$94 Find Cheap Flights from Chicago O'Hare Airport to Maine - 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 from O'Hare Intl to Maine departing on 7/15. 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.
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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
Portland1 stop$296
Bangor
Bangornonstop$275
Bar Harbor
Bar Harbor1 stop$604
Augusta
Augusta1 stop$422
Rockland
Rockland1 stop$562
Boston
Bostonnonstop$172
Portland
Portland1 stop$296
Bangor
Bangornonstop$275
Bar Harbor
Bar Harbor1 stop$604
Augusta
Augusta1 stop$422
Rockland
Rockland1 stop$562
Boston
Bostonnonstop$172

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

Sat, Jul 25 - Tue, Jul 28
United Airlines Logo
7:45 pm - 11:21 pm
ORD
-
BOS
2h 36mnonstop
United Airlines Logo
7:27 pm - 11:31 pm
BOS
-
ORD
5h 04m
1 stop
$172United Airlines
Sat, Sep 5 - Wed, Sep 9
Delta Logo
4:30 pm - 8:11 pm
ORD
-
BOS
2h 41mnonstop
Delta Logo
8:50 pm - 10:32 pm
BOS
-
ORD
2h 42mnonstop
$173Delta
Thu, Aug 6 - Tue, Aug 11
JetBlue Logo
9:35 am - 5:07 pm
ORD
-
BOS
6h 32m
1 stop
JetBlue Logo
2:45 pm - 9:58 pm
BOS
-
ORD
8h 13m
1 stop
$174JetBlue
Sat, Sep 5 - Sun, Sep 6
JetBlue Logo
1:49 pm - 5:59 pm
ORD
-
BOS
3h 10mnonstop
JetBlue Logo
5:01 am - 8:48 am
BOS
-
ORD
4h 47m
1 stop
$175JetBlue
Wed, Jul 22 - Sun, Jul 26
JetBlue Logo
6:00 am - 2:22 pm
ORD
-
BOS
7h 22m
1 stop
JetBlue Logo
5:01 am - 8:50 am
BOS
-
ORD
4h 49m
1 stop
$176JetBlue
Thu, Aug 20 - Tue, Sep 1
JetBlue Logo
9:35 am - 6:59 pm
ORD
-
BOS
8h 24m
1 stop
JetBlue Logo
12:57 pm - 5:35 pm
BOS
-
ORD
5h 38m
1 stop
$177JetBlue
Sat, Jul 18 - Thu, Jul 23
American Airlines Logo
8:29 pm - 12:05 am
ORD
-
BOS
2h 36mnonstop
American Airlines Logo
5:10 am - 7:04 am
BOS
-
ORD
2h 54mnonstop
$178American Airlines
Thu, Aug 20 - Sat, Aug 29
American Airlines Logo
8:21 am - 12:05 pm
ORD
-
BGR
2h 44mnonstop
American Airlines Logo
6:51 pm - 9:09 pm
BGR
-
ORD
3h 18mnonstop
$275American Airlines
Sat, Sep 5 - Mon, Sep 7
Multiple Airlines Logo
7:59 pm - 2:42 pm
ORD
-
AUG
17h 43m
1 stop
Multiple Airlines Logo
11:21 am - 7:59 am
AUG
-
ORD
21h 38m
1 stop
$422Multiple Airlines
Fri, Jul 24 - Mon, Jul 27
Multiple Airlines Logo
9:41 pm - 10:26 am
ORD
-
AUG
11h 45m
1 stop
Multiple Airlines Logo
3:07 pm - 9:17 am
AUG
-
ORD
19h 10m
1 stop
$432Multiple 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 August.

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 5 days was to Bangor, at $261 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 5 days was $265.

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 $302 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Maine is generally in the evening, which is peak travel time and where the average cost of a ticket is $387.

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 $395, 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 July and November, when the average cost of round-trip tickets is $236 and $236 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 Saturday 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 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$94
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 5% increase in price.
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 $129 one-way - $212 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 9927 reviews
6.7Food
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

6.0 GoodMatthew, Jul 2026
ORD - SEA
Read more United Airlines reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

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.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

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.

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

Information on your arrival and departure airports