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San Jose

$97+ Cheap flights from O'Hare Intl (ORD) to San Jose, CA (SJC)

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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San Jose are usually found in September or August, booked 86 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

Find flight deals from O'Hare Intl to San Jose

Cheapest flights from O'Hare Intl to San Jose
Explore the most affordable flight options available from O'Hare Intl to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 25, 2025.

This Alaska Airlines deal was found by Cheapflights users on 11/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:05 pmORD - SJC
1 stop22h 53mAlaska Airlines
Mon 3/92:36 pmSJC - ORD
1 stop7h 20mAlaska Airlines
Deal found 11/24$272
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:59 pmORD - SJC
1 stop16h 59mAlaska Airlines
Fri 3/138:05 pmSJC - ORD
1 stop25h 54mAlaska Airlines
Deal found 11/24$277
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:39 amORD - SJC
1 stop7h 37mAlaska Airlines
Tue 3/107:00 amSJC - ORD
1 stop14h 59mAlaska Airlines
Deal found 11/24$280
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:59 pmORD - SJC
1 stop16h 59mAlaska Airlines
Thu 3/122:53 pmSJC - ORD
1 stop7h 06mAlaska Airlines
Deal found 11/24$290
This CheapOair deal was found by Cheapflights users on 11/25. 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 12/1212:59 pmORD - SJC
1 stop8h 14mFrontier
Sun 12/143:27 pmSJC - ORD
1 stop18h 15mFrontier
Deal found 11/25$292
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/153:05 pmORD - SJC
1 stop9h 37mAlaska Airlines
Fri 3/138:05 pmSJC - ORD
1 stop16h 53mAlaska Airlines
Deal found 11/24$295
This Delta deal was found by Cheapflights users on 11/24. 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.
Thu 12/187:50 amORD - SJC
1 stop10h 04mDelta
Tue 3/107:00 amSJC - ORD
2 stops14h 53mDelta
Deal found 11/24$298
This Delta deal was found by Cheapflights users on 11/24. 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 12/157:50 amORD - SJC
2 stops17h 06mDelta
Tue 3/109:16 amSJC - ORD
2 stops12h 37mDelta
Deal found 11/24$304
This Delta deal was found by Cheapflights users on 11/24. 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.
Tue 12/167:50 amORD - SJC
1 stop10h 04mDelta
Thu 3/129:16 amSJC - ORD
2 stops12h 37mDelta
Deal found 11/24$308
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 12/49:06 pmORD - SJC
1 stop19h 26mMultiple Airlines
Sun 12/78:08 pmSJC - ORD
1 stop26h 05mMultiple Airlines
Deal found 11/23$311
This Delta deal was found by Cheapflights users on 11/24. 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 12/157:50 amORD - SJC
2 stops17h 06mDelta
Thu 3/129:16 amSJC - ORD
2 stops12h 37mDelta
Deal found 11/24$314
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 12/49:53 pmORD - SJC
2 stops18h 39mFrontier
Sun 12/78:08 pmSJC - ORD
1 stop26h 05mFrontier
Deal found 11/23$332

Cheap flight deals from O'Hare Intl to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San Jose (SJC). 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 November 25, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$270
(KAYAK)

One-way from

$97
(CheapOair)

Popular in

June

Cheapest in

September

Average price

$460

Good round-trip deal

$417 or less

Good one-way deal

$238 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San Jose flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San Jose flights.
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From Chicago O'Hare Intl to San Jose
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One-way flight from Chicago O'Hare Intl to San Jose
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to San Jose.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to San Jose.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to San Jose 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 November 25, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Jose that are best for you.

