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$71+ Cheap flights from Chicago (CHI) to Orlando (MCO)

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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
1 adult, Economy
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Find cheap flights from Chicago to Orlando 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”

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3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago to Orlando are usually found in September or January, booked 18 days in advance, depart on a Tuesday or Thursday and return on a Friday

Cheap flight deals from Chicago to Orlando

Cheapest flights from Chicago to Orlando
Explore the most affordable flight options available from Chicago to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 9/104:49 pm
ORD
-
MCO
Nonstop2h 53m
Frontier
Fri 9/189:47 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Deal found 5/13$156
This Cheapflightsfares deal was found by Cheapflights users on 5/14. 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 5/295:11 pm
ORD
-
MCO
Nonstop3h 02m
Frontier
Tue 6/29:56 am
MCO
-
ORD
1 stop10h 33m
Frontier
Deal found 5/14$157
This Cheapflightsfares deal was found by Cheapflights users on 5/17. 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.
Thu 8/205:30 pm
ORD
-
MCO
Nonstop3h 07m
Frontier
Fri 8/213:10 pm
MCO
-
ORD
1 stop5h 45m
Frontier
Deal found 5/17$158
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:13 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Mon 8/107:00 am
MCO
-
ORD
Nonstop3h 11m
Frontier
Deal found 5/16$159
This Frontier deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:13 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Sun 8/98:40 am
MCO
-
ORD
1 stop8h 28m
Frontier
Deal found 5/17$160
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Wed 9/212:04 pm
MDW
-
MCO
1 stop9h 05m
Frontier
Wed 9/95:29 pm
MCO
-
MDW
1 stop5h 29m
Frontier
Deal found 5/13$160
This Trip.com deal was found by Cheapflights users on 5/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:55 am
ORD
-
MCO
1 stop11h 37m
Frontier
Wed 6/106:00 am
MCO
-
ORD
1 stop15h 43m
Frontier
Deal found 5/14$161
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 5/281:50 pm
ORD
-
MCO
3 stops28h 07m
Multiple Airlines
Thu 6/48:58 pm
MCO
-
ORD
Nonstop3h 15m
Multiple Airlines
Deal found 5/13$162
This FlightHub deal was found by Cheapflights users on 5/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:49 pm
ORD
-
MCO
Nonstop2h 53m
Frontier
Sat 10/39:47 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Deal found 5/17$163
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/245:11 pm
ORD
-
MCO
Nonstop3h 02m
Frontier
Wed 5/273:10 pm
MCO
-
ORD
1 stop17h 45m
Frontier
Deal found 5/14$164
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Sat 8/1512:11 pm
MDW
-
MCO
1 stop8h 55m
Frontier
Thu 8/205:10 pm
MCO
-
MDW
1 stop6h 01m
Frontier
Deal found 5/13$164
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:50 pm
ORD
-
MCO
1 stop7h 16m
Frontier
Tue 7/148:54 pm
MCO
-
ORD
Nonstop3h 11m
Frontier
Deal found 5/16$165

Find flight deals from Chicago to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Orlando (MCO). 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 May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$156
(Kiwi.com)

One-way from

$71
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$257

Good round-trip deal

$218 or less

Good one-way deal

$104 or less
Provider with most accurate pricing for Chicago (CHI)-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Orlando flights.
Search Deals
From Chicago (CHI) to Orlando
Search Deals
One-way flight from Chicago (CHI) to Orlando
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Orlando.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Orlando.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Orlando 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 May 18, 2026.
Use the filters below to find and compare flights from Chicago to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 8/27

