Honolulu

$240+ Cheap flights from Chicago (CHI) to Honolulu (HNL)

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Oct 14 — Oct 211
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Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in October or January, booked 44 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Honolulu

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Honolulu (HNL). 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 14, 2025.

Round-trip from

$460
(Delta)

One-way from

$240
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$650

Good round-trip deal

$828 or less

Good one-way deal

$386 or less
From Chicago (CHI) to Honolulu
One-way flight from Chicago (CHI) to Honolulu
Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Chicago (CHI) to Honolulu.
Price to beat on a one-way flight from Chicago (CHI) to Honolulu.

Find flight deals from Chicago to Honolulu

Cheapest flights from Chicago to Honolulu
Explore the most affordable flight options available from Chicago to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 12/109:15 amORD - HNL
1 stop16h 06mAlaska Airlines
Sun 1/111:30 pmHNL - ORD
1 stop19h 34mAlaska Airlines
Deal found 9/10$459
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:10 amORD - HNL
1 stop11h 41mDelta
Thu 11/1311:28 pmHNL - ORD
2 stops15h 17mDelta
Deal found 9/13$460
This Alaska Airlines deal was found by Cheapflights users on 9/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:20 amORD - HNL
1 stop17h 45mAlaska Airlines
Tue 11/49:25 pmHNL - ORD
2 stops12h 29mAlaska Airlines
Deal found 9/12$461
This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 12/46:45 amORD - HNL
2 stops17h 43mDelta
Sun 12/1411:35 pmHNL - ORD
1 stop13h 43mDelta
Deal found 9/11$462
This Alaska Airlines deal was found by Cheapflights users on 9/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/242:04 pmORD - HNL
1 stop11h 52mAlaska Airlines
Wed 10/299:30 pmHNL - ORD
2 stops16h 29mAlaska Airlines
Deal found 9/12$464
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1612:30 pmMDW - HNL
2 stops27h 23mMultiple Airlines
Wed 12/310:45 amHNL - MDW
1 stop23h 47mMultiple Airlines
Deal found 9/11$464
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:25 amORD - HNL
1 stop18h 08mMultiple Airlines
Wed 10/297:43 amHNL - ORD
2 stops19h 11mMultiple Airlines
Deal found 9/12$465
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:25 amORD - HNL
1 stop18h 08mMultiple Airlines
Tue 11/410:27 amHNL - ORD
2 stops15h 58mMultiple Airlines
Deal found 9/12$466
This Hawaiian Airlines deal was found by Cheapflights users on 9/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:00 amORD - HNL
1 stop14h 04mHawaiian Airlines
Thu 11/1311:55 pmHNL - ORD
1 stop13h 02mHawaiian Airlines
Deal found 9/11$467
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 12/68:50 amORD - HNL
2 stops16h 58mDelta
Thu 12/112:27 pmHNL - ORD
2 stops14h 13mDelta
Deal found 9/11$468
This Alaska Airlines deal was found by Cheapflights users on 9/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:20 amORD - HNL
1 stop17h 45mAlaska Airlines
Sun 11/211:51 pmHNL - ORD
1 stop10h 03mAlaska Airlines
Deal found 9/12$470
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:56 pmMDW - HNL
1 stop17h 57mMultiple Airlines
Wed 11/511:51 pmHNL - MDW
2 stops13h 31mMultiple Airlines
Deal found 9/12$471

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Honolulu 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 14, 2025.
Use the filters below to find and compare flights from Chicago to Honolulu that are best for you.

Fly from

Chicago

Fly to

Honolulu

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 10/24

7:10 am-2:14 pm

1 stop12h 04m

Honolulu

Tue 11/4

9:30 pm-12:27 pm

1 stop10h 57m

$479

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 10/21

11:55 am-9:00 pm

1 stop14h 05m

Honolulu

Fri 10/31

9:10 pm-4:50 pm

1 stop14h 40m

$479

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 10/30

8:57 am-8:26 pm

2 stops16h 29m

Honolulu

Tue 11/4

9:30 pm-12:27 pm

1 stop10h 57m

$484

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 10/29

7:37 am-7:09 pm

1 stop16h 32m

Honolulu

Wed 11/5

2:20 pm-9:43 am

2 stops15h 23m

$484

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 12/2

3:05 pm-12:25 pm

1 stop25h 20m

Honolulu

Tue 12/9

11:59 pm-4:55 pm

1 stop12h 56m

$487

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 10/28

10:00 am-5:10 pm

1 stop12h 10m

Honolulu

Sat 11/1

11:51 pm-11:59 pm

1 stop20h 08m

$490

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 10/30

9:20 am-8:26 pm

2 stops16h 06m

Honolulu

Tue 11/4

2:20 pm-8:55 am

2 stops14h 35m

$490

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 10/29

9:35 am-7:09 pm

2 stops14h 34m

Honolulu

Wed 11/5

2:20 pm-8:55 am

2 stops14h 35m

$490

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 11/1

7:37 am-7:09 pm

1 stop16h 32m

Honolulu

Sun 11/9

11:28 pm-6:45 pm

2 stops15h 17m

$492

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 11/28

7:33 am-8:15 pm

2 stops16h 42m

Honolulu

Sun 12/7

11:35 pm-7:54 pm

2 stops16h 19m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 40 results
1
2
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The best insider tips for Chicago to Honolulu 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 to Honolulu trip
Airports
ORD

For a quick snack before your flight, grab some Garrett Popcorn near gate B8, a Chicago favorite.

