Honolulu to Chicago

HNLMDW

Fly from Honolulu to Chicago starting at USD 321 with Southwest Airlines.Best fare available on Sep 1, 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
8 Sept
Alaska Airlines
23:30HNL
16:05MDW
2 StopUSD 349VIEW DEAL

Honolulu to Chicago monthly flight fare trend

Jul
No flights
Aug
from USD 342
Sep
from USD 321
Oct
No flights
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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