$238+ Cheap flights from Honolulu (HNL) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — CHI
Sep 20 — Sep 271
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Honolulu to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Honolulu to Chicago are usually found in February or January, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday
Cheap flight deals from Honolulu to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Honolulu to ChicagoExplore the most affordable flight options available from Honolulu to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Honolulu to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/18. 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 11/510:50 pm -
1 stop15h 05m
Sun 11/810:15 am -
1 stop14h 50m
Deal found 8/18![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 8/19. 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 11/53:15 pm -
1 stop16h 20m
Mon 11/97:30 am -
2 stops17h 40m
Deal found 8/19![Southwest logo]()
$470
This Southwest deal was found by Cheapflights users on 8/17. 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 9/2411:55 am -
1 stop12h 50m
Mon 9/2810:10 am -
1 stop16h 10m
Deal found 8/17![Southwest logo]()
$494
This Delta deal was found by Cheapflights users on 8/19. 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 10/139:25 pm -
1 stop15h 25m
Tue 10/207:35 am -
2 stops18h 40m
Deal found 8/19![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 8/17. 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 10/279:35 pm -
1 stop21h 12m
Mon 11/96:45 am -
2 stops18h 12m
Deal found 8/17![Delta logo]()
$497
This Southwest deal was found by Cheapflights users on 8/19. 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 11/43:15 pm -
1 stop16h 20m
Mon 11/97:30 am -
2 stops17h 40m
Deal found 8/19![Southwest logo]()
$500
This Alaska Airlines deal was found by Cheapflights users on 8/21. 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 11/58:25 am -
1 stop11h 24m
Sat 11/142:15 pm -
1 stop29h 06m
Deal found 8/21![Multiple Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 8/17. 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 10/279:35 pm -
1 stop21h 12m
Thu 11/127:40 am -
1 stop17h 17m
Deal found 8/17![Delta logo]()
$508
This Kissandfly.com deal was found by Cheapflights users on 8/18. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1210:40 pm -
2 stops20h 07m
Mon 10/198:01 pm -
1 stop20h 47m
Deal found 8/18![Multiple Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 8/17. 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 10/279:35 pm -
1 stop21h 12m
Sat 11/149:30 am -
1 stop15h 27m
Deal found 8/17![Delta logo]()
$513
This Delta deal was found by Cheapflights users on 8/17. 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 10/299:35 pm -
1 stop21h 12m
Fri 11/136:19 pm -
2 stops27h 31m
Deal found 8/17![Delta logo]()
$516
This Delta deal was found by Cheapflights users on 8/17. 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 10/309:35 pm -
2 stops21h 19m
Fri 11/136:28 pm -
1 stop21h 47m
Deal found 8/17![Delta logo]()
$518
Best flights from Honolulu to ChicagoDiscover carefully curated flight deals from Honolulu to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Honolulu to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/18. 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 9/2411:55 am -
1 stop12h 50m
Mon 9/2810:10 am -
1 stop16h 10m
Deal found 8/18![Southwest logo]()
$494
This Delta deal was found by Cheapflights users on 8/20. 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 10/69:25 pm -
1 stop15h 25m
Wed 10/218:05 am -
2 stops18h 10m
Deal found 8/20![Delta logo]()
$545
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 10/237:55 am -
2 stops16h 45m
Sun 11/12:15 pm -
2 stops20h 29m
Deal found 8/18![Multiple Airlines logo]()
$598
This Southwest deal was found by Cheapflights users on 8/16. 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 11/510:50 pm -
1 stop15h 05m
Sun 11/810:15 am -
1 stop14h 50m
Deal found 8/16![Southwest logo]()
$584
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 9/2411:59 pm -
2 stops25h 21m
Mon 9/286:00 am -
2 stops20h 08m
Deal found 8/16![Multiple Airlines logo]()
$599
This Delta deal was found by Cheapflights users on 8/17. 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 11/54:30 pm -
2 stops16h 17m
Sat 11/146:00 am -
2 stops18h 57m
Deal found 8/17![Delta logo]()
$631
This Southwest deal was found by Cheapflights users on 8/17. 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 9/149:25 pm -
1 stop14h 10m
Mon 9/2111:10 am -
2 stops15h 10m
Deal found 8/17![Southwest logo]()
$610
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 10/168:35 pm -
2 stops16h 45m
Sun 10/257:49 pm -
1 stop21h 14m
Deal found 8/19![Multiple Airlines logo]()
$614
This Delta deal was found by Cheapflights users on 8/18. 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 11/198:25 pm -
1 stop11h 38m
Thu 11/266:45 am -
2 stops18h 12m
Deal found 8/18![Delta logo]()
$662
This Southwest deal was found by Cheapflights users on 8/16. 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 10/141:10 pm -
1 stop11h 45m
Sun 10/185:10 am -
2 stops16h 15m
Deal found 8/16![Southwest logo]()
$620
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 9/97:30 am -
1 stop11h 29m
Wed 9/238:00 am -
1 stop13h 48m
Deal found 8/16![Multiple Airlines logo]()
$625
This Alaska Airlines deal was found by Cheapflights users on 8/20. 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 11/198:25 am -