Read more about ORDby Ramsey Qubein
HNL

For a quick ride to Waikiki, consider rideshare apps. They're often cheaper and faster than taxis.

Read more about HNLby Yulia Denisyuk
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
Yulia Denisyuk

Yulia Denisyuk

Expert on HNL

Yulia Denisyuk

Yulia Denisyuk

Yulia is a freelance journalist who’s dispatched from 90+ countries. Her work focuses on cultures, adventure trips and air travel, appearing in NatGeo, NYT, CNTraveler, and more. For past assignments, she’s stayed with nomads in Mongolia and learned the art of Imigongo in Rwanda. She’s based in Chicago; in winter she often questions that decision.

Read more

Best time to book a flight from Chicago to Honolulu

Have a flexible travel schedule? Discover the best time to fly to Honolulu from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Honolulu

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Honolulu. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 44 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $469). Flying from Chicago to Honolulu in June is currently the most expensive (average of $687). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Chicago to Honolulu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Honolulu in the afternoon. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Honolulu. Price data was last updated on December 16, 2024.

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

Weekly flight availability from Chicago to Honolulu

Explore weekly flight availability from Chicago to Honolulu. 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 14, 2025.

The most flights from CHI to HNL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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

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

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

Seattle (SEA) – chosen by Cheapflights users on 68% of 1-stop itineraries from Chicago to Honolulu on Cheapflights.

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

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

Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of $593.

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

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

Flights via Portland (PDX) have the shortest average one-way travel time for 1-stop routes: 11h 17m.

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

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

Flights via Portland (PDX) offer the fastest connection on this route, with an average layover time of 1h 07m.

Reviews of airlines servicing Honolulu

Get insights into the airlines that provide service to Honolulu. 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 Honolulu. Reviews last updated September 14, 2025.
Read through reviews of airlines operating flights from Chicago to Honolulu, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
8.0
Very good

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

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

    Honolulu (HNL) is the airport you will fly into if you book a flight from Chicago to Honolulu. You should not have trouble finding flights to Honolulu from Chicago; the airport handles an average of 2 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the Honolulu airport from Chicago. It is only a 4.4 mi journey from Honolulu (HNL) to Honolulu’s city center.

  • How long is the flight from Chicago to Honolulu?

    There are many flights that can get you from Chicago to Honolulu in 12h 04m. Fly via Delta, Southwest, or Alaska Airlines to get the fastest option. Airlines will cover a distance of 4234 mi. This flight may include one or multiple stops.

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

    According to our current data, Delta ($335), Hawaiian Airlines ($405), and Alaska Airlines ($420) offers the cheapest pricing from Chicago to Honolulu. Delta is 56% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Chicago to Honolulu are Hawaiian Airlines ($240), Delta ($240), and Alaska Airlines ($244).

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

    Before booking your flight to Honolulu from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (72%), Air New Zealand (72%), Qantas Airways( 0%).

  • What are the cheapest flights from Chicago to Honolulu?

    On average you can expect to pay $1,959 for a flight from Chicago to Honolulu. The cheapest flight overall is $326 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $385.

  • Where are the most common layover locations when flying from Chicago to Honolulu?

  • What are some popular things to do or see while on a layover in Los Angeles?

    The majority of Los Angeles visitors spend their time at Hollywood Bowl, Hollywood Walk of Fame, and The Wiltern. Hollywood Bowl, Hollywood Walk of Fame, and The Wiltern can be visited by traveling about 12.5 mi, 11.7 mi, and 10.0 mi respectively from Los Angeles. Those looking to explore during their layover in Los Angeles can rent a car from Los Angeles for about $49 per day.

  • What are some popular points of interest to see during a layover in Seattle?

    If you're on a layover in Seattle and looking for things to do, consider visiting Pike Place Market, Space Needle, or Seattle Waterfront. Pike Place Market, Space Needle, and Seattle Waterfront are located about 11.2 mi, 12.0 mi, and 10.9 mi, respectively from Seattle/Tacoma Intl. Those on a layover in Seattle in need of a rental car can book one at Seattle/Tacoma Intl for about $67.

  • Where are the least popular layover locations for Chicago to Honolulu flights?

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Honolulu by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, November is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $469). Flying from Chicago to Honolulu in June is currently the most expensive (average of $687). 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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Top 6 airlines flying from Chicago to Honolulu

Discover the top 6 airlines that operate flights from Chicago to Honolulu. 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$581FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$405Average$752FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$420Average$663FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$423Average$750FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$553Average$759FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$745Average$1,113FlexibilityNo cancel feeOn-time69%

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