$217 Find Cheap Flights from Maui to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Maui to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maui to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maui to Chicago

Thu, Sep 3 - Tue, Sep 8
Delta Logo
8:08 pm - 11:59 am
OGG
-
ORD
10h 51m
1 stop
Delta Logo
7:00 am - 5:53 pm
ORD
-
OGG
15h 53m
1 stop
$434Delta
Tue, Sep 15 - Mon, Sep 21
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
Alaska Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$434Alaska Airlines
Tue, Sep 15 - Mon, Sep 21
Multiple Airlines Logo
8:47 pm - 7:21 pm
OGG
-
ORD
17h 34m
2 stops
Multiple Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$440Multiple Airlines
Thu, Sep 3 - Tue, Sep 8
Multiple Airlines Logo
8:47 pm - 7:21 pm
OGG
-
ORD
17h 34m
2 stops
Multiple Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$440Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
$454Alaska Airlines
Tue, Sep 15 - Sat, Sep 26
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
$543Alaska Airlines
Wed, Jan 20 - Thu, Jan 21
American Airlines Logo
2:16 pm - 5:00 am
OGG
-
ORD
10h 44m
1 stop
American Airlines Logo
6:59 am - 3:55 pm
ORD
-
OGG
12h 56m
1 stop
$641American Airlines
Wed, Jan 20 - Thu, Jan 21
American Airlines Logo
7:30 pm - 7:30 am
OGG
-
ORD
8h 00mnonstop
American Airlines Logo
8:45 pm - 12:46 pm
ORD
-
OGG
20h 01m
1 stop
$947American Airlines
Wed, Sep 2 - Sat, Sep 19
United Airlines Logo
7:00 am - 12:59 am
OGG
-
ORD
12h 59m
1 stop
United Airlines Logo
9:20 am - 1:16 pm
ORD
-
OGG
8h 56mnonstop
$1,010United Airlines
Wed, Sep 2 - Sat, Sep 19
United Airlines Logo
8:00 pm - 11:28 am
OGG
-
ORD
10h 28m
1 stop
United Airlines Logo
9:20 am - 1:16 pm
ORD
-
OGG
8h 56mnonstop
$1,014United Airlines
Useful Info

Good to know

Cheapest flight

$217
Flight from Kahului to Chicago O'Hare Airport

FAQs for booking flights from Maui to Chicago

  • How does KAYAK find such low prices on flights from Maui to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maui to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maui to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Maui is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maui to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Maui with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maui to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Maui

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $252
Business Class flights to Chicagofrom $214
Premium Economy Class flights to Chicagofrom $181
Economy Class flights to Chicagofrom $56