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$39+ Cheap flights from Raleigh (RDU) 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Raleigh-Durham to Chicago are usually found in August or October, booked 90 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Raleigh to Chicago

Cheapest flights from Raleigh to Chicago
Explore the most affordable flight options available from Raleigh to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Frontier deal was found by Cheapflights users on 1/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:10 am
RDU
-
ORD
1 stop5h 36m
Frontier
Wed 2/256:02 pm
ORD
-
RDU
1 stop5h 09m
Frontier
Deal found 1/28$138
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:54 pm
RDU
-
ORD
1 stop16h 52m
Multiple Airlines
Mon 2/236:40 am
ORD
-
RDU
1 stop9h 31m
Multiple Airlines
Deal found 1/27$139
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:08 pm
RDU
-
ORD
1 stop7h 32m
Multiple Airlines
Fri 2/205:05 am
ORD
-
RDU
1 stop12h 04m
Multiple Airlines
Deal found 1/28$140
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:25 pm
RDU
-
ORD
2 stops28h 15m
Multiple Airlines
Tue 3/36:51 pm
ORD
-
RDU
1 stop21h 20m
Multiple Airlines
Deal found 1/27$141
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:07 pm
RDU
-
ORD
Nonstop2h 30m
Multiple Airlines
Sun 3/16:51 pm
ORD
-
RDU
2 stops16h 26m
Multiple Airlines
Deal found 1/27$142
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:14 pm
RDU
-
ORD
1 stop16h 08m
Multiple Airlines
Wed 2/1811:51 am
ORD
-
RDU
1 stop6h 44m
Multiple Airlines
Deal found 1/27$143
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:08 pm
RDU
-
ORD
1 stop7h 32m
Multiple Airlines
Tue 2/248:16 pm
ORD
-
RDU
2 stops26h 55m
Multiple Airlines
Deal found 1/28$144
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:10 am
RDU
-
MDW
1 stop17h 15m
Frontier
Tue 2/176:00 am
MDW
-
RDU
1 stop17h 10m
Frontier
Deal found 1/28$144
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:25 am
RDU
-
ORD
1 stop5h 26m
Multiple Airlines
Mon 3/96:04 am
ORD
-
RDU
1 stop7h 43m
Multiple Airlines
Deal found 1/27$145
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:25 am
RDU
-
MDW
1 stop13h 42m
Frontier
Thu 2/1912:22 pm
MDW
-
RDU
1 stop10h 48m
Frontier
Deal found 1/28$145
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:08 pm
RDU
-
ORD
1 stop7h 32m
Spirit Airlines
Sun 3/16:51 pm
ORD
-
RDU
1 stop21h 20m
Spirit Airlines
Deal found 1/28$146
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:08 pm
RDU
-
ORD
1 stop7h 32m
Multiple Airlines
Sat 2/284:42 pm
ORD
-
RDU
1 stop6h 28m
Multiple Airlines
Deal found 1/27$147

Find flight deals from Raleigh to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Raleigh (RDU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(Frontier)

One-way from

$39
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$299

Good round-trip deal

$317 or less

Good one-way deal

$156 or less
Provider with most accurate pricing for Raleigh-Durham-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Raleigh-Durham-Chicago (CHI) flights.
Search Deals
From Raleigh-Durham to Chicago (CHI)
Search Deals
One-way flight from Raleigh-Durham to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Raleigh-Durham to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Raleigh-Durham to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Raleigh to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Raleigh to Chicago that are best for you.

