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$68+ Cheap flights from Chicago (CHI) to Philadelphia (PHL)

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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Philadelphia are usually found in October or September, booked 85 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Chicago to Philadelphia

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Philadelphia (PHL). 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 September 16, 2025.

Round-trip from

$115
(Booking.com)

One-way from

$68
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$185

Good round-trip deal

$152 or less

Good one-way deal

$89 or less
From Chicago (CHI) to Philadelphia
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One-way flight from Chicago (CHI) to Philadelphia
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Highest demand for flights based on searches. 21% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 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 Chicago (CHI) to Philadelphia.
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Price to beat on a one-way flight from Chicago (CHI) to Philadelphia.
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Find flight deals from Chicago to Philadelphia

Cheapest flights from Chicago to Philadelphia
Explore the most affordable flight options available from Chicago to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/125:50 amORD - PHL
1 stop29h 12mFrontier
Sat 10/187:10 pmPHL - ORD
Nonstop2h 38mFrontier
Deal found 9/15$115
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:10 amORD - PHL
Nonstop2h 15mFrontier
Mon 9/2912:30 pmPHL - ORD
1 stop8h 14mFrontier
Deal found 9/15$117
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.
Tue 10/218:05 amMDW - PHL
1 stop7h 30mFrontier
Sun 10/266:10 amPHL - MDW
Nonstop2h 15mFrontier
Deal found 9/15$120
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:51 amORD - PHL
Nonstop2h 09mFrontier
Sun 11/29:23 amPHL - ORD
Nonstop2h 29mFrontier
Deal found 9/14$120
This Priceline deal was found by Cheapflights users on 9/16. 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 11/712:14 pmMDW - PHL
Nonstop2h 00mFrontier
Sun 11/97:00 amPHL - MDW
Nonstop2h 13mFrontier
Deal found 9/16$121
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:50 amORD - PHL
Nonstop2h 09mFrontier
Fri 10/175:12 pmPHL - ORD
1 stop9h 19mFrontier
Deal found 9/14$121
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:12 amMDW - PHL
1 stop7h 18mFrontier
Sun 11/25:15 amPHL - MDW
Nonstop2h 15mFrontier
Deal found 9/15$122
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:11 amORD - PHL
1 stop5h 18mFrontier
Mon 11/176:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 9/14$122
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.
Fri 10/38:15 amMDW - PHL
Nonstop2h 01mFrontier
Sun 10/56:00 amPHL - MDW
Nonstop2h 11mFrontier
Deal found 9/14$123
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:50 amORD - PHL
Nonstop2h 09mFrontier
Wed 10/2210:49 amPHL - ORD
1 stop6h 51mFrontier
Deal found 9/14$123
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:13 pmMDW - PHL
Nonstop2h 00mFrontier
Mon 10/134:13 pmPHL - MDW
Nonstop2h 14mFrontier
Deal found 9/14$124
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:51 amORD - PHL
Nonstop2h 09mFrontier
Fri 10/249:53 pmPHL - ORD
1 stop18h 46mFrontier
Deal found 9/15$124

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Philadelphia 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 16, 2025.
Use the filters below to find and compare flights from Chicago to Philadelphia that are best for you.

Fly from

Chicago

Fly to

Philadelphia

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 10/14

6:45 am-9:40 am

Nonstop1h 55m

Philadelphia

Sat 10/18

12:05 pm-1:10 pm

Nonstop2h 05m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 12/10

2:30 pm-5:39 pm

Nonstop2h 09m

Philadelphia

Sat 12/13

5:07 pm-6:36 pm

Nonstop2h 29m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 10/25

5:35 pm-8:30 pm

Nonstop1h 55m

Philadelphia

Tue 10/28

5:25 am-6:30 am

Nonstop2h 05m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 11/1

12:50 pm-3:40 pm

Nonstop1h 50m

Philadelphia

Tue 11/11

6:00 am-7:15 am

Nonstop2h 15m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 10/18

5:35 pm-8:30 pm

Nonstop1h 55m

Philadelphia

Tue 10/21

6:05 pm-7:10 pm

Nonstop2h 05m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 10/9

6:50 pm-10:10 pm

Nonstop2h 20m

Philadelphia

Fri 10/10

4:19 pm-3:45 pm

1 stop24h 26m

$143

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 11/7

11:53 am-12:57 pm

1 stop24h 04m

Philadelphia

Sun 11/9

5:50 am-10:38 am

1 stop5h 48m

$144

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 9/29

8:15 am-11:16 am

Nonstop2h 01m

Philadelphia

Wed 10/8

9:14 pm-9:47 am

1 stop13h 33m

$147

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 10/17

2:41 pm-10:30 pm

1 stop6h 49m

Philadelphia

Sun 10/19

6:00 am-11:18 am

1 stop6h 18m

$152

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 10/17

9:36 pm-12:45 am

Nonstop2h 09m

Philadelphia

Tue 10/21

1:05 pm-2:27 pm

Nonstop2h 22m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 42 results
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The best insider tips for Chicago to Philadelphia 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 Chicago to Philadelphia trip
Airlines
Frontier

Frontier's UpFront Plus seats guarantee an empty middle seat for extra comfort.


Frontier offers Zone 1 boarding with carry-on purchase or special fare bundles.

Read more about Frontierby Marisa Garcia
Southwest

Enjoy free snacks and non-alcoholic drinks, plus a free drink on special occasions.


