Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at USD 303 with Southwest Airlines.Best fare available on Sep 8, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

6 Sept
Southwest Airlines
17:50MDW
17:30HNL
2 StopUSD 629VIEW DEAL
7 Sept
Southwest Airlines
06:15MDW
21:30HNL
2 StopUSD 447VIEW DEAL
7 Sept
Southwest Airlines
07:00MDW
16:40HNL
1 StopUSD 397VIEW DEAL
7 Sept
Southwest Airlines
17:55MDW
17:36HNL
2 StopUSD 849VIEW DEAL
8 Sept
Southwest Airlines
17:20MDW
16:13HNL
2 StopUSD 303VIEW DEAL
8 Sept
Southwest Airlines
20:45MDW
20:44HNL
2 StopUSD 615VIEW DEAL
9 Sept
Southwest Airlines
10:20MDW
02:15HNL
1 StopUSD 387VIEW DEAL
9 Sept
Southwest Airlines
18:00MDW
15:40HNL
2 StopUSD 582VIEW DEAL
10 Sept
Southwest Airlines
07:10MDW
18:05HNL
1 StopUSD 389VIEW DEAL
11 Sept
Frontier Airlines
12:54MDW
17:30HNL
2 StopUSD 581VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Sep
from USD 283
Oct
from USD 267
Nov
from USD 240
Dec
from USD 300
Jan
from USD 393
Feb
from USD 268

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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