To save on the cost of your flight from Hawaii to Chicago Midway Airport, book at least 44 days before your planned departure. Booking around this time can save you about 46% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $715 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $715.
Flights from Hawaii to Chicago Midway Airport lean towards being more expensive in July. Prices are generally better when you fly from Hawaii to Chicago Midway Airport in November, with the cheapest ticket starting at $426.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hawaii to Chicago Midway Airport as you normally would.
Fly from
Fly to
Budget
$482 - $822
Route
Depart
Return
Price
LihueChicago Midway
LIH - MDW
LIHMDW
Lihue
Wed 11/6
2 stops15h 45m
Chicago Midway
Tue 11/12
2 stops14h 45m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Thu 9/5
2 stops15h 07m
Chicago Midway
Thu 9/12
2 stops14h 10m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Thu 9/5
1 stop12h 03m
Chicago Midway
Thu 9/12
2 stops14h 10m
Kona IntlChicago Midway
KOA - MDW
KOAMDW
Kona Intl
Mon 8/26
2 stops16h 57m
Chicago Midway
Tue 9/24
2 stops14h 18m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Mon 8/5
2 stops15h 02m
Chicago Midway
Tue 8/13
1 stop11h 28m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Sun 8/25
1 stop11h 02m
Chicago Midway
Thu 8/29
1 stop11h 28m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Sun 8/25
1 stop11h 02m
Chicago Midway
Thu 8/29
2 stops16h 40m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Thu 8/15
1 stop11h 02m
Chicago Midway
Sun 8/25
1 stop11h 28m
HonoluluChicago Midway
HNL - MDW
HNLMDW
Honolulu
Sat 9/14
2 stops15h 05m
Chicago Midway
Thu 9/19
2 stops16h 44m
No data available for this route at this time. Please check back soon.
Comfort
Food
Boarding
Entertainment
Overall
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Entertainment
Overall
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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