Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at USD 235 with Southwest Airlines.Best fare available on Aug 31, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

20 Aug
Southwest Airlines
06:15MDW
17:35HNL
1 StopUSD 398VIEW DEAL
25 Aug
Southwest Airlines
10:20MDW
02:10HNL
1 StopUSD 316VIEW DEAL
26 Aug
Southwest Airlines
10:20MDW
02:10HNL
1 StopUSD 264VIEW DEAL
26 Aug
Southwest Airlines
12:20MDW
02:15HNL
1 StopUSD 316VIEW DEAL
30 Aug
Southwest Airlines
06:10MDW
17:35HNL
1 StopUSD 269VIEW DEAL
30 Aug
Southwest Airlines
07:10MDW
18:05HNL
1 StopUSD 319VIEW DEAL
30 Aug
Southwest Airlines
10:35MDW
02:20HNL
1 StopUSD 309VIEW DEAL
31 Aug
Southwest Airlines
05:40MDW
18:05HNL
1 StopUSD 235VIEW DEAL
1 Sept
Southwest Airlines
10:05MDW
02:20HNL
1 StopUSD 321VIEW DEAL
1 Sept
Southwest Airlines
10:20MDW
02:10HNL
1 StopUSD 294VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Aug
from USD 235
Sep
from USD 264
Oct
from USD 267
Nov
from USD 285
Dec
from USD 300
Jan
from USD 393

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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