6:03 pm-9:59 pm

Nonstop2h 56m

Orlando

Tue 9/1

9:55 am-11:59 am

Nonstop3h 04m

$184

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 6/17

6:02 am-9:45 am

Nonstop2h 43m

Orlando

Wed 6/24

12:45 pm-2:47 pm

Nonstop3h 02m

$189

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 6/3

1:00 pm-7:00 pm

1 stop5h 00m

Orlando

Wed 6/10

8:00 am-9:50 am

Nonstop2h 50m

$194

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 7/14

9:19 am-2:59 pm

1 stop4h 40m

Orlando

Tue 7/21

5:45 pm-10:15 pm

1 stop5h 30m

$197

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 6/9

6:35 am-2:32 pm

1 stop6h 57m

Orlando

Tue 6/16

6:15 am-12:36 pm

1 stop7h 21m

$197

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 7/4

3:25 pm-7:10 pm

Nonstop2h 45m

Orlando

Wed 7/8

7:10 am-9:00 am

Nonstop2h 50m

$203

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 7/29

8:03 am-2:34 pm

1 stop5h 31m

Orlando

Tue 8/4

4:05 pm-8:22 pm

1 stop5h 17m

$209

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 8/4

5:20 pm-10:30 pm

1 stop4h 10m

Orlando

Thu 8/6

8:15 am-10:00 am

Nonstop2h 45m

$214

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 8/12

12:45 pm-4:34 pm

Nonstop2h 49m

Orlando

Thu 8/20

9:37 am-2:27 pm

1 stop5h 50m

$214

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 7/3

5:22 pm-11:35 pm

1 stop5h 13m

Orlando

Wed 7/8

1:05 pm-6:45 pm

1 stop6h 40m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/13

Showing 1-10 of 43 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Orlando

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 Orlando in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
OvagoPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
BudgetAirPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy2 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-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Orlando Airport 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-Orlando Airport 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 Orlando

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

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

To ensure you get the cheapest price possible for a flight from Chicago to Orlando Airport, you should look to book at least 21 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $179). Flying from Chicago to Orlando Airport in June is currently the most expensive (average of $360). 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 MCO?

Find hourly flight availability from Chicago to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 18, 2026.

One of the essential ways to save on airfare from Chicago to Orlando Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 16% on airfare.

What is the cheapest day to fly from Chicago to Orlando Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Orlando. Price data was last updated on May 16, 2026.

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

Weekly flight availability from Chicago to Orlando Airport

Explore weekly flight availability from Chicago to Orlando. 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 May 18, 2026.

The most flights from CHI to MCO are scheduled on a Sunday (77 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (12 on average).

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

How often are flights from Chicago to Orlando delayed?

About 18% of weekly flights between Chicago and Orlando have experienced delays in the past year, with the average delay time being 148 minutes.

What is the most punctual flight time for Chicago to Orlando flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Orlando flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.

The best insider tips for Chicago to Orlando Airport 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 Chicago to Orlando Airport trip
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

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

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
Paul Rubio

Paul Rubio

Expert on MCO

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated May 18, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Orlando Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
7.9
Good
4,286 reviews
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
United Airlines
7.4
Good
9,736 reviews
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,648 reviews
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Spirit Airlines
6.2
Okay
8,618 reviews
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.7
Fair
2,946 reviews
Southwest
7.9
Good
4,286 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

7.9

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Orlando Airport?

    There are many flights that can get you from Chicago to Orlando Airport in 2h 56m. Fly via United Airlines, Southwest, or Delta to get the fastest option. The distance from Chicago to Orlando Airport is about 1006 mi. 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 Chicago to Orlando Airport round-trip?

    Our cheapest airline available from Chicago to Orlando Airport is Frontier. Our recent data shows that you can find tickets from as low as $60 on this airline. Additional options worth looking into are Spirit Airlines and Southwest, starting at $76 and $149 round-trip. Frontier is currently priced 77% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Chicago to Orlando Airport are Frontier ($37), Spirit Airlines ($42), and Southwest ($78).

  • What are the most reliable airlines from Chicago to Orlando Airport?

    No one likes to see their flight delayed. When booking a flight from Chicago to Orlando Airport consider choosing Copa Airlines (85%), Azul (82%) or United Airlines (79%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Orlando Airport?

    Looking for the cheapest flight from Chicago to Orlando Airport? While on average our users pay $565, our data indicates the cheapest price to be $72. The most popular route (Chicago O'Hare Intl - Orlando), is priced around $100.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Orlando 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 Orlando Airport?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $179). Flying from Chicago to Orlando Airport in June is currently the most expensive (average of $360). 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 Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Clermont
Winter Haven
Sanford
Celebration
Leesburg
Sebastian
Apopka
Titusville
Lake Mary
Daytona Beach Shores
Altamonte Springs
Flagler Beach
Four Corners
Davenport
The Villages
Cocoa
Lady Lake
Haines City
Palatka

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.

Top 6 airlines flying from Chicago to Orlando

Discover the top 6 airlines that operate flights from Chicago to Orlando. 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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$190FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$77Average$166FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$441FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$149Average$336FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$336FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$173Average$360FlexibilityNo cancel feeOn-time69%

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