Fly from

O'Hare Intl

Fly to

San Jose

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

8:55 am-2:32 pm

1 stop7h 37m

San Jose

Fri 3/13

8:05 pm-2:58 pm

1 stop16h 53m

$277

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 12/18

8:39 am-2:16 pm

1 stop7h 37m

San Jose

Tue 3/10

7:00 am-11:59 pm

1 stop14h 59m

$280

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

8:55 am-2:32 pm

1 stop7h 37m

San Jose

Thu 3/12

2:53 pm-11:59 pm

1 stop7h 06m

$280

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 1/9

2:20 pm-10:07 pm

1 stop9h 47m

San Jose

Sun 1/18

11:40 am-11:53 pm

1 stop10h 13m

$283

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 12/15

7:50 am-6:18 pm

2 stops12h 28m

San Jose

Wed 3/11

11:39 am-11:53 pm

1 stop10h 14m

$298

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 12/16

6:00 am-3:54 pm

2 stops11h 54m

San Jose

Mon 3/9

7:00 am-11:53 pm

2 stops14h 53m

$304

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 1/16

2:20 pm-10:55 pm

2 stops10h 35m

San Jose

Fri 1/23

7:45 am-9:52 pm

2 stops12h 07m

$304

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

7:50 am-7:18 pm

2 stops13h 28m

San Jose

Wed 3/11

9:16 am-11:53 pm

2 stops12h 37m

$304

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 12/16

7:50 am-3:54 pm

1 stop10h 04m

San Jose

Thu 3/12

9:16 am-11:53 pm

2 stops12h 37m

$308

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 2/20

1:00 pm-10:59 pm

1 stop11h 59m

San Jose

Sun 2/22

7:00 am-11:59 pm

1 stop14h 59m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 24 results
1
2
3

Compare providers for flights from O'Hare Intl to San Jose

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 O'Hare Intl to San Jose in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 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 Chicago O'Hare Intl Airport-San Jose, California flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago O'Hare Intl Airport-San Jose, California flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San Jose, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San Jose, California 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 Chicago O'Hare Intl Airport-San Jose, California 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 O'Hare Intl to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from O'Hare Intl 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 O'Hare Intl Airport to San Jose

How far ahead should I book a flight from Chicago O'Hare Intl Airport to San Jose, California?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San Jose. Price data was last updated on November 21, 2025.

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San Jose, California. 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 Chicago O'Hare Intl Airport to San Jose, California?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $80). Flying from Chicago O'Hare Intl Airport to San Jose, California in November is currently the most expensive (average of $204). 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 ORD to SJC?

Find hourly flight availability from O'Hare Intl to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 25, 2025.

When flying from Chicago O'Hare Intl Airport to San Jose, California, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 52% versus a flight in the morning.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to San Jose, California?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to San Jose. Price data was last updated on November 25, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San Jose, California flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Chicago O'Hare Intl Airport to San Jose 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 Chicago O'Hare Intl Airport to San Jose trip
Airports
ORD

For a quick departure, use the 'L' train from downtown Chicago to avoid traffic delays when heading to ORD.

Read more about ORDby Ramsey Qubein
SJC

For a fast exit from SJC, use rideshare services with designated pick-up spots at all terminals.

Read more about SJCby Daniel Scheffler
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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
Daniel Scheffler

Daniel Scheffler

Expert on SJC

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. 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 San Jose. Reviews last updated November 25, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to San Jose, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
9,043 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,157 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,097 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to San Jose. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San Jose from Chicago O'Hare Intl?

    Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to San Jose from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to San Jose (SJC) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 7 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to San Jose, California?

    A quick flight from Chicago O'Hare Intl Airport to San Jose, California can take about 7h 37m. Alaska Airlines provides one of the quickest options available for as low as $277. There are 1824 mi between Chicago O'Hare Intl Airport and San Jose, California. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to San Jose, California round-trip?

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to San Jose, California round-trip from $80. Other airlines that can offer you cheap pricing are Spirit Airlines, from $142, and Alaska Airlines, from $260. You may be able to fly from Chicago O'Hare Intl Airport to San Jose, California for 81% less than the average price by searching for these airlines.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to San Jose, California?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to San Jose, California? While on average our users pay $408, our data indicates the cheapest price to be $193. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $258.

  • Can I find deals for flights from O'Hare Intl to San Jose that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to San Jose.

  • Can I find deals for business class flights from O'Hare Intl to San Jose?

    Yes. Cheapflights offers flight deals from O'Hare Intl to San Jose 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 O'Hare Intl Airport to San Jose, California?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $80). Flying from Chicago O'Hare Intl Airport to San Jose, California in November is currently the most expensive (average of $204). 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

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Alternative routes for O'Hare Intl to San Jose

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from O'Hare Intl to San Jose

Discover the top 7 airlines that operate flights from O'Hare Intl to San Jose. 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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$238FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$142Average$220FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$260Average$338FlexibilityNo cancel feeOn-time75%
DeltaCheapest$265Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$340Average$506FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$348Average$496FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$352Average$620FlexibilityNo cancel feeOn-time71%

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