl to Bloomington flights
Philadelphia to Peoria flights
Scranton to St. Louis flights
John F Kennedy Intl to Peoria flights
State College to St. Louis flights
LaGuardia to Bloomington flights
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Top 5 airlines flying from Philadelphia to Chicago

Discover the top 5 airlines that operate flights from Philadelphia 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$122FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$131Average$260FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$138Average$284FlexibilityNo cancel feeOn-time69%
DeltaCheapest$157Average$301FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$158Average$272FlexibilityNo cancel feeOn-time63%
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