Chicago to Honolulu

MDWHNL

Fly from Chicago to Honolulu starting at USD 250 with Southwest Airlines.Best fare available on Nov 14, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Honolulu cheapest flights this week

14 Nov
Southwest Airlines
05:05MDW
18:00HNL
1 StopUSD 250VIEW DEAL
14 Nov
Southwest Airlines
10:10MDW
01:20HNL
1 StopUSD 355VIEW DEAL
15 Nov
Southwest Airlines
10:15MDW
01:05HNL
1 StopUSD 380VIEW DEAL
15 Nov
Southwest Airlines
05:10MDW
18:00HNL
1 StopUSD 261VIEW DEAL
15 Nov
Southwest Airlines
10:10MDW
01:10HNL
1 StopUSD 308VIEW DEAL
16 Nov
Southwest Airlines
10:00MDW
23:45HNL
1 StopUSD 253VIEW DEAL
16 Nov
Southwest Airlines
10:10MDW
01:20HNL
1 StopUSD 301VIEW DEAL
17 Nov
Southwest Airlines
10:05MDW
23:45HNL
1 StopUSD 285VIEW DEAL
17 Nov
Southwest Airlines
10:10MDW
01:20HNL
1 StopUSD 335VIEW DEAL
21 Nov
Southwest Airlines
10:20MDW
01:20HNL
1 StopUSD 479VIEW DEAL

Chicago to Honolulu monthly flight fare trend

Nov
from USD 250
Dec
from USD 282
Jan
from USD 334
Feb
from USD 268
Mar
from USD 268
Apr
from USD 363

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

Flights from Chicago to AtlantaFlights from Chicago to AustinFlights from Chicago to BostonFlights from Chicago to CharlotteFlights from Chicago to DenverFlights from Chicago to DallasFlights from Chicago to DetroitFlights from Chicago to NewarkFlights from Chicago to Fort LauderdaleFlights from Chicago to Washington