$82 Find Cheap Flights from Chicago O'Hare Airport to Maine

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Maine departing on 5/27. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Maine

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Maine, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Maine, as well as popular online travel agencies
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Cheap Flights from O'Hare Intl to Maine

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portlandnonstop$269
Bangor
Bangornonstop$261
Bar Harbor
Bar Harbor1 stop$679
Augusta
Augusta1 stop$441
Rockland
Rockland1 stop$479
Boston
Bostonnonstop$161
Portland
Portlandnonstop$269
Bangor
Bangornonstop$261
Bar Harbor
Bar Harbor1 stop$679
Augusta
Augusta1 stop$441
Rockland
Rockland1 stop$479
Boston
Bostonnonstop$161

Book Cheap O'Hare Intl to Maine Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Maine 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 O'Hare Intl to Maine

Wed, May 27 - Wed, Jun 3
JetBlue Logo
8:30 pm - 11:59 pm
ORD
-
BOS
2h 29mnonstop
JetBlue Logo
6:00 am - 8:00 am
BOS
-
ORD
3h 00mnonstop
$161JetBlue
Wed, May 27 - Wed, Jun 3
JetBlue Logo
8:30 pm - 11:59 pm
ORD
-
BOS
2h 29mnonstop
JetBlue Logo
6:00 am - 8:00 am
BOS
-
ORD
3h 00mnonstop
$162JetBlue
Wed, Aug 5 - Wed, Aug 12
JetBlue Logo
8:20 pm - 11:51 pm
ORD
-
BOS
2h 31mnonstop
JetBlue Logo
8:10 am - 10:06 am
BOS
-
ORD
2h 56mnonstop
$164JetBlue
Wed, May 20 - Tue, May 26
Frontier Logo
1:59 pm - 1:24 am
ORD
-
BOS
10h 25m
1 stop
Frontier Logo
9:12 am - 7:41 pm
BOS
-
ORD
11h 29m
1 stop
$165Frontier
Sat, May 30 - Sat, Jun 6
United Airlines Logo
7:45 pm - 11:21 pm
ORD
-
BOS
2h 36mnonstop
United Airlines Logo
6:00 am - 7:58 am
BOS
-
ORD
2h 58mnonstop
$167United Airlines
Sat, May 30 - Sat, Jun 6
American Airlines Logo
6:00 am - 9:27 am
ORD
-
BOS
2h 27mnonstop
American Airlines Logo
7:46 pm - 10:00 pm
BOS
-
ORD
3h 14mnonstop
$168American Airlines
Wed, May 20 - Tue, May 26
Multiple Airlines Logo
9:49 am - 1:20 pm
ORD
-
BOS
2h 31mnonstop
Multiple Airlines Logo
9:12 am - 7:41 pm
BOS
-
ORD
11h 29m
1 stop
$169Multiple Airlines
Wed, Jun 3 - Sun, Jun 7
United Airlines Logo
9:26 pm - 12:59 am
ORD
-
BOS
2h 33mnonstop
United Airlines Logo
7:19 am - 9:17 am
BOS
-
ORD
2h 58mnonstop
$172United Airlines
Sat, Jul 11 - Sat, Jul 18
American Airlines Logo
7:08 pm - 10:57 pm
ORD
-
BGR
2h 49mnonstop
American Airlines Logo
6:50 am - 9:00 am
BGR
-
ORD
3h 10mnonstop
$261American Airlines
Tue, Aug 25 - Mon, Aug 31
Multiple Airlines Logo
5:30 pm - 10:27 am
ORD
-
PWM
15h 57m
1 stop
Multiple Airlines Logo
7:00 am - 12:25 pm
PWM
-
ORD
30h 25m
2 stops
$273Multiple Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Maine flights

Get data-powered insights and trends into flights from O'Hare Intl to Maine to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Maine?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Maine departing in May.

What is the cheapest Chicago O'Hare Intl Airport to Maine flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maine from Chicago O'Hare Intl Airport found in the last 72 hours was to Portland, at $269 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Portland (PWM), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $269.

What is the cheapest time of day to fly to Maine?

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Maine depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maine is generally at night, when round-trip flights cost $294 on average. Morning departures are around 1% more expensive than evening flights, on average. The most expensive time of day to fly to Maine is generally in the morning, which is peak travel time and where the average cost of a ticket is $371.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Maine?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $382, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Maine?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Maine, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Maine is October, when tickets cost $133 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is $236 and $209 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Maine?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Maine clicked on KAYAK for each day over the last 12 months.

When flying from Chicago O'Hare Airport to Maine, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Maine?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Maine, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Maine, you should book around 4 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$82
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Airport to Boston

FAQs - booking Maine flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Maine?

    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 Chicago O'Hare Airport to Maine.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Maine 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 Chicago O'Hare Airport to Maine?

    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 from Chicago O'Hare Airport to Maine with an airline and back with another airline.

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

    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 from Chicago O'Hare Airport to Maine up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Maine

  • Looking for a cheap flight? 25% of our users found tickets from Chicago O'Hare Airport to the following destinations at these prices or less: Boston $111 one-way - $208 round-trip

Reviews of the top airlines flying from O'Hare Intl to Maine

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Maine. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Maine? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9684 reviews
6.6Food
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Everything you need to know for your flight from O'Hare Intl to Maine

Information on your arrival and departure airports