Chicago

Cheap flights from Maui to Chicago (CHI)

How far in advance should I book a flight from Maui to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 61 days in advance, which can save you up to 32% on flights from Maui to Chicago compared to booking the week you need them. Waiting 61 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $631. For sooner than that we have options available in the next 3 days from $631.

When is the cheapest time to fly from Maui to Chicago (FUK - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Maui to Chicago as you normally would.

Cheap flights from Maui to Chicago in January, February 2022

The best prices found for Maui to CHI flights for January, February
Feb 18 - Feb 20
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 01m
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

20h 37m
$310

Multiple Airlines

View Deal

Deal found 1/26/22

Feb 18 - Feb 20
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 01m
ORD

Chicago O'Hare Intl

OGG

Kahului

2 stops

21h 46m
$369

Multiple Airlines

View Deal

Deal found 1/26/22

Feb 23 - Mar 2
OGG

Kahului

ORD

Chicago O'Hare Intl

2 stops

19h 15m
ORD

Chicago O'Hare Intl

OGG

Kahului

2 stops

18h 20m
$391

Multiple Airlines

View Deal

Deal found 1/25/22

Maui to Chicago 2022 flight deals

Cheap flights to Chicago from Maui found for this year
Feb 18 - Feb 20
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 01m
ORD

Chicago O'Hare Intl

OGG

Kahului

1 stop

20h 37m
$310

Multiple Airlines

View Deal

Deal found 1/26/22

Feb 18 - Feb 20
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 01m
ORD

Chicago O'Hare Intl

OGG

Kahului

2 stops

21h 46m
$369

Multiple Airlines

View Deal

Deal found 1/26/22

Feb 23 - Mar 2
OGG

Kahului

ORD

Chicago O'Hare Intl

2 stops

19h 15m
ORD

Chicago O'Hare Intl

OGG

Kahului

2 stops

18h 20m
$391

Multiple Airlines

View Deal

Deal found 1/25/22

Non-stop flights to Chicago from Maui

Save time with Maui to Chicago direct flight deals
Feb 18 - Feb 20
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 36m
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 16m
$868

United Airlines

View Deal

Deal found 1/26/22

Jul 19 - Jul 27
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 54m
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 23m
$903

United Airlines

View Deal

Deal found 1/24/22

Apr 17 - Apr 29
OGG

Kahului

ORD

Chicago O'Hare Intl

Nonstop

7h 57m
ORD

Chicago O'Hare Intl

OGG

Kahului

Nonstop

9h 11m
$904

United Airlines

View Deal

Deal found 1/25/22

One-way flights to Chicago All airports from Maui

The cheapest one-way flights from Maui to Chicago
Feb 21
OGG

Kahului

ORD

Chicago O'Hare Intl

2 stops

32h 46m
$157

Multiple Airlines

View Deal

Deal found 1/25/22

Jan 31
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

12h 51m
$159

Multiple Airlines

View Deal

Deal found 1/24/22

Feb 17
OGG

Kahului

ORD

Chicago O'Hare Intl

1 stop

13h 01m
$161

Multiple Airlines

View Deal

Deal found 1/25/22

Related info for your journey

Useful info, stats and facts about Maui to Chicago flights.

Which airlines flying from Maui to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Maui to Chicago have implemented new flexible cancellation policies.

Can I find flights from Maui to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Maui to Chicago for under $400. The cheapest flight booked recently is on Multiple Airlines for just $310, but on average you can expect to pay $509.

Are there nonstop flights from Maui to Chicago for under $900 on Cheapflights?

Cheapflights has at least 9 direct flights from Maui to Chicago under $900. A good price for a nonstop flight from Maui to Chicago is less than $1,220.

What are the most popular airlines that fly from Maui to Chicago?

Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Maui to Chicago.

What are the cheapest flights from Maui to Chicago?

The cheapest flight price from Maui to Chicago is $252. On average you can expect to pay $726. The most popular route, (Kahului - Chicago O'Hare Intl), can usually be booked for $478.

Can I fly to Chicago from Maui right now?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Maui need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Maui must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from Maui are not required to quarantine after entering Chicago.

Can I fly back to Maui from Chicago?

Returning to Maui from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Maui.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Maui.

Alternative routes for Maui to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Departure points for flights from Maui to Chicago

Select to see more specific information for flights to Chicago from all departure points in Maui

Top 4 airlines flying from Maui to Chicago

The chart below displays the airlines Cheapflights users traveling from Maui to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American Airlines
Cheapest$274
Average$573
FlexibilityNo cancel fee
On-time71%
COVID-19 safety
Delta
Cheapest$301
Average$564
FlexibilityNo cancel fee
On-timeN/A
COVID-19 safety
United Airlines
Cheapest$304
Average$690
FlexibilityNo cancel fee
On-time69%
COVID-19 safety
Alaska Airlines
Cheapest$361
Average$598
FlexibilityNo cancel fee
On-time75%
COVID-19 safety

Hourly flight availability from Maui to Chicago

See what time of day planes typically take off from Maui to Chicago
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM