Cheap flights from Chicago to Maui

  • 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 35% 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 (CHI) to Maui (OGG)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon., 5 May - Fri., 9 May
ORD
Chicago
OGG
Maui
AU$778 Return, found 2 days ago
AU$778
Return
found 2 days ago
Select Delta flight, departing Mon., 5 May from Chicago to Maui, returning Fri., 9 May, priced at AU$778 found 2 days ago
Delta
Mon., 3 Mar. - Mon., 10 Mar.
ORD
Chicago
OGG
Maui
AU$791 Return, found 20 hours ago
AU$791
Return
found 20 hours ago
Select Delta flight, departing Mon., 3 Mar. from Chicago to Maui, returning Mon., 10 Mar., priced at AU$791 found 20 hours ago
Delta
Sun., 2 Mar. - Tue., 18 Mar.
ORD
Chicago
OGG
Maui
AU$807 Return, found 4 days ago
AU$807
Return
found 4 days ago
Select Delta flight, departing Sun., 2 Mar. from Chicago to Maui, returning Tue., 18 Mar., priced at AU$807 found 4 days ago
Alaska Airlines
Mon., 3 Mar. - Mon., 10 Mar.
ORD
Chicago
OGG
Maui
AU$808 Return, found 20 hours ago
AU$808
Return
found 20 hours ago
Select Alaska Airlines flight, departing Mon., 3 Mar. from Chicago to Maui, returning Mon., 10 Mar., priced at AU$808 found 20 hours ago
United
Mon., 3 Mar. - Mon., 10 Mar.
ORD
Chicago
OGG
Maui
AU$916 Return, found 20 hours ago
AU$916
Return
found 20 hours ago
Select United flight, departing Mon., 3 Mar. from Chicago to Maui, returning Mon., 10 Mar., priced at AU$916 found 20 hours ago
American Airlines
Mon., 5 May - Fri., 9 May
ORD
Chicago
OGG
Maui
AU$926 Return, found 2 days ago
AU$926
Return
found 2 days ago
Select American Airlines flight, departing Mon., 5 May from Chicago to Maui, returning Fri., 9 May, priced at AU$926 found 2 days ago
*Available to Expedia members.