$252+ Cheap flights from Midway (MDW) 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HNL
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Honolulu 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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Honolulu
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Cheapest flights from Midway to HonoluluExplore the most affordable flight options available from Midway to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
Explore the most affordable flight options available from Midway to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
This Southwest deal was found by Cheapflights users on 8/2. 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 9/1611:00 am -
2 stops15h 25m
Wed 9/238:10 am -
1 stop15h 20m
Deal found 8/2![Southwest logo]()
$620
This Southwest deal was found by Cheapflights users on 8/4. 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.
Mon 9/2110:15 am -
1 stop16h 00m
Mon 10/58:55 pm -
1 stop13h 50m
Deal found 8/4![Southwest logo]()
$629
This Delta deal was found by Cheapflights users on 8/4. 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 9/159:29 am -
2 stops16h 43m
Tue 9/2212:35 pm -
2 stops15h 13m
Deal found 8/4![Delta logo]()
$636
This Southwest deal was found by Cheapflights users on 8/4. 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.
Thu 10/12:55 pm -
1 stop11h 30m
Wed 10/71:10 pm -
1 stop11h 45m
Deal found 8/4![Southwest logo]()
$639
This Southwest deal was found by Cheapflights users on 8/3. 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 9/911:00 am -
2 stops15h 20m
Wed 9/308:15 am -
2 stops16h 40m
Deal found 8/3![Southwest logo]()
$640
This Southwest deal was found by Cheapflights users on 8/3. 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.
Thu 9/1010:15 am -
1 stop16h 10m
Thu 9/178:15 am -
1 stop15h 45m
Deal found 8/3![Southwest logo]()
$644
This Delta deal was found by Cheapflights users on 8/3. 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 9/199:29 am -
2 stops16h 43m
Thu 9/242:50 pm -
1 stop13h 17m
Deal found 8/3![Delta logo]()
$651
Best flights from Midway to HonoluluDiscover carefully curated flight deals from Midway to Honolulu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
Discover carefully curated flight deals from Midway to Honolulu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
This Southwest deal was found by Cheapflights users on 8/2. 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.
Mon 11/1612:05 pm -
2 stops13h 15m
Fri 11/2010:05 pm -
2 stops13h 55m
Deal found 8/2![Southwest logo]()
$625
This Delta deal was found by Cheapflights users on 8/3. 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 9/186:05 am -
1 stop12h 13m
Mon 9/214:13 pm -
2 stops15h 26m
Deal found 8/3![Delta logo]()
$751
This Southwest deal was found by Cheapflights users on 8/2. 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 9/1610:20 am -
1 stop15h 55m
Wed 9/238:10 am -
1 stop15h 20m
Deal found 8/2![Southwest logo]()
$649
This Southwest deal was found by Cheapflights users on 8/2. 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 10/76:55 am -
2 stops19h 25m
Wed 10/148:15 am -
1 stop15h 45m
Deal found 8/2![Southwest logo]()
$655
This Delta deal was found by Cheapflights users on 8/5. 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 9/59:24 am -
2 stops16h 56m
Tue 9/82:50 pm -
1 stop13h 17m
Deal found 8/5![Delta logo]()
$775
This Southwest deal was found by Cheapflights users on 8/6. 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.
Mon 1/1110:10 am -
1 stop15h 10m
Sat 1/1611:15 pm -
2 stops11h 40m
Deal found 8/6![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 8/6. 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.
Tue 8/2510:05 am -
1 stop16h 15m
Tue 9/19:55 pm -
1 stop14h 10m
Deal found 8/6![Southwest logo]()
$674
This Southwest deal was found by Cheapflights users on 8/2. 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.
Thu 10/2911:20 am -
2 stops14h 55m
Mon 11/93:15 pm -
1 stop10h 40m
Deal found 8/2![Southwest logo]()
$680
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 8/292:50 pm -
1 stop11h 25m
Tue 9/19:00 pm -
1 stop11h 30m
Deal found 8/4![Southwest logo]()
$689
This Southwest deal was found by Cheapflights users on 8/2. 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.
Fri 10/302:55 pm -
1 stop11h 30m
Sun 11/83:15 pm -
1 stop16h 20m
Deal found 8/2![Southwest logo]()
$734
This Southwest deal was found by Cheapflights users on 8/5. 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.
Mon 8/246:40 am -
1 stop11h 40m
Sat 8/2911:55 am -
1 stop12h 50m
Deal found 8/5![Southwest logo]()
$734
This Southwest deal was found by Cheapflights users on 8/6. 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.
Sat 8/291:45 pm -
2 stops12h 35m
Sat 9/59:25 pm -
2 stops12h 10m
Deal found 8/6![Southwest logo]()
$745
Last-minute flights from Midway to HonoluluDiscover last-minute flight deals from Midway to Honolulu. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Honolulu. Data last updated August 7, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/2. 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.
Tue 8/2510:20 am -
1 stop15h 50m
Mon 8/3111:55 am -
1 stop12h 50m
Deal found 8/2![Southwest logo]()
$639
This Southwest deal was found by Cheapflights users on 8/3. 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 9/911:00 am -
2 stops15h 20m
Wed 9/308:15 am -
2 stops16h 40m
Deal found 8/3![Southwest logo]()
$640
This Southwest deal was found by Cheapflights users on 8/3. 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.
