Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at USD 292 with Southwest Airlines.Best fare available on Sep 12, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

11 Sept
Frontier Airlines
12:54MDW
17:30HNL
2 StopUSD 581VIEW DEAL
12 Sept
Southwest Airlines
14:05MDW
02:25HNL
1 StopUSD 292VIEW DEAL
14 Sept
Southwest Airlines
14:50MDW
02:25HNL
1 StopUSD 393VIEW DEAL
15 Sept
Southwest Airlines
12:20MDW
02:20HNL
1 StopUSD 355VIEW DEAL
16 Sept
Southwest Airlines
17:15MDW
02:20HNL
1 StopUSD 333VIEW DEAL
16 Sept
Southwest Airlines
10:20MDW
02:15HNL
1 StopUSD 387VIEW DEAL
17 Sept
Southwest Airlines
07:00MDW
02:15HNL
1 StopUSD 294VIEW DEAL
17 Sept
Southwest Airlines
10:10MDW
02:20HNL
1 StopUSD 393VIEW DEAL
17 Sept
Southwest Airlines
06:15MDW
17:35HNL
1 StopUSD 400VIEW DEAL
18 Sept
Southwest Airlines
20:45MDW
02:20HNL
1 StopUSD 311VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Sep
from USD 283
Oct
from USD 267
Nov
from USD 240
Dec
from USD 300
Jan
from USD 372
Feb
from USD 268

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

Honolulu

Daniel K Inouye International Airport (HNL)

Honolulu, Oahu, HNL
Zone

Honolulu

Elev

13 ft

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