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$49+ Cheap flights from Chicago (CHI) to Pittsburgh (PIT)

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PIT
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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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”
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Cheapflights Tip: The best prices from Chicago to Pittsburgh are usually found in August or April, booked 90 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap flight deals from Chicago to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pittsburgh (PIT). 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

August

Average price

$330

Good round-trip deal

$142 or less

Good one-way deal

$63 or less
Provider with most accurate pricing for Chicago (CHI)-Pittsburgh flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Pittsburgh flights.
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From Chicago (CHI) to Pittsburgh
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One-way flight from Chicago (CHI) to Pittsburgh
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Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Pittsburgh.
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Price to beat on a one-way flight from Chicago (CHI) to Pittsburgh.
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Find flight deals from Chicago to Pittsburgh

Cheapest flights from Chicago to Pittsburgh
Explore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/245:10 amMDW - PIT
1 stop10h 30mSouthwest
Fri 4/252:15 pmPIT - MDW
Nonstop1h 30mSouthwest
Deal found 3/27$128
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/149:08 pmORD - PIT
1 stop11h 12mSpirit Airlines
Mon 5/1911:06 amPIT - ORD
1 stop21h 21mSpirit Airlines
Deal found 3/27$140
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 5/812:45 pmORD - PIT
Nonstop1h 39mUnited Airlines
Tue 5/137:02 amPIT - ORD
Nonstop1h 43mUnited Airlines
Deal found 3/27$142
This KAYAK deal was found by Cheapflights users on 3/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/228:19 amORD - PIT
Nonstop1h 31mAmerican Airlines
Wed 4/235:25 amPIT - ORD
Nonstop1h 51mAmerican Airlines
Deal found 3/27$152
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/54:00 pmORD - PIT
1 stop5h 05mSouthwest
Thu 5/85:50 amPIT - ORD
1 stop7h 55mSouthwest
Deal found 3/27$167
This Delta deal was found by Cheapflights users on 3/27. 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.
Sat 5/36:04 amMDW - PIT
1 stop6h 30mDelta
Wed 5/75:41 amPIT - MDW
1 stop4h 59mDelta
Deal found 3/27$177
This Delta deal was found by Cheapflights users on 3/28. 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.
Fri 4/1810:30 amORD - PIT
1 stop5h 55mDelta
Mon 4/216:25 amPIT - ORD
1 stop3h 56mDelta
Deal found 3/28$177
This Frontier deal was found by Cheapflights users on 3/27. 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.
Sun 4/612:22 pmORD - PIT
1 stop7h 06mFrontier
Sun 4/139:23 pmPIT - ORD
1 stop12h 21mFrontier
Deal found 3/27$188
This Frontier deal was found by Cheapflights users on 3/27. 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.
Sun 4/612:46 pmMDW - PIT
1 stop6h 42mFrontier
Tue 4/82:20 pmPIT - MDW
1 stop6h 31mFrontier
Deal found 3/27$198
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Sun 5/119:55 amORD - PIT
2 stops35h 25mMultiple Airlines
Sun 5/187:20 pmPIT - ORD
1 stop22h 05mMultiple Airlines
Deal found 3/26$216
This JetBlue deal was found by Cheapflights users on 3/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1210:42 amORD - PIT
1 stop9h 16mJetBlue
Wed 4/1612:40 pmPIT - ORD
1 stop7h 47mJetBlue
Deal found 3/27$317

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Pittsburgh 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 March 28, 2025.
Use the filters below to find and compare flights from Chicago to Pittsburgh that are best for you.

