Flights to Maui from Chicago

View ฿7,635 flight on Sun, 31 Aug 2025Opens in a new window

Popular airlines from Chicago to Maui

  • Nok Air

    Nok Air

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  • Thai Airways International

    Thai Airways International

  • Thai AirAsia X

    Thai AirAsia X

  • Hong Kong Airlines

    Hong Kong Airlines

  • AirAsia

    AirAsia

  • Scoot

    Scoot

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Cheap Flights from Chicago (CHI) to Maui (OGG)

Prices were available within the past 7 days and start at ฿7,635 for one-way flights and ฿20,525 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿20,525 Return, found 4 days ago
฿20,525
Return
found 4 days ago
Select Delta flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿20,525 found 4 days ago
Delta
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿20,810 Return, found 4 days ago
฿20,810
Return
found 4 days ago
Select Delta flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿20,810 found 4 days ago
Delta
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿21,560 Return, found 4 days ago
฿21,560
Return
found 4 days ago
Select Delta flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿21,560 found 4 days ago
Delta
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿22,155 Return, found 4 days ago
฿22,155
Return
found 4 days ago
Select Delta flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿22,155 found 4 days ago
American Airlines
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿23,105 Return, found 4 days ago
฿23,105
Return
found 4 days ago
Select American Airlines flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿23,105 found 4 days ago
United
Sun, 31 Aug - Sun, 7 Sep
ORD
Chicago
OGG
Maui
฿23,990 Return, found 4 days ago
฿23,990
Return
found 4 days ago
Select United flight, departing Sun, 31 Aug from Chicago to Maui, returning Sun, 7 Sep, priced at ฿23,990 found 4 days ago

Find the cheapest month to fly from Chicago (CHI) to Kahului (OGG)

September is typically the cheapest month to fly

From ฿10,889 - ฿18,685 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.