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$72+ Cheap flights from Norfolk (ORF) 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
1 adult, Economy
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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in October or March, booked 10 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Norfolk to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Norfolk (ORF) 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 September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Priceline)

One-way from

$72
(Priceline)

Popular in

January

Cheapest in

October

Average price

$363

Good round-trip deal

$335 or less

Good one-way deal

$178 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
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From Norfolk to Chicago (CHI)
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One-way flight from Norfolk to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Norfolk to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Norfolk to Chicago (CHI).
Search Deals

Find flight deals from Norfolk to Chicago

Cheapest flights from Norfolk to Chicago
Explore the most affordable flight options available from Norfolk to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2025.

This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:24 amORF - ORD
1 stop11h 34mMultiple Airlines
Sun 10/195:05 amORD - ORF
1 stop8h 49mMultiple Airlines
Deal found 9/27$210
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 12/39:26 pmORF - ORD
1 stop20h 38mSpirit Airlines
Sat 12/66:05 amORD - ORF
1 stop12h 32mSpirit Airlines
Deal found 9/28$212
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Tue 12/28:02 pmORF - ORD
1 stop14h 15mSpirit Airlines
Wed 12/1010:18 amORD - ORF
1 stop8h 19mSpirit Airlines
Deal found 9/28$213
This Kiwi.com deal was found by Cheapflights users on 9/27. 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.
Sat 10/181:22 pmORF - MDW
1 stop10h 25mFrontier
Mon 10/205:28 pmMDW - ORF
2 stops22h 21mFrontier
Deal found 9/27$221
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 10/234:14 pmORF - MDW
1 stop8h 32mMultiple Airlines
Mon 11/39:32 amMDW - ORF
1 stop11h 30mMultiple Airlines
Deal found 9/27$223
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Tue 12/28:02 pmORF - ORD
1 stop14h 15mSpirit Airlines
Fri 12/56:05 amORD - ORF
1 stop12h 32mSpirit Airlines
Deal found 9/28$225
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 10/216:15 pmORF - ORD
1 stop20h 32mMultiple Airlines
Thu 10/235:05 amORD - ORF
1 stop16h 41mMultiple Airlines
Deal found 9/27$226
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 10/146:15 pmORF - MDW
1 stop20h 23mFrontier
Sun 10/196:20 amMDW - ORF
1 stop7h 34mFrontier
Deal found 9/27$227
This Frontier deal was found by Cheapflights users on 9/29. 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 11/133:20 pmORF - ORD
1 stop9h 51mFrontier
Thu 11/206:00 amORD - ORF
1 stop5h 14mFrontier
Deal found 9/29$228
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/274:57 pmORF - ORD
2 stops22h 48mMultiple Airlines
Mon 11/36:48 amORD - ORF
1 stop14h 14mMultiple Airlines
Deal found 9/29$229
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Sat 12/67:30 amORF - ORD
1 stop14h 30mSpirit Airlines
Mon 12/810:18 amORD - ORF
1 stop8h 19mSpirit Airlines
Deal found 9/28$231
This Priceline deal was found by Cheapflights users on 9/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/94:14 pmORF - MDW
1 stop5h 07mFrontier
Sun 10/126:20 amMDW - ORF
1 stop7h 34mFrontier
Deal found 9/28$236

Cheapflights Fare Finder

 
Customize your flight search to find flights from Norfolk 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 September 29, 2025.
Use the filters below to find and compare flights from Norfolk to Chicago that are best for you.

Fly from

Norfolk

Fly to

Chicago

Route

Depart

Return

Price

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 12/3

8:02 pm-9:23 am

1 stop14h 21m

Chicago O'Hare Intl

Fri 12/5

6:05 am-7:37 pm

1 stop12h 32m

$242

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 10/29

6:35 am-8:01 am

Nonstop2h 26m

Chicago O'Hare Intl

Sat 11/1

11:20 am-2:34 pm

Nonstop2h 14m

$257

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 10/28

6:13 pm-7:50 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sat 11/1

2:21 pm-5:43 pm

Nonstop2h 22m

$257

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 10/29

5:35 am-6:45 am

Nonstop2h 10m

Chicago Midway

Sat 11/1

1:05 pm-4:05 pm

Nonstop2h 00m

$262

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 12/2

6:30 am-11:55 am

1 stop6h 25m

Chicago Midway

Wed 12/10

6:40 pm-11:25 pm

1 stop3h 45m

$269

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 12/3

5:15 am-9:54 am

1 stop5h 39m

Chicago Midway

Wed 12/10

6:40 pm-11:25 pm

1 stop3h 45m

$269

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 12/4

12:38 pm-9:23 pm

2 stops9h 45m

Chicago O'Hare Intl

Sat 12/6

6:05 am-7:37 pm

1 stop12h 32m

$273

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 12/5

1:49 pm-11:05 pm

1 stop10h 16m

Chicago Midway

Mon 12/8

6:00 am-12:54 pm

1 stop5h 54m

$274

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 12/2

12:37 pm-4:18 pm

1 stop4h 41m

Chicago Midway

Sat 12/6

1:14 pm-5:40 pm

1 stop3h 26m

$277

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 12/6

12:12 pm-3:44 pm

1 stop4h 32m

Chicago Midway

Wed 12/10

6:40 pm-11:25 pm

1 stop3h 45m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 46 results
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Compare providers for flights from Norfolk 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 Norfolk to Chicago in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Norfolk-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Norfolk-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Norfolk-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Norfolk-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 Norfolk-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 Norfolk to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Norfolk to Chicago. Price data was last updated on September 26, 2025.

