Flights to Windward Coast from Chicago - ￥31,470

View ￥31,470 flight on Thu, Nov 6, 2025Opens in a new window

Popular airlines from Chicago to Windward Coast

  • American Airlines

    American Airlines

  • United

    United

  • Delta

    Delta

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Windward Coast (CHI-HNL)

Prices were available within the past 7 days and start at ￥31,470 for one-way flights and ￥62,940 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Nov 6 - Mon, Nov 10
ORD
Chicago
HNL
Oahu
￥62,940 Roundtrip, found 3 hours ago
￥62,940
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Oahu, returning Mon, Nov 10, priced at ￥62,940 found 3 hours ago
American Airlines
Wed, Sep 3 - Wed, Sep 10
ORD
Chicago
HNL
Oahu
￥63,620 Roundtrip, found 2 days ago
￥63,620
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Sep 3 from Chicago to Oahu, returning Wed, Sep 10, priced at ￥63,620 found 2 days ago
Delta
Sun, Nov 9 - Mon, Nov 17
ORD
Chicago
HNL
Oahu
￥63,720 Roundtrip, found 18 hours ago
￥63,720
Roundtrip
found 18 hours ago
Select Delta flight, departing Sun, Nov 9 from Chicago to Oahu, returning Mon, Nov 17, priced at ￥63,720 found 18 hours ago
Hawaiian Airlines
Mon, Nov 3 - Thu, Nov 13
ORD
Chicago
HNL
Oahu
￥68,660 Roundtrip, found 5 days ago
￥68,660
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Mon, Nov 3 from Chicago to Oahu, returning Thu, Nov 13, priced at ￥68,660 found 5 days ago
Delta
Sun, Nov 9 - Mon, Nov 17
ORD
Chicago
HNL
Oahu
￥68,830 Roundtrip, found 18 hours ago
￥68,830
Roundtrip
found 18 hours ago
Select Delta flight, departing Sun, Nov 9 from Chicago to Oahu, returning Mon, Nov 17, priced at ￥68,830 found 18 hours ago
United
Wed, Sep 3 - Wed, Sep 10
ORD
Chicago
HNL
Oahu
￥79,990 Roundtrip, found 2 days ago
￥79,990
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 3 from Chicago to Oahu, returning Wed, Sep 10, priced at ￥79,990 found 2 days ago

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

January is typically the cheapest month to fly

From ￥59,709 - ￥108,221 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.