1 stop11h 24m
Mon 11/232:06 pm -
1 stop25h 23m
Deal found 8/20![Multiple Airlines logo]()
$638
This Southwest deal was found by Cheapflights users on 8/19. 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 9/158:10 am -
1 stop15h 20m
Tue 9/2212:00 pm -
2 stops14h 25m
Deal found 8/19![Southwest logo]()
$640
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 11/59:37 pm -
2 stops16h 00m
Sun 11/82:15 pm -
2 stops24h 55m
Deal found 8/19![Multiple Airlines logo]()
$662
This Southwest deal was found by Cheapflights users on 8/19. 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 9/178:10 am -
1 stop10h 40m
Sun 9/206:10 am -
1 stop11h 30m
Deal found 8/19![Southwest logo]()
$689
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 8/319:41 pm -
1 stop10h 45m
Sun 9/61:03 pm -
1 stop13h 21m
Deal found 8/19![Multiple Airlines logo]()
$720
Last-minute flights from Honolulu to ChicagoDiscover last-minute flight deals from Honolulu to Chicago. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Honolulu to Chicago. Data last updated August 21, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 9/99:00 pm -
2 stops17h 21m
Wed 9/233:52 pm -
1 stop13h 07m
Deal found 8/18![Multiple Airlines logo]()
$573
This Southwest deal was found by Cheapflights users on 8/17. 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 9/149:00 pm -
1 stop11h 30m
Mon 9/2110:10 am -
1 stop16h 10m
Deal found 8/17![Southwest logo]()
$524
This Southwest deal was found by Cheapflights users on 8/19. 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 9/168:15 am -
1 stop15h 45m
Wed 9/2310:15 am -
1 stop16h 05m
Deal found 8/19![Southwest logo]()
$554
This Expedia deal was found by Cheapflights users on 8/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:00 pm -
2 stops17h 21m
Wed 9/238:00 am -
2 stops18h 08m
Deal found 8/18![Multiple Airlines logo]()
$577
This Priceline deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:30 pm -
1 stop30h 29m
Thu 9/243:52 pm -
1 stop13h 02m
Deal found 8/17![Multiple Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 8/19. 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 9/179:30 pm -
1 stop14h 53m
Sun 9/207:07 am -
1 stop14h 31m
Deal found 8/19![Delta logo]()
$589
This Southwest deal was found by Cheapflights users on 8/20. 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 9/198:15 am -
1 stop15h 45m
Sat 9/262:05 pm -
1 stop12h 20m
Deal found 8/20![Southwest logo]()
$584
This Delta deal was found by Cheapflights users on 8/19. 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 9/219:30 pm -
1 stop14h 53m
Fri 9/257:07 am -
1 stop14h 31m
Deal found 8/19![Delta logo]()
$530
This Priceline deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:45 pm -
1 stop12h 35m
Tue 9/292:18 pm -
1 stop27h 01m
Deal found 8/19![Multiple Airlines logo]()
$583
This Southwest deal was found by Cheapflights users on 8/17. 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 9/2411:55 am -
1 stop12h 50m
Mon 9/2810:10 am -
1 stop16h 10m
Deal found 8/17![Southwest logo]()
$494
This Southwest deal was found by Cheapflights users on 8/18. 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 9/2411:00 am -
2 stops13h 40m
Tue 9/2910:20 am -
1 stop15h 55m
Deal found 8/18![Southwest logo]()
$575
This SmartFares deal was found by Cheapflights users on 8/16. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:45 pm -
1 stop12h 35m
Mon 9/286:00 am -
2 stops15h 52m
Deal found 8/16![Multiple Airlines logo]()
$588
One-way flights from Honolulu to ChicagoSearch for one-way flight options from Honolulu to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Honolulu to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 11/1711:09 pm -
1 stop15h 50m
Deal found 8/19![Alaska Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 8/20. 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 9/229:30 pm -
1 stop14h 53m
Deal found 8/20![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 8/17. 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 10/159:25 pm -
1 stop21h 22m
Deal found 8/17![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 8/20. 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 9/1311:55 am -
1 stop12h 50m
Deal found 8/20![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/17. 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 11/131:20 pm -
1 stop27h 35m
Deal found 8/17![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 8/17. 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 10/149:25 pm -
2 stops19h 40m
Deal found 8/17![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 8/18. 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 9/1612:35 pm -
1 stop20h 09m
Deal found 8/18![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 8/17. 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 11/1711:34 pm -
2 stops20h 21m
Deal found 8/17![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 8/19. 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 10/59:30 pm -
1 stop15h 20m
Deal found 8/19![Delta logo]()
$261
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 11/1811:09 pm -
1 stop20h 40m
Deal found 8/18![Alaska Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 8/17. 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 11/211:55 pm -
1 stop11h 45m
Deal found 8/17![Southwest logo]()
$268
This Delta deal was found by Cheapflights users on 8/17. 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 10/512:29 pm -
2 stops18h 25m
Deal found 8/17![Delta logo]()