Fly from

Chicago

Fly to

Pittsburgh

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 4/24

5:10 am-4:40 pm

1 stop10h 30m

Pittsburgh

Fri 4/25

2:15 pm-2:45 pm

Nonstop1h 30m

$128

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Wed 5/14

9:08 pm-9:20 am

1 stop11h 12m

Pittsburgh

Mon 5/19

11:06 am-7:27 am

1 stop21h 21m

$140

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Thu 5/8

12:45 pm-3:24 pm

Nonstop1h 39m

Pittsburgh

Tue 5/13

7:02 am-7:45 am

Nonstop1h 43m

$142

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Tue 4/22

8:19 am-10:50 am

Nonstop1h 31m

Pittsburgh

Wed 4/23

5:25 am-6:16 am

Nonstop1h 51m

$152

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Mon 5/5

4:00 pm-10:05 pm

1 stop5h 05m

Pittsburgh

Thu 5/8

5:50 am-12:45 pm

1 stop7h 55m

$167

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/3

6:04 am-1:34 pm

1 stop6h 30m

Pittsburgh

Wed 5/7

5:41 am-9:40 am

1 stop4h 59m

$177

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Fri 4/18

10:30 am-5:25 pm

1 stop5h 55m

Pittsburgh

Mon 4/21

6:25 am-9:21 am

1 stop3h 56m

$177

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sun 5/11

9:55 am-10:20 pm

2 stops35h 25m

Pittsburgh

Sun 5/18

7:20 pm-4:25 pm

1 stop22h 05m

$216

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Fri 5/23

6:00 am-4:45 pm

1 stop9h 45m

Pittsburgh

Sun 5/25

7:08 pm-12:20 am

1 stop6h 12m

$308

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 4/12

10:42 am-8:58 pm

1 stop9h 16m

Pittsburgh

Wed 4/16

12:40 pm-7:27 pm

1 stop7h 47m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 24 results
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Compare providers for flights from Chicago to Pittsburgh

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 Chicago to Pittsburgh in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust 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 Chicago-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Pittsburgh flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Pittsburgh 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 Chicago-Pittsburgh 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 Chicago to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh 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 Pittsburgh

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pittsburgh. Price data was last updated on March 21, 2025.

The best time to book flights from Chicago to Pittsburgh is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Pittsburgh?

Currently, August is the cheapest month in which you can book a flight from Chicago to Pittsburgh (average of $262). Flying from Chicago to Pittsburgh in November is currently the most expensive (average of $333). 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 PIT?

Find hourly flight availability from Chicago to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Pittsburgh in the morning. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pittsburgh. Price data was last updated on March 23, 2025.

Travelers seeking maximum savings on their Chicago to Pittsburgh flight should consider departing on Saturday 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 Pittsburgh

Explore weekly flight availability from Chicago to Pittsburgh. 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 March 28, 2025.

The most flights from CHI to PIT are scheduled on a Thursday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Pittsburgh by month

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

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

Temperature in Pittsburgh by month

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

If weather is an important factor for your trip to Pittsburgh, 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 28.4 F).

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. 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 Pittsburgh. Reviews last updated March 28, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Chicago to Pittsburgh by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

    If you book a flight to Pittsburgh from Chicago, you will be flying to Pittsburgh, which is the city’s only airport. Pittsburgh (PIT) is located 13.5 mi from the center of Pittsburgh. There are 19 flights from Chicago to Pittsburgh per day from 3 different airlines.

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

    Our cheapest airline available from Chicago to Pittsburgh is Southwest. Our recent data shows that you can find tickets from as low as $128 on this airline. Additional options worth looking into are Spirit Airlines and United Airlines, starting at $140 and $142 round-trip. You may be able to fly from Chicago to Pittsburgh for 55% less than the average price by searching for these airlines.

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

    One-way options have recently been found by users for as low as $49 on Southwest. Other airlines that offer cheap prices include United Airlines from $49 and Spirit Airlines from $58 one-way.

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

    Consider Cathay Pacific (100%), Alaska Airlines (92%) or Qatar Airways (92%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Pittsburgh.

  • What are the cheapest flights from Chicago to Pittsburgh?

    Looking at all options, your cheapest flight can be booked for $47. While the most popular route (Chicago O'Hare Intl - Pittsburgh) can be booked for $97 on average our data indicates $238 when flying from Chicago to Pittsburgh.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago to Pittsburgh (average of $262). Flying from Chicago to Pittsburgh in November is currently the most expensive (average of $333). 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
Monroeville
Washington
Steubenville
Belle Vernon

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Alternative routes for Chicago to Pittsburgh

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

Top 3 airlines flying from Chicago to Pittsburgh

Discover the top 3 airlines that operate flights from Chicago to Pittsburgh. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$103Average$325FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$119Average$290FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$341FlexibilityNo cancel feeOn-time69%
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