Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at USD 457 with Southwest Airlines.Best fare available on Jun 30, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

16 Jun
Southwest Airlines
17:20MDW
05:13HNL
3 Stop$497VIEW DEAL
17 Jun
Southwest Airlines
15:05MDW
02:20HNL
1 Stop$485VIEW DEAL
30 Jun
Southwest Airlines
10:05MDW
02:15HNL
1 Stop$457VIEW DEAL
9 Jul
Southwest Airlines
11:00MDW
02:25HNL
1 Stop$488VIEW DEAL
3 Sept
Southwest Airlines
10:10MDW
02:15HNL
1 Stop$459VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Jun
from USD 457
Jul
from USD 488
Aug
No flights
Sep
from USD 459
Oct
No flights
Nov
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

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