S$494 Cheap Flights from Chicago to Honolulu

View S$494 flight on Tue, 11 Aug, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Daniel K. Inouye Intl. Airport (HNL)

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Cheap Flights from Chicago to Honolulu (MDW-HNL)

Prices were available within the past 7 days and start at S$494 for one-way flights and S$1,054 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 11 Aug - Thu, 20 Aug
MDW
Chicago
HNL
Oahu
S$1,054 Return, found 3 days ago
S$1,054
Return
found 3 days ago
Select Delta flight, departing Tue, 11 Aug from Chicago to Oahu, returning Thu, 20 Aug, priced at S$1,054 found 3 days ago
Delta
Tue, 11 Aug - Thu, 20 Aug
MDW
Chicago
HNL
Oahu
S$1,245 Return, found 3 days ago
S$1,245
Return
found 3 days ago
Select Delta flight, departing Tue, 11 Aug from Chicago to Oahu, returning Thu, 20 Aug, priced at S$1,245 found 3 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,877 Return, found 2 days ago
S$1,877
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,877 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,893 Return, found 2 days ago
S$1,893
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,893 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,904 Return, found 2 days ago
S$1,904
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,904 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,936 Return, found 2 days ago
S$1,936
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,936 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,970 Return, found 2 days ago
S$1,970
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,970 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$1,998 Return, found 2 days ago
S$1,998
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$1,998 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$2,025 Return, found 2 days ago
S$2,025
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$2,025 found 2 days ago
Delta
Mon, 6 Jul - Mon, 13 Jul
MDW
Chicago
HNL
Oahu
S$2,097 Return, found 2 days ago
S$2,097
Return
found 2 days ago
Select Delta flight, departing Mon, 6 Jul from Chicago to Oahu, returning Mon, 13 Jul, priced at S$2,097 found 2 days ago

Find the cheapest month to fly from Chicago (MDW) to Honolulu (HNL)

April is typically the cheapest month to fly

From S$441 - S$1,237 per traveller.

Frequently asked questions

How much is a flight from Chicago Airport to HNL?
Round-trip tickets from Midway Airport to HNL start from S$1,054. This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to Daniel K. Inouye Intl. Airport (HNL)?
The majority of flights can be cancelled online, but every airline has a different set of terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Chicago Airport to Honolulu Intl. Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Midway Intl. Airport (MDW) to Honolulu Intl. Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Midway Airport to Honolulu International Airport?
Chicago to Honolulu is around 6,800 kilometres, so get ready to spend a while in the air. Make sure you pack all the essentials, from your toothbrush to your hairbrush. Throw in some snacks to nibble on throughout your journey too.
Which airlines fly direct from MDW to Honolulu International Airport?
At present, no airlines offer flights directly from Midway Intl. Airport (MDW) to Honolulu Intl. Airport. You'll need to book a flight with one or more stops. To score the best price and connections, lock in your airfare well in advance.
Are MDW to Honolulu Intl. Airport flight tickets cheaper when they're purchased at the last minute?
Fares from Midway Intl. Airport (MDW) to Daniel K. Inouye Intl. Airport (HNL) are available up to 12 months before departure on Expedia. And although you may nab fantastic last-minute deals, it's never a sure thing. Also, booking your flights well in advance means you'll have more options — and you can avoid getting caught in the dreaded middle seat! We regularly update our fares to bring you the best bargains, so keep checking in for all the latest specials.

Travel information

Origin airport
Midway Intl.
Destination airport
Daniel K. Inouye Intl.
Return price
S$1,053
Distance
6792 km

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