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$91+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
May 17 — May 241
Sat 5/17
Sat 5/24
1 adult, Economy
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Find cheap flights from Norfolk to Chicago 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”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or March, booked 88 days in advance, depart on a Thursday or Wednesday 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 May 12, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$205
(CheapOair)

One-way from

$91
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$375

Good round-trip deal

$375 or less

Good one-way deal

$179 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.
Search Deals
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 May 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 May 12, 2025.

This CheapOair deal was found by Cheapflights users on 5/11. 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.
Wed 5/2812:13 pmORF - ORD
1 stop8h 50mMultiple Airlines
Sat 6/75:08 pmORD - ORF
1 stop15h 45mMultiple Airlines
Deal found 5/11$205
This Priceline deal was found by Cheapflights users on 5/11. 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 7/41:51 pmORF - ORD
1 stop7h 32mSpirit Airlines
Tue 7/85:51 amORD - ORF
1 stop5h 15mSpirit Airlines
Deal found 5/11$209
This Frontier deal was found by Cheapflights users on 5/12. 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.
Wed 5/285:12 pmORF - MDW
1 stop6h 24mFrontier
Fri 5/306:35 amMDW - ORF
1 stop8h 52mFrontier
Deal found 5/12$210
This FlightHub deal was found by Cheapflights users on 5/11. 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.
Sat 5/315:12 pmORF - ORD
1 stop8h 05mFrontier
Mon 6/25:10 amORD - ORF
1 stop10h 06mFrontier
Deal found 5/11$211
This Southwest deal was found by Cheapflights users on 5/12. 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.
Wed 5/286:15 amORF - MDW
Nonstop2h 10mSouthwest
Fri 5/301:20 pmMDW - ORF
Nonstop2h 00mSouthwest
Deal found 5/12$265
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Fri 7/46:20 amORF - ORD
Nonstop2h 25mUnited Airlines
Tue 7/811:55 amORD - ORF
Nonstop2h 19mUnited Airlines
Deal found 5/11$265
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:24 pmORF - ORD
1 stop4h 47mAmerican Airlines
Sat 6/77:55 pmORD - ORF
Nonstop2h 31mAmerican Airlines
Deal found 5/11$275
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Thu 6/263:55 pmORF - RFD
1 stop17h 00mMultiple Airlines
Sun 6/299:21 amRFD - ORF
2 stops27h 45mMultiple Airlines
Deal found 5/12$284
This Delta deal was found by Cheapflights users on 5/11. 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 7/46:00 amORF - MDW
1 stop3h 41mDelta
Tue 7/86:20 pmMDW - ORF
1 stop4h 01mDelta
Deal found 5/11$285
This Southwest deal was found by Cheapflights users on 5/12. 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.
Wed 5/286:40 amORF - ORD
2 stops7h 05mSouthwest
Fri 5/301:50 pmORD - ORF
1 stop3h 55mSouthwest
Deal found 5/12$290
This Delta deal was found by Cheapflights users on 5/12. 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.
Mon 6/93:29 pmORF - ORD
1 stop6h 13mDelta
Tue 6/102:25 pmORD - ORF
1 stop6h 44mDelta
Deal found 5/12$296

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 May 12, 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 5/28

12:13 pm-8:03 pm

1 stop8h 50m

Chicago O'Hare Intl

Sat 6/7

5:08 pm-9:53 am

1 stop15h 45m

$205

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 7/4

1:51 pm-8:23 pm

1 stop7h 32m

Chicago O'Hare Intl

Tue 7/8

5:51 am-12:06 pm

1 stop5h 15m

$209

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 5/28

5:12 pm-10:36 pm

1 stop6h 24m

Chicago Midway

Fri 5/30

6:35 am-4:27 pm

1 stop8h 52m

$210

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 5/29

3:28 pm-12:20 am

1 stop9h 52m

Chicago O'Hare Intl

Sat 5/31

8:04 am-4:27 pm

1 stop7h 23m

$210

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 5/28

6:15 am-7:25 am

Nonstop2h 10m

Chicago Midway

Fri 5/30

1:20 pm-4:20 pm

Nonstop2h 00m

$265

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 7/4

6:20 am-7:45 am

Nonstop2h 25m

Chicago O'Hare Intl

Wed 7/9

11:55 am-3:14 pm

Nonstop2h 19m

$265

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 5/28

10:05 am-1:52 pm

1 stop4h 47m

Chicago O'Hare Intl

Thu 5/29

6:43 pm-10:10 pm

Nonstop2h 27m

$275

NorfolkChicago

ORF - RFD

ORFRFD

Norfolk

Thu 6/26

3:55 pm-7:55 am

1 stop17h 00m

Chicago Greater Rockford

Sun 6/29

9:21 am-2:06 pm

2 stops27h 45m

$284

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 7/4

6:00 am-8:41 am

1 stop3h 41m

Chicago Midway

Tue 7/8

6:20 pm-11:21 pm

1 stop4h 01m

$285

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 5/28

6:40 am-12:45 pm

2 stops7h 05m

Chicago O'Hare Intl

Fri 5/30

1:50 pm-6:45 pm

1 stop3h 55m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 24 results
1
2
3

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
MytripPrice 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 Norfolk-Chicago flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Norfolk-Chicago flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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.

The best insider tips for Norfolk to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Norfolk to Chicago trip
Airlines
United Airlines

Basic Economy allows a personal item only; no carry-on bags unless exceptions apply.


Economy Plus offers extra legroom seats at the front of the economy cabin.

Read more about United Airlinesby Harriet Baskas
Southwest

Southwest offers two free checked bags, including oversized items like skis.


Enjoy free in-flight entertainment streamed to your device on Southwest flights.

Read more about Southwestby Marisa Garcia
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more

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 May 9, 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 88 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 May 12, 2025.

It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 18% on the flight price compared to flying at noon, 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 May 11, 2025.

Travelers seeking maximum savings on their Norfolk to Chicago flight should consider departing on Thursday afternoons 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 May 12, 2025.

The most flights from ORF to CHI are scheduled on a Sunday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 23.0 F).

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 May 12, 2025.
To help decide which airline to fly from Norfolk to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,290 reviews
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,724 reviews
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,290 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 11 outbound flights to Chicago per day. 6 airlines have flights to Chicago from Norfolk on a regular basis.

  • 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 $209. Additional round-trip tickets that might be worth considering are offered by Frontier and Southwest, with the lowest prices starting at $210 and $265, respectively. Spirit Airlines is currently priced 43% 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 Allegiant Air, with whom users have recently found tickets for as low as $91. However, be on the lookout for offers from Spirit Airlines and Frontier, 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 (93%), Qatar Airways (89%) or United Airlines (88%) 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 $725 for a flight from Norfolk to Chicago. The cheapest flight overall is $156 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $141.

  • 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 Norfolk?

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

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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.
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Dulles Intl to Midway flights
Reagan-National to Midway flights
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Roanoke to Moline flights
Staunton to O'Hare Intl flights
Reagan-National to Champaign flights
Dulles Intl to Champaign flights
Dulles Intl to Springfield flights
Norfolk to Rockford flights

Top 6 airlines flying from Norfolk to Chicago

Discover the top 6 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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$147Average$235FlexibilityNo cancel feeOn-time65%
DeltaCheapest$176Average$436FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$176Average$204FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$182Average$397FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$268Average$389FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$277Average$363FlexibilityNo cancel feeOn-time71%

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