Cheap flights from Chicago O'Hare Intl Airport to Maui from $231
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Maui departing on 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Maui
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Maui?
The month of October is, on average, the cheapest month to fly to Maui from Chicago O'Hare Intl Airport, with most prices found around $518. If you are unable to visit Maui during the month of October, then departing from Chicago O'Hare Intl Airport during the month September is also very affordable. Most momondo users find prices during this month for around $565.
What is the cheapest day to depart on your flight to Maui?
On average, the least expensive day to fly to Maui from Chicago O'Hare Intl Airport is on a Monday. momondo users have found tickets for Monday departures for as low as $1,043. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Maui is Wednesday, with ticket prices averaging around $1,327.
What is the cheapest time of day to depart on your flight to Maui?
Flying to Maui from Chicago O'Hare Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $531 when looking at flights departing in the afternoon. Flights to Maui are more costly in the morning, with an average ticket price of $1,136. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago O'Hare Intl to Maui flight route?
Fly from Chicago O'Hare Intl to Kahului for the best Chicago O'Hare Intl - Maui flight prices
How far in advance should I book a flight to Maui?
You are more likely to see cheaper flights to Maui from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Maui for around $768 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maui from Chicago O'Hare Intl Airport for as low as $582 on momondo.
What cabin class options are available on Chicago O'Hare Intl to Maui flights?
There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Maui flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago O'Hare Intl to Maui?
American Airlines, Hawaiian Airlines, and Alaska Airlines are the most popular carriers operating from Chicago O'Hare Intl to Maui
What airlines fly to Maui?
United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Maui from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Maui. Keep in mind that there are 6 different airlines that fly to Maui on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Maui on average per week?
As of July 2025, there are 1 flights per week flying from Chicago O'Hare Intl Airport to Maui. The most common day of the week flights depart is Thu, with 100% of flights taking off on this day.
Cheap Chicago O'Hare Intl Airport to Maui flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Maui
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Maui?
Prices for flights from Chicago O'Hare Intl Airport to Maui were last updated today.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Maui?
There are 6 operators available for flights from Chicago O'Hare Intl Airport to Maui as of July 2025.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Maui?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Maui.
What documentation or ID do you need to fly to Maui?
The travel and health documents required for your trip to Maui can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maui. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago O'Hare Intl Airport to Maui?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Maui, the leading plane model is Boeing 737-800, making up 16.60% of the total bookings. Other popular models include Airbus A321neo with 9.56%, Boeing 737-900 with 8.11%, and Airbus A320neo with 6.24%.
Best airlines flying from Chicago O'Hare Intl Airport to Maui
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Maui with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $341 | Free Cancellation | Rating 8.0 7,982 reviews | |||
| PriceFrom $349 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $423 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $448 | Free Cancellation | Rating 7.8 2,545 reviews | |||
| PriceFrom $480 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $551 | Free Cancellation | Rating 8.0 4,266 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Maui?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Maui. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Maui with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Maui flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Maui?
momondo helps you find the best flight between Chicago and Maui by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Maui right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Maui now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Maui and let you know when they change.