Southwest offers free messaging and high-speed Wi-Fi for a fee on all flights.

Read more about Southwestby Marisa Garcia
Airports
ORD

ORD's free shuttle train connects terminals, useful for navigating between nearly 200 gates. Plan for long walks if switching terminals.

Read more about ORDby Ramsey Qubein
MDW

Use the “L” train for easy access to MDW. The Orange Line stops directly at the airport, taking less than 30 minutes from downtown.

Read more about MDWby Ramsey Qubein
PHL

For quick access to downtown, use SEPTA's Airport Line. It's efficient and operates from 5:00 a.m. to midnight.

Read more about PHLby Mark Chesnut
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

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
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
Mark Chesnut

Mark Chesnut

Expert on PHL

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more

Best time to book a flight from Chicago to Philadelphia

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Philadelphia. Price data was last updated on September 12, 2025.

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Philadelphia. 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 Chicago to Philadelphia?

Currently, August is the cheapest month in which you can book a flight from Chicago to Philadelphia (average of $236). Flying from Chicago to Philadelphia in March is currently the most expensive (average of $295). 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 CHI to PHL?

Find hourly flight availability from Chicago to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

It’s typically best to fly out from Chicago to Philadelphia in the evening. Doing so could potentially save you 39% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Philadelphia. Price data was last updated on September 14, 2025.

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

Weekly flight availability from Chicago to Philadelphia

Explore weekly flight availability from Chicago to Philadelphia. 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 16, 2025.

The most flights from CHI to PHL are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

How much does it cost to fly round-trip from Chicago to Philadelphia?

Reviews of airlines servicing Philadelphia

Get insights into the airlines that provide service to Philadelphia. 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 Philadelphia. Reviews last updated September 16, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Philadelphia have to say. You can also see how each airline compares 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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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 Chicago to Philadelphia. 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 into for flights to Philadelphia from Chicago?

    If you book a flight to Philadelphia from Chicago, you will be flying to Philadelphia, which is the city’s only airport. Philadelphia (PHL) is located 7.0 mi from the center of Philadelphia. There are 51 flights from Chicago to Philadelphia per day from 6 different airlines.

  • How long is the flight from Chicago to Philadelphia?

    A quick flight from Chicago to Philadelphia can take about 1h 55m. Southwest provides one of the quickest options available for as low as $139. The distance between Chicago and Philadelphia is about 666 mi. Generally, flights for this route are nonstop.

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

    According to our current data, Spirit Airlines ($63), Frontier ($64), and Delta ($108) offers the cheapest pricing from Chicago to Philadelphia. You may be able to fly from Chicago to Philadelphia for 75% less than the average price by searching for these airlines.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Philadelphia on time: United Airlines (80%), Air Canada (77%), Copa Airlines (72%).

  • What are the cheapest flights from Chicago to Philadelphia?

    The cheapest flight price from Chicago to Philadelphia is $65. On average you can expect to pay $218. The most popular route, (Chicago O'Hare Intl - Philadelphia), can usually be booked for $83.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago to Philadelphia (average of $236). Flying from Chicago to Philadelphia in March is currently the most expensive (average of $295). 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
Vineland
Wildwood
King of Prussia
Pottstown
Reading
Dewey Beach
Ephrata
Camden
Ocean City
Cherry Hill
Dover
Elkton
Essington
Willow Grove
Newark
Millville
Chester
Exton
Havre de Grace
Plymouth Meeting

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Dulles Intl flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
Midway to Newark flights
St. Louis to LaGuardia flights
St. Louis to John F Kennedy Intl flights
Midway to Dulles Intl flights
St. Louis to Newark flights
Midway to Philadelphia flights
O'Hare Intl to Pittsburgh flights
Midway to Reagan-National flights
St. Louis to Dulles Intl flights
O'Hare Intl to Harrisburg flights
St. Louis to Reagan-National flights
Midway to Pittsburgh flights
O'Hare Intl to Allentown flights
St. Louis to Philadelphia flights
O'Hare Intl to State College flights
O'Hare Intl to Scranton flights
Midway to Harrisburg flights
Peoria to Newark flights
Bloomington to Newark flights
Moline to LaGuardia flights
Moline to Newark flights
St. Louis to Pittsburgh flights
Moline to Reagan-National flights
Moline to John F Kennedy Intl flights
Peoria to Dulles Intl flights
Peoria to Reagan-National flights
Moline to Dulles Intl flights
Peoria to Philadelphia flights
St. Louis to Harrisburg flights
Peoria to LaGuardia flights
O'Hare Intl to Elmira flights
Peoria to John F Kennedy Intl flights
Moline to Philadelphia flights
St. Louis to Allentown flights
Midway to Allentown flights
Bloomington to John F Kennedy Intl flights
Bloomington to Reagan-National flights
Evansville to Dulles Intl flights
Peoria to Allentown flights
Peoria to Harrisburg flights
Bloomington to Dulles Intl flights
Peoria to Pittsburgh flights

Top 6 airlines flying from Chicago to Philadelphia

Discover the top 6 airlines that operate flights from Chicago to Philadelphia. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$260FlexibilityNo cancel feeOn-time65%
FrontierCheapest$64Average$165FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$477FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$333FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$296FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$172Average$302FlexibilityNo cancel feeOn-time63%

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