Cheap flights from Chicago to Maui (CHI - OGG)

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The best prices from Chicago to Maui are usually found in May or August, booked 0 days in advance, depart on a Tuesday or Wednesday and return on a Friday

How to find the cheapest flight from
Chicago (CHI) to Maui (OGG)

All the information you need to plan the best CHI to OGG flight in 2021: compare Chicago to Maui flight prices with the expected peak season, weather and rainfall in Maui.
CHI - OGG
Price
$611 - $787
OGG
Temperature
80.6 - 87.8 °F
OGG
Rainfall
0.3 - 3 inches

Popular in

December

High demand for flights, 12% potential price rise

Cheapest in

May

Best time to find cheap flights, 11% potential price drop

Round-trip from

$611

From Chicago to Maui

One-way from

$311

One-way flight from Chicago to Maui

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Maui?

Flying to your destination on a Friday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Maui. Check prices with Cheapflights to find a great deal for your trip.

What is the cheapest month to fly from Chicago to Maui?

Our data shows that February tends to be the cheapest month to fly to Maui from Chicago. Users have commonly found prices around $413 for the month, but tickets can be as low as $295. Due to multiple factors, prepare for potentially higher prices in December.

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

Unlike in the morning, when flights are generally more expensive, you can save up to 33% on flights from Chicago to Maui by exploring options for tickets in the evening.

Cheap flights from Chicago to Maui in May, June 2021

The best prices found for CHI to OGG flights for May, June
2 Jun - 10 Jun
$466pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Jun - 8 Jun
$469pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Jun - 3 Jun
$488pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Maui 2021 flight deals

Cheap flights to Maui from Chicago found for this year
29 Sep - 6 Oct
$460pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
8 Sep - 16 Sep
$463pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
8 Sep - 14 Sep
$464pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Maui from Chicago

Save time with Chicago to Maui direct flight deals
14 Oct - 14 Oct
$799pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
18 Aug - 24 Aug
$801pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Jun - 17 Jun
$804pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Maui

Late deals on round-trip flights to Maui from Chicago, departing today and this week
12 May - 19 May
$613pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 May - 19 May
$617pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
13 May - 20 May
$618pp
ORD
Chicago O'Hare Intl
Alaska Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Alaska Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Maui from Chicago

The cheapest one-way flights from Chicago to Maui
3:00 am - 3:55 pm
Alaska Airlines
2 Stops
17h 55m
ORD - OGG
Alaska Airlines
4:35 pm - 8:41 am
American Airlines
2 Stops
21h 06m
ORD - OGG
American Airlines
2:00 am - 3:03 pm
Delta
2 Stops
18h 03m
ORD - OGG
Delta
$335
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Maui</span> flights.

Flight FAQs

From Chicago to Maui

Are flight prices decreasing from Chicago to Kahului due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Kahului for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Kahului to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Alaska Airlines and Delta are some airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Kahului. Policies will vary by airline.

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

Some of our airline partners flying from Chicago to Kahului have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

What airport do you fly into for flights to Kahului from Chicago?

Located just 2.7 mi from the city center, Kahului is the airport most travelers will use when flying to Kahului from Chicago. Booking flights from Chicago to Kahului (OGG) should be relatively easy as there are 0 daily inbound flights from Chicago from 5 different airlines.

Can I find flights from Chicago to Maui for under $500 on Cheapflights?

Yes, there are multiple flights from Chicago to Maui for under $500. The cheapest flight booked recently is on Multiple Airlines for just $460, but on average you can expect to pay $472.

Are there nonstop flights from Chicago to Maui for under $800 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Maui under $800. A good price for a nonstop flight from Chicago to Maui is less than $839.

Are there last-minute flights available from Chicago to Maui for under $700?

There are currently 20+ open flights from Chicago to Maui within the next 7 days for less than $700.

Is Chicago weather warmer or cooler than Kahului?

We forecast the temperature to be around the 88 °F's in July, on average. The temperature in Kahului is generally hotter than in Chicago. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Chicago to Maui?

There are many flights that can get you from Chicago to Maui in 13h 47m. Fly via Delta to get the fastest option.

What is the cheapest airline to fly from Chicago to Maui round-trip?

Alaska Airlines, at $479, was found to be the cheapest airline from Chicago to Maui.. Users have found that Alaska Airlines is 30% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Chicago to Maui one-way?

One-way options have recently been found by users for as low as $279 on United Airlines. Other airlines that offer cheap prices include Alaska Airlines from $311 and American Airlines from $324 one-way.

Related searches

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Alternative routes for Chicago to Maui

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

Destination information for Maui

Things to know before you go - useful duration and weather info for your trip from Chicago to Maui.
Average temperature for May in Maui
84.2 °F
Avg rainfall for May in Maui
0.7 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Kahului

Top 4 airlines flying from Chicago to Maui

The chart below displays the airlines Cheapflights users traveling from Chicago to Maui choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Alaska Airlines
$265 $553 No cancel fee 75%
American Airlines
$254 $606 No cancel fee 71%
Delta
$286 $790 No cancel fee N/A
United Airlines
$406 $836 No cancel fee 69%

Hourly flight availability from Chicago to Maui

See what time of day planes typically take off from Chicago towards Maui.
Morning 6 AM to noon 100% of CHI to OGG departures
Early morning Midnight to 6 AM 0% of CHI to OGG departures
Afternoon Noon to 6 PM 0% of CHI to OGG departures
Evening 6 PM to midnight 0% of CHI to OGG departures
Midnight
6 AM
Noon
6 PM
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