$272
Find flight deals from Honolulu to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Honolulu (HNL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $464 (Southwest) |
One-way from | $238 (Alaska Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $1,163 |
Good round-trip deal | $718 or less |
Good one-way deal | $386 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Honolulu to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Honolulu to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HonoluluChicago
HNL Honolulu - MDW Chicago Midway
HNLMDW
Honolulu
Thu 9/24
11:55 am-5:45 am
1 stop12h 50m
Chicago Midway
Mon 9/28
10:10 am-9:20 pm
1 stop16h 10m
$494
HonoluluChicago
HNL Honolulu - ORD Chicago O'Hare Intl
HNLORD
Honolulu
Tue 10/6
9:25 pm-5:50 pm
1 stop15h 25m
Chicago O'Hare Intl
Wed 10/21
8:05 am-9:15 pm
2 stops18h 10m
$545
HonoluluChicago
HNL Honolulu - MDW Chicago Midway
HNLMDW
Honolulu
Thu 11/5
10:50 pm-5:55 pm
1 stop15h 05m
Chicago Midway
Sun 11/8
10:15 am-9:05 pm
1 stop14h 50m
$584
HonoluluChicago
HNL Honolulu - ORD Chicago O'Hare Intl
HNLORD
Honolulu
Fri 10/23
7:55 am-5:40 am
2 stops16h 45m
Chicago O'Hare Intl
Sun 11/1
2:15 pm-6:44 am
2 stops20h 29m
$598
HonoluluChicago
HNL Honolulu - ORD Chicago O'Hare Intl
HNLORD
Honolulu
Thu 9/24
11:59 pm-6:20 am
2 stops25h 21m
Chicago O'Hare Intl
Mon 9/28
6:00 am-9:08 pm
2 stops20h 08m
$599
HonoluluChicago
HNL Honolulu - MDW Chicago Midway
HNLMDW
Honolulu
Mon 9/14
9:25 pm-4:35 pm
1 stop14h 10m
Chicago Midway
Mon 9/21
11:10 am-9:20 pm
2 stops15h 10m
$610
HonoluluChicago
HNL Honolulu - ORD Chicago O'Hare Intl
HNLORD
Honolulu
Fri 10/16
8:35 pm-6:20 pm
2 stops16h 45m
Chicago O'Hare Intl
Sun 10/25
7:49 pm-12:03 pm
1 stop21h 14m
$614
HonoluluChicago
HNL Honolulu - MDW Chicago Midway
HNLMDW
Honolulu
Wed 10/14
1:10 pm-5:55 am
1 stop11h 45m
Chicago Midway
Sun 10/18
5:10 am-4:25 pm
2 stops16h 15m
$620
HonoluluChicago
HNL Honolulu - ORD Chicago O'Hare Intl
HNLORD
Honolulu
Wed 9/9
7:30 am-11:59 pm
1 stop11h 29m
Chicago O'Hare Intl
Wed 9/23
8:00 am-4:48 pm
1 stop13h 48m
$625
HonoluluChicago
HNL Honolulu - MDW Chicago Midway
HNLMDW
Honolulu
Thu 11/5
4:30 pm-12:47 pm
2 stops16h 17m
Chicago Midway
Sat 11/14
6:00 am-8:57 pm
2 stops18h 57m
$631
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Honolulu to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Honolulu to Chicago 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 Honolulu-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Honolulu-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Honolulu-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Honolulu-Chicago 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 Honolulu-Chicago 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 Honolulu to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Honolulu with our price prediction graph.
HNL-CHI
HNL-MDW
HNL-ORD
HNL-RFD
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 Honolulu to Chicago
HNL-CHI
HNL-MDW
HNL-ORD
HNL-RFD
What is the cheapest month to book a flight from Honolulu to Chicago?
Currently, January is the cheapest month in which you can book a flight from Honolulu to Chicago (average of $527). Flying from Honolulu to Chicago in June is currently the most expensive (average of $1,149). 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 HNL to CHI?
Find hourly flight availability from Honolulu to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Honolulu to Chicago as you normally would.
Weekly flight availability from Honolulu to Chicago
Explore weekly flight availability from Honolulu to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 21, 2026.
The most flights from HNL to CHI 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 Honolulu to Chicago?
Airfare is below average for this route at the moment.
Honolulu to Chicago flights typically cost between $562 and $984 in November.The cheapest round-trip price found within the last 5 days was $464 on Southwest (Nov 5-Nov 8).
How far ahead should I book a flight from Honolulu to Chicago?
The price you pay for your flight from Honolulu to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 77 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
The best insider tips for Honolulu to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Honolulu to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 21, 2026.
Read through reviews of airlines operating flights from Honolulu to Chicago, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Honolulu to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Honolulu
Popular flights
Alternative routes for Honolulu to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Honolulu to Chicago by cabin class
Find flights from Honolulu to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Honolulu and Chicago flights
Browse other Honolulu and Chicago flight options. Last updated on August 21, 2026.
Other flights from Honolulu
Browse through other flights departing from Honolulu. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Honolulu to Chicago
Discover the top 5 airlines that operate flights from Honolulu to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$590 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$330 | Average$817 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$479 | Average$780 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$491 | Average$914 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$580 | Average$730 | FlexibilityNo cancel fee | On-time63% |