Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at SAR 1314 with Southwest Airlines.Best fare available on Aug 9, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

28 Jul
Southwest Airlines
06:10MDW
03:11HNL
2 StopSAR 1,517VIEW DEAL
28 Jul
Southwest Airlines
06:20MDW
17:40HNL
1 StopSAR 1,499VIEW DEAL
28 Jul
Southwest Airlines
20:55MDW
14:40HNL
1 StopSAR 1,506VIEW DEAL
1 Aug
Southwest Airlines
10:20MDW
02:05HNL
1 StopSAR 1,532VIEW DEAL
5 Aug
Frontier Airlines
06:05MDW
02:39HNL
2 StopSAR 1,443VIEW DEAL
5 Aug
Southwest Airlines
12:00MDW
02:43HNL
2 StopSAR 1,347VIEW DEAL
6 Aug
Southwest Airlines
07:10MDW
18:05HNL
1 StopSAR 1,354VIEW DEAL
6 Aug
Southwest Airlines
13:50MDW
02:15HNL
1 StopSAR 1,484VIEW DEAL
7 Aug
Southwest Airlines
05:40MDW
18:05HNL
1 StopSAR 1,728VIEW DEAL
9 Aug
Southwest Airlines
05:25MDW
16:45HNL
1 StopSAR 1,314VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Jul
from SAR 1,499
Aug
from SAR 862
Sep
from SAR 1,047
Oct
from SAR 1,262
Nov
from SAR 1,055
Dec
No flights

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

Flights from Chicago

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