Fly from

Raleigh

Fly to

Chicago

Route

Depart

Return

Price

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Fri 2/27

6:10 am-10:01 pm

2 stops16h 51m

Chicago O'Hare Intl

Mon 3/2

6:51 pm-5:11 pm

1 stop21h 20m

$167

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Fri 2/27

6:10 am-10:51 am

1 stop5h 41m

Chicago O'Hare Intl

Fri 3/6

8:16 pm-5:11 pm

2 stops19h 55m

$181

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Fri 2/13

6:54 pm-11:22 am

2 stops17h 28m

Chicago O'Hare Intl

Tue 2/17

6:02 pm-7:35 pm

1 stop24h 33m

$189

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Fri 4/10

3:57 pm-5:26 pm

Nonstop2h 29m

Chicago O'Hare Intl

Sun 4/12

4:21 pm-7:56 am

1 stop14h 35m

$199

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Tue 2/24

5:14 pm-6:50 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 2/25

8:50 am-2:03 pm

1 stop4h 13m

$225

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Tue 3/31

6:30 pm-7:35 pm

Nonstop2h 05m

Chicago Midway

Sat 4/4

6:45 pm-9:35 pm

Nonstop1h 50m

$231

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Wed 2/25

5:14 pm-6:50 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 3/4

8:50 am-2:03 pm

1 stop4h 13m

$237

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Wed 3/4

6:00 am-7:15 am

Nonstop2h 15m

Chicago Midway

Mon 3/9

7:50 am-10:40 am

Nonstop1h 50m

$244

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Thu 3/12

1:27 pm-2:55 pm

Nonstop2h 28m

Chicago O'Hare Intl

Wed 3/18

7:10 am-10:08 am

Nonstop1h 58m

$244

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Mon 2/23

1:26 pm-2:54 pm

Nonstop2h 28m

Chicago O'Hare Intl

Tue 2/24

10:42 am-1:44 pm

Nonstop2h 02m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 50 results
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Compare providers for flights from Raleigh 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 Raleigh to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice 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 Raleigh-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Raleigh-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Raleigh-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Raleigh-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 Raleigh-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 Raleigh to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Raleigh to Chicago. Price data was last updated on January 23, 2026.

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Raleigh to Chicago. 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 Raleigh to Chicago?

Currently, January is the cheapest month in which you can book a flight from Raleigh to Chicago (average of $59). Flying from Raleigh to Chicago in March is currently the most expensive (average of $199). 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 RDU to CHI?

Find hourly flight availability from Raleigh to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

One of the essential ways to save on airfare from Raleigh to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 27% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Raleigh to Chicago. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Raleigh to Chicago flight should consider departing on Friday 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 Raleigh to Chicago

Explore weekly flight availability from Raleigh to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.

The most flights from RDU to CHI are scheduled on a Thursday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

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

How often are flights from Raleigh to Chicago delayed?

About 10% of weekly flights between Raleigh and Chicago have experienced delays in the past year, with the average delay time being 152 minutes.

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night 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 Raleigh to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.

The best insider tips for Raleigh to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Raleigh to Chicago trip
Our travel experts
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
John Walton

John Walton

Expert on RDU

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Raleigh to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

    Raleigh-Durham (RDU) is the airport you will fly out of if you book a flight from Raleigh to Chicago. You should not have trouble finding flights to Chicago from Raleigh-Durham; the airport handles an average of 21 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the Raleigh airport to Chicago. It is only a 11.1 mi journey to Raleigh-Durham (RDU) from Raleigh’s city center.

  • How long is the flight from Raleigh to Chicago?

    A quick flight from Raleigh to Chicago can take about 2h 05m. Frontier provides one of the quickest options available for as low as $231. Raleigh and Chicago are separated by a distance of 631 mi. Generally, flights for this route are nonstop.

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

    Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $69. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $88 and $151, respectively. Users have found that Frontier is 74% cheaper than the other options available to this destination.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $53. However, be on the lookout for offers from American Airlines and Spirit Airlines, as they are both options that can get you from Raleigh to Chicago for a low price.

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

    The most popular flight routes from Raleigh to Chicago are Raleigh-Durham - Chicago O'Hare Intl, Raleigh-Durham - Chicago Midway and Raleigh-Durham - Chicago Greater Rockford.

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

    Consider Cathay Pacific (90%), Envoy Air (88%) or Qatar Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Raleigh to Chicago.

  • What are the cheapest flights from Raleigh to Chicago?

    Looking for the cheapest flight from Raleigh to Chicago? While on average our users pay $889, our data indicates the cheapest price to be $88. The most popular route (Raleigh-Durham - Chicago O'Hare Intl), is priced around $108.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Raleigh to Chicago (average of $59). Flying from Raleigh to Chicago in March is currently the most expensive (average of $199). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Raleigh to Chicago

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

Discover the top 6 airlines that operate flights from Raleigh to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$69Average$198FlexibilityNo cancel feeOn-time62%
DeltaCheapest$88Average$307FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$151Average$303FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$160Average$293FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$173Average$301FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$177Average$314FlexibilityNo cancel feeOn-time63%

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