Honolulu to Chicago

HNLMDW

Fly from Honolulu to Chicago starting at USD 260 with Southwest Airlines.Best fare available on Nov 24, 2026.Limited seats. Better plans. Book before it's gone.

Honolulu to Chicago cheapest flights this week

14 Nov
Southwest Airlines
15:15HNL
01:55MDW
1 StopUSD 342VIEW DEAL
16 Nov
Southwest Airlines
22:05HNL
01:55MDW
1 StopUSD 301VIEW DEAL
18 Nov
Southwest Airlines
15:15HNL
01:55MDW
1 StopUSD 265VIEW DEAL
20 Nov
Southwest Airlines
14:40HNL
01:40MDW
1 StopUSD 398VIEW DEAL
22 Nov
Southwest Airlines
08:10HNL
00:25MDW
1 StopUSD 348VIEW DEAL
23 Nov
Southwest Airlines
14:40HNL
01:40MDW
1 StopUSD 281VIEW DEAL
23 Nov
Southwest Airlines
08:15HNL
01:00MDW
1 StopUSD 302VIEW DEAL
24 Nov
Southwest Airlines
15:15HNL
01:55MDW
1 StopUSD 260VIEW DEAL
28 Nov
Alaska Airlines
16:05HNL
21:55MDW
1 StopUSD 679VIEW DEAL
30 Nov
Southwest Airlines
17:25HNL
08:05MDW
2 StopUSD 399VIEW DEAL

Honolulu to Chicago monthly flight fare trend

Nov
from USD 260
Dec
from USD 242
Jan
from USD 268
Feb
No flights
Mar
No flights
Apr
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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