$243+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HNL
Aug 11 — Aug 181
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
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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 July 12, 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 July 12, 2026.
This Delta deal was found by Cheapflights users on 7/11. 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 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Tue 9/81:00 pm
HNL
- MDW
2 stops14h 48m
Delta
Deal found 7/11![Delta logo]()
$647
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:40 pm
MDW
- HNL
2 stops13h 40m
Southwest
Wed 8/268:55 pm
HNL
- MDW
2 stops12h 40m
Southwest
Deal found 7/11![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 7/7. 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 8/2010:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Tue 8/259:25 pm
HNL
- MDW
1 stop14h 10m
Southwest
Deal found 7/7![Southwest logo]()
$650
This Delta deal was found by Cheapflights users on 7/8. 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 8/189:24 am
MDW
- HNL
2 stops16h 56m
Delta
Thu 9/32:50 pm
HNL
- MDW
1 stop13h 27m
Delta
Deal found 7/8![Delta logo]()
$653
This Southwest deal was found by Cheapflights users on 7/12. 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 8/2611:00 am
MDW
- HNL
2 stops15h 20m
Southwest
Wed 9/29:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 7/12![Southwest logo]()
$655
This Delta deal was found by Cheapflights users on 7/8. 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 11/39:59 am
MDW
- HNL
2 stops16h 16m
Delta
Tue 11/104:30 pm
HNL
- MDW
1 stop12h 15m
Delta
Deal found 7/8![Delta logo]()
$656
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1812:00 pm
MDW
- HNL
2 stops14h 20m
Southwest
Thu 8/209:00 pm
HNL
- MDW
2 stops13h 45m
Southwest
Deal found 7/7![Southwest logo]()
$661
This Delta deal was found by Cheapflights users on 7/11. 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 8/219:24 am
MDW
- HNL
2 stops16h 56m
Delta
Fri 8/284:18 pm
HNL
- MDW
2 stops15h 21m
Delta
Deal found 7/11![Delta logo]()
$664
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Sat 8/2911:55 am
HNL
- MDW
1 stop12h 50m
Southwest
Deal found 7/10![Southwest logo]()
$667
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 July 12, 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 July 12, 2026.
This Southwest deal was found by Cheapflights users on 7/12. 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 8/2611:00 am
MDW
- HNL
2 stops15h 20m
Southwest
Wed 9/29:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 7/12![Southwest logo]()
$655
This Delta deal was found by Cheapflights users on 7/8. 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 9/119:59 am
MDW
- HNL
2 stops16h 14m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/8![Delta logo]()
$726
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:15 am
MDW
- HNL
1 stop15h 55m
Southwest
Tue 8/189:55 pm
HNL
- MDW
2 stops11h 50m
Southwest
Deal found 7/11![Southwest logo]()
$698
This Delta deal was found by Cheapflights users on 7/12. 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.
Tue 9/89:59 am
MDW
- HNL
2 stops16h 14m
Delta
Mon 9/144:13 pm
HNL
- MDW
2 stops19h 03m
Delta
Deal found 7/12![Delta logo]()
$748
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sun 8/2310:10 am
MDW
- HNL
1 stop16h 00m
Southwest
Sun 8/308:10 am
HNL
- MDW
1 stop15h 20m
Southwest
Deal found 7/8![Southwest logo]()
$720
This Delta deal was found by Cheapflights users on 7/11. 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 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Tue 9/82:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/11![Delta logo]()
$779
This Southwest deal was found by Cheapflights users on 7/8. 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
MDW
- HNL
2 stops15h 20m
Southwest
Sun 9/279:25 pm
HNL
- MDW
2 stops12h 50m
Southwest
Deal found 7/8![Southwest logo]()
$728
This Delta deal was found by Cheapflights users on 7/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:59 am
MDW
- HNL
2 stops16h 21m
Delta
Mon 8/101:00 pm
HNL
- MDW
2 stops18h 39m
Delta
Deal found 7/10![Delta logo]()
$779
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:25 am
MDW
- HNL
1 stop12h 30m
Southwest
Wed 7/2912:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 7/11![Southwest logo]()
$773
This Delta deal was found by Cheapflights users on 7/12. 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.