The price you pay for your flight from Norfolk to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 10 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $245). Flying from Norfolk to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORF to CHI?

Find hourly flight availability from Norfolk 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 September 29, 2025.

It’s typically best to fly out from Norfolk to Chicago at noon. Doing so could potentially save you 12% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Norfolk to Chicago. Price data was last updated on September 28, 2025.

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

Weekly flight availability from Norfolk to Chicago

Explore weekly flight availability from Norfolk 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 September 29, 2025.

The most flights from ORF to CHI are scheduled on a Sunday (21 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).

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

What’s the top layover airport for flights from Norfolk to Chicago?

Share of 1-stop round-trip flights from Norfolk to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Baltimore (BWI) – chosen by Cheapflights users on 50% of 1-stop itineraries from Norfolk to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Norfolk to Chicago?

Average round-trip fare for 1-stop flights from Norfolk to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $168.

What’s the fastest layover option from Norfolk to Chicago?

Shortest average travel time for 1-stop one-way flights from Norfolk to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Baltimore (BWI) have the shortest average one-way travel time for 1-stop routes: 4h 00m.

Which airport typically offers the quickest layover for flights from Norfolk to Chicago?

Average layover duration for 1-stop one-way flights from Norfolk to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Baltimore (BWI) offer the fastest connection on this route, with an average layover time of 0h 45m.

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 September 29, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Norfolk to Chicago 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
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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
8,924 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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
8,050 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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
3,158 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

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 Norfolk 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 Norfolk to Chicago?

    For a flight from Norfolk to Chicago, you will be flying from Norfolk. Norfolk (ORF) is just 5.9 mi from the center of the city. Norfolk is the only Norfolk airport and it handles 13 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Norfolk on a regular basis.

  • How long is the flight from Norfolk to Chicago?

    Departing from Norfolk to Chicago will take you 2h 10m. The distance between Norfolk and Chicago is about 702 mi. This flight may include one or multiple stops.

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

    Flying on Spirit Airlines is currently your cheapest option to Chicago, with prices starting at $139. Additional round-trip tickets that might be worth considering are offered by Frontier and American Airlines, with the lowest prices starting at $168 and $217, respectively. Spirit Airlines is currently priced 61% below the average price you’ll pay for this route.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from Southwest and United Airlines, as they are both options that can get you from Norfolk to Chicago for a low price.

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

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

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

    Consider ANA (88%), Envoy Air (81%) or Alaska Airlines (79%) when booking your flight. These represent the most reliable airlines when flying from Norfolk to Chicago.

  • What are the cheapest flights from Norfolk to Chicago?

    On average you can expect to pay $791 for a flight from Norfolk to Chicago. The cheapest flight overall is $129 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $162.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $245). Flying from Norfolk to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Porter
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Alternative routes for Norfolk to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
Reagan-National to Midway flights
Richmond to O'Hare Intl flights
Dulles Intl to St. Louis flights
Raleigh to Midway flights
Norfolk to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Roanoke to O'Hare Intl flights
Raleigh to St. Louis flights
Reagan-National to St. Louis flights
Charlottesville to O'Hare Intl flights
Norfolk to Midway flights
Richmond to Midway flights
Roanoke to Midway flights
Greensboro to Midway flights
Charlottesville to Midway flights
Norfolk to St. Louis flights
Richmond to St. Louis flights
Reagan-National to Peoria flights
Dulles Intl to Moline flights
Greensboro to St. Louis flights
Charlottesville to Peoria flights
Raleigh to Peoria flights
Roanoke to Moline flights
Roanoke to Peoria flights
Norfolk to Evansville flights
Reagan-National to Bloomington flights
Reagan-National to Moline flights
Dulles Intl to Peoria flights
Raleigh to Moline flights
Roanoke to St. Louis flights
Blountville to O'Hare Intl flights
Richmond to Moline flights
Charlottesville to St. Louis flights
Dulles Intl to Bloomington flights
Reagan-National to Evansville flights
Dulles Intl to Evansville flights
Blountville to Midway flights
Richmond to Peoria flights
Greensboro to Moline flights
Richmond to Evansville flights
Lynchburg to Peoria flights
Reagan-National to Champaign flights
Lewisburg to O'Hare Intl flights
Norfolk to Moline flights
Newport News to O'Hare Intl flights

Top 5 airlines flying from Norfolk to Chicago

Discover the top 5 airlines that operate flights from Norfolk 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 September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$139Average$317FlexibilityNo cancel feeOn-time65%
FrontierCheapest$168Average$204FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$360FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$220Average$390FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$385FlexibilityNo cancel feeOn-time63%

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