Honolulu to Chicago

HNLMDW

Fly from Honolulu to Chicago starting at USD 285 with Alaska Airlines.Best fare available on Oct 12, 2026.Limited seats. Better plans. Book before it's gone.

Honolulu to Chicago cheapest flights this week

6 Aug
United Airlines
21:40HNL
04:51MDW
2 StopUSD 342VIEW DEAL
12 Aug
Southwest Airlines
08:15HNL
00:00MDW
1 StopUSD 374VIEW DEAL
15 Aug
Southwest Airlines
11:55HNL
00:45MDW
1 StopUSD 485VIEW DEAL
1 Sept
Southwest Airlines
21:55HNL
12:05MDW
1 StopUSD 321VIEW DEAL
7 Sept
Alaska Airlines
23:59HNL
15:00MDW
1 StopUSD 338VIEW DEAL
8 Sept
Alaska Airlines
23:30HNL
16:05MDW
2 StopUSD 349VIEW DEAL
23 Sept
Southwest Airlines
08:10HNL
23:30MDW
1 StopUSD 301VIEW DEAL
12 Oct
Alaska Airlines
20:35HNL
00:50MDW
1 StopUSD 285VIEW DEAL

Honolulu to Chicago monthly flight fare trend

Jul
No flights
Aug
from USD 342
Sep
from USD 301
Oct
from USD 285
Nov
No flights
Dec
No flights

Airport Details

Origin

Honolulu

Daniel K Inouye International Airport (HNL)

Honolulu, Oahu, HNL
Zone

Honolulu

Elev

13 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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