Sat 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/12![Delta logo]()
$779
This Delta deal was found by Cheapflights users on 7/9. 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 9/216:05 am
MDW
- HNL
1 stop12h 13m
Delta
Thu 9/242:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/9![Delta logo]()
$787
Last-minute flights from Midway to HonoluluDiscover last-minute flight deals from Midway to Honolulu. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Honolulu. Data last updated July 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/8. 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 8/1112:20 pm
MDW
- HNL
1 stop13h 55m
Southwest
Tue 8/189:55 pm
HNL
- MDW
2 stops11h 50m
Southwest
Deal found 7/8![Southwest logo]()
$678
This Delta deal was found by Cheapflights users on 7/8. 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 8/189:24 am
MDW
- HNL
2 stops16h 56m
Delta
Thu 9/32:50 pm
HNL
- MDW
1 stop13h 27m
Delta
Deal found 7/8![Delta logo]()
$653
This Southwest deal was found by Cheapflights users on 7/8. 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 8/1810:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Tue 8/258:55 pm
HNL
- MDW
2 stops12h 25m
Southwest
Deal found 7/8![Southwest logo]()
$656
This Delta deal was found by Cheapflights users on 7/8. 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 8/189:59 am
MDW
- HNL
2 stops16h 21m
Delta
Tue 8/2512:39 pm
HNL
- MDW
2 stops15h 38m
Delta
Deal found 7/8![Delta logo]()
$661
This Southwest deal was found by Cheapflights users on 7/7. 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 8/183:05 pm
MDW
- HNL
1 stop11h 15m
Southwest
Thu 8/208:10 am
HNL
- MDW
1 stop10h 35m
Southwest
Deal found 7/7![Southwest logo]()
$672
This Southwest deal was found by Cheapflights users on 7/8. 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 8/2010:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Tue 8/259:25 pm
HNL
- MDW
1 stop14h 10m
Southwest
Deal found 7/8![Southwest logo]()
$650
This Delta deal was found by Cheapflights users on 7/11. 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 8/219:24 am
MDW
- HNL
2 stops16h 56m
Delta
Fri 8/284:18 pm
HNL
- MDW
2 stops15h 21m
Delta
Deal found 7/11![Delta logo]()
$664
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:40 pm
MDW
- HNL
2 stops13h 40m
Southwest
Wed 8/268:55 pm
HNL
- MDW
2 stops12h 40m
Southwest
Deal found 7/11![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Sat 8/2911:55 am
HNL
- MDW
1 stop12h 50m
Southwest
Deal found 7/10![Southwest logo]()
$667
This Southwest deal was found by Cheapflights users on 7/12. 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 8/2611:00 am
MDW
- HNL
2 stops15h 20m
Southwest
Wed 9/29:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 7/12![Southwest logo]()
$655
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 July 12, 2026.
Search for one-way flight options from Midway to Honolulu. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 8/249:24 am
MDW
- HNL
2 stops16h 56m
Delta
Deal found 7/8![Delta logo]()
$243
This Delta deal was found by Cheapflights users on 7/9. 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 8/196:05 am
MDW
- HNL
2 stops20h 15m
Delta
Deal found 7/9![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 7/8. 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 8/246:15 am
MDW
- HNL
1 stop11h 20m
Southwest
Deal found 7/8![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:15 am
MDW
- HNL
1 stop16h 00m
Southwest
Deal found 7/11![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 7/9. 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 8/229:24 am
MDW
- HNL
2 stops16h 56m
Delta
Deal found 7/9![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 7/9. 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 8/205:10 pm
MDW
- HNL
2 stops23h 18m
Delta
Deal found 7/9![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 7/11. 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 9/54:39 pm
MDW
- HNL
2 stops23h 49m
Delta
Deal found 7/11![Delta logo]()
$290
This Delta deal was found by Cheapflights users on 7/9. 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 8/177:25 pm
MDW
- HNL
2 stops21h 03m
Delta
Deal found 7/9![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 7/8. 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 8/77:25 pm
MDW
- HNL
2 stops21h 03m
Delta
Deal found 7/8![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 7/9. 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 8/215:10 pm
MDW
- HNL
2 stops23h 18m
Delta
Deal found 7/9![Delta logo]()
$305
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 July 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $647 (Delta) |
One-way from | $243 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $909 |
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 July 12, 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 - HNL
MDWHNL
Chicago Midway
Wed 8/26
11:00 am-9:20 pm
2 stops15h 20m
Honolulu
Wed 9/2
9:55 pm-3:15 pm
2 stops12h 20m
$655
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 8/13
10:15 am-9:10 pm
1 stop15h 55m
Honolulu
Tue 8/18
9:55 pm-2:45 pm
2 stops11h 50m
$698
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 8/23
10:10 am-9:10 pm
1 stop16h 00m
Honolulu
Sun 8/30
8:10 am-4:30 am
1 stop15h 20m
$720
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 9/11
9:59 am-9:13 pm
2 stops16h 14m
Honolulu
Sun 9/13
2:50 pm-9:07 am
1 stop13h 17m
$726
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 9/16
11:00 am-9:20 pm
2 stops15h 20m
Honolulu
Sun 9/27
9:25 pm-3:15 pm
2 stops12h 50m
$728
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 9/8
9:59 am-9:13 pm
2 stops16h 14m
Honolulu
Mon 9/14
4:13 pm-4:16 pm
2 stops19h 03m
$748
Quickest round-trip
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 7/26
5:25 am-12:55 pm
1 stop12h 30m
Honolulu
Wed 7/29
12:15 pm-5:40 am
1 stop12h 25m
$773
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 9/5
9:24 am-9:20 pm
2 stops16h 56m
Honolulu
Tue 9/8
2:50 pm-9:07 am
1 stop13h 17m
$779
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 8/8
9:59 am-9:20 pm
2 stops16h 21m
Honolulu
Mon 8/10
1:00 pm-12:39 pm
2 stops18h 39m
$779
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 9/5
9:24 am-9:20 pm
2 stops16h 56m
Honolulu
Sun 9/13
2:50 pm-9:07 am
1 stop13h 17m
$779
Showing 1-10 of 22 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 July.
| 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?
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 July 12, 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.
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
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.
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Other flights to Honolulu
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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 July 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$553 | Average$745 | FlexibilityNo cancel fee | On-time63% |