Thu 9/1010:15 am -
1 stop16h 10m
Thu 9/178:15 am -
1 stop15h 45m
Deal found 8/3![Southwest logo]()
$644
This Delta deal was found by Cheapflights users on 8/4. 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 9/159:29 am -
2 stops16h 43m
Tue 9/2212:35 pm -
2 stops15h 13m
Deal found 8/4![Delta logo]()
$636
This Southwest deal was found by Cheapflights users on 8/2. 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 9/1611:00 am -
2 stops15h 25m
Wed 9/238:10 am -
1 stop15h 20m
Deal found 8/2![Southwest logo]()
$620
This Delta deal was found by Cheapflights users on 8/3. 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 9/199:29 am -
2 stops16h 43m
Thu 9/242:50 pm -
1 stop13h 17m
Deal found 8/3![Delta logo]()
$651
This Southwest deal was found by Cheapflights users on 8/4. 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.
Mon 9/2110:15 am -
1 stop16h 00m
Mon 10/58:55 pm -
1 stop13h 50m
Deal found 8/4![Southwest logo]()
$629
One-way flights from Midway to HonoluluSearch for one-way flight options from Midway to Honolulu. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
Search for one-way flight options from Midway to Honolulu. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Delta deal was found by Cheapflights users on 8/6. 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 9/215:10 pm -
2 stops23h 21m
Deal found 8/6![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 8/5. 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 9/129:29 am -
2 stops16h 43m
Deal found 8/5![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 8/4. 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 9/159:29 am -
2 stops16h 43m
Deal found 8/4![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 8/5. 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.
Tue 9/110:15 am -
1 stop16h 00m
Deal found 8/5![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 8/4. 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.
Wed 10/1412:45 pm -
2 stops27h 38m
Deal found 8/4![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/4. 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.
Tue 8/2510:20 am -
2 stops15h 50m
Deal found 8/4![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 8/6. 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 9/19:24 am -
2 stops16h 56m
Deal found 8/6![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 8/5. 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 11/106:00 am -
2 stops18h 57m
Deal found 8/5![Delta logo]()
$311
This Delta deal was found by Cheapflights users on 8/2. 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.
Wed 9/169:29 am -
2 stops16h 43m
Deal found 8/2![Delta logo]()
$315
Find flight deals from Midway to Honolulu
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $620 (Southwest) |
One-way from | $252 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $678 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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 August 7, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Honolulu that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Mon 11/16
12:05 pm-9:20 pm
2 stops13h 15m
Honolulu
Fri 11/20
10:05 pm-4:00 pm
2 stops13h 55m
$625
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Wed 9/16
10:20 am-9:15 pm
1 stop15h 55m
Honolulu
Wed 9/23
8:10 am-4:30 am
1 stop15h 20m
$649
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Wed 10/7
6:55 am-9:20 pm
2 stops19h 25m
Honolulu
Wed 10/14
8:15 am-5:00 am
1 stop15h 45m
$655
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Mon 1/11
10:10 am-9:20 pm
1 stop15h 10m
Honolulu
Sat 1/16
11:15 pm-2:55 pm
2 stops11h 40m
$665
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Tue 8/25
10:05 am-9:20 pm
1 stop16h 15m
Honolulu
Tue 9/1
9:55 pm-5:05 pm
1 stop14h 10m
$674
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Thu 10/29
11:20 am-9:15 pm
2 stops14h 55m
Honolulu
Mon 11/9
3:15 pm-5:55 am
1 stop10h 40m
$680
Quickest round-trip
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sat 8/29
2:50 pm-9:15 pm
1 stop11h 25m
Honolulu
Tue 9/1
9:00 pm-1:30 pm
1 stop11h 30m
$689
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Fri 10/30
2:55 pm-9:25 pm
1 stop11h 30m
Honolulu
Sun 11/8
3:15 pm-11:35 am
1 stop16h 20m
$734
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Mon 8/24
6:40 am-1:20 pm
1 stop11h 40m
Honolulu
Sat 8/29
11:55 am-5:45 am
1 stop12h 50m
$734
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sat 8/29
1:45 pm-9:20 pm
2 stops12h 35m
Honolulu
Sat 9/5
9:25 pm-2:35 pm
2 stops12h 10m
$745
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Midway to Honolulu
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 Midway to Honolulu in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Honolulu flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Honolulu flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Honolulu flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Honolulu 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 Chicago Midway Airport-Honolulu 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 Midway to Honolulu
Have a flexible travel schedule? Discover the best time to fly to Honolulu from Midway with our price prediction graph.
MDW-HNL
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 Midway Airport to Honolulu
What is the cheapest month to book a flight from Chicago Midway Airport to Honolulu?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Honolulu (average of $429). Flying from Chicago Midway Airport to Honolulu in June is currently the most expensive (average of $1,011). 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.
How much does it cost to fly round-trip from Chicago Midway Airport to Honolulu?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Honolulu flights typically cost between $621 and $728 in September.The cheapest round-trip price found within the last 5 days was $620 on Southwest (Sep 16-Sep 23).
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 August 7, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Honolulu. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
Find useful and relevant information for your journey from Midway to Honolulu. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Honolulu?
Book flights to Honolulu if you plan to visit one of these locationsAiea
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Midway and Honolulu flights
Browse other Midway and Honolulu flight options. Last updated on August 7, 2026.
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Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on August 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Honolulu
Discover the top airline that operate flights from Midway 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$553 | Average$744 | FlexibilityNo cancel fee | On-time63% |