Flights to Oahu from Chicago - ￥33,690

View ￥33,690 flight on Wed, Sep 3, 2025Opens in a new window

Popular airlines from Chicago to Oahu

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

  • Hawaiian Airlines

    Hawaiian Airlines

  • 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 Oahu (CHI-HNL)

Prices were available within the past 7 days and start at ￥33,690 for one-way flights and ￥67,280 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Nov 6 - Mon, Nov 10
ORD
Chicago
HNL
Oahu
￥67,280 Roundtrip, found 4 hours ago
￥67,280
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Nov 6 from Chicago to Oahu, returning Mon, Nov 10, priced at ￥67,280 found 4 hours ago
American Airlines
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
HNL
Oahu
￥67,380 Roundtrip, found 6 hours ago
￥67,380
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Nov 11 from Chicago to Oahu, returning Tue, Nov 18, priced at ￥67,380 found 6 hours ago
American Airlines
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
HNL
Oahu
￥68,140 Roundtrip, found 6 hours ago
￥68,140
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Nov 11 from Chicago to Oahu, returning Tue, Nov 18, priced at ￥68,140 found 6 hours ago
Hawaiian Airlines
Tue, Oct 21 - Tue, Nov 4
ORD
Chicago
HNL
Oahu
￥68,420 Roundtrip, found 3 days ago
￥68,420
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 21 from Chicago to Oahu, returning Tue, Nov 4, priced at ￥68,420 found 3 days ago
Delta
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
HNL
Oahu
￥71,410 Roundtrip, found 6 hours ago
￥71,410
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Nov 11 from Chicago to Oahu, returning Tue, Nov 18, priced at ￥71,410 found 6 hours ago
United
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
HNL
Oahu
￥101,830 Roundtrip, found 6 hours ago
￥101,830
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Nov 11 from Chicago to Oahu, returning Tue, Nov 18, priced at ￥101,830 found 6 hours ago

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

September is typically the cheapest month to fly

From ￥57,769 - ￥86,000 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.