
Cheap Flights from Chicago to Maine
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Chicago to Maine Plane Tickets
Recent round-trip flight deals from Chicago to Maine
Recent one-way flight deals from Chicago to Maine
Recent last minute flight deals from Chicago to Maine
Recent direct flight deals from Chicago to Maine
KAYAK's insights & trends for Chicago to Maine flights
Get data-powered insights and trends into flights from Chicago 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 to Maine?
Flight prices are typical for this route right now.
Flights to Maine from Chicago usually cost between $343 and $591 in December.The lowest price found in the past 5 days was $353 on American Airlines (Dec 1-Dec 9).
What is the cheapest Chicago to Maine flight route?
The cheapest ticket to Maine from Chicago found in the last 5 days was to Portland, at $297 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 $297.
What is the cheapest time of day to fly to Maine?
The cheapest time of day to fly to Maine is generally at night, when round-trip flights cost $299 on average. Morning departures are around 4% 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 $412.
Can I save money by flying with a layover from Chicago to Maine?
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $368 on average.
What is the cheapest month to fly from Chicago to Maine?
The cheapest month for flights from Chicago to Maine is April, when tickets cost $334 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $463 and $432 respectively.
What’s the cheapest day of the week to fly from Chicago to Maine?
For Chicago to Maine, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Maine back to Chicago, the best deals are generally found on Wednesday, with Monday being the most expensive.
How far in advance should I book a flight from Chicago to Maine?
To get a below average price on the flight from Chicago to Maine, you should book around 4 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.
Which airlines fly non-stop between Chicago and Maine?
There are 2 airlines that fly nonstop from Chicago to Maine. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $229 and arriving in Portland (PWM). On average, American Airlines offers the best prices for nonstop flights between Chicago and Maine.
Which airlines fly most frequently between Chicago and Maine?
Chicago and Maine are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (47 flights per week), Air New Zealand (41 flights per week), and American Airlines (39 flights per week).
How long does a flight from Chicago to Maine take?
The duration of a flight to Maine depends on your arrival airport. The shortest routes to Maine from Chicago are to Portland, which takes 2h 13m, Augusta, which takes 5h 05m, and Bar Harbor, which takes 5h 30m.
Which cabin class options are there for flights between Chicago and Maine?
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Chicago to Maine?
The earliest flight from Chicago to Maine departs at 6:59 am, landing in Portland at 10:40 am.
What’s the latest departure time from Chicago to Maine?
If you prefer to fly at night, the latest flight from Chicago to Maine jets off at 8:00 pm and lands in Portland at 11:40 pm.
Good to know
Low season | January |
|---|---|
High season | July |
Cheapest flight | $143 |
FAQs - booking Maine flights
Reviews of the top 3 airlines serving from Chicago to Maine
A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack
A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack
I like the staff members they were super nice and helpful very sweet people :)
Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.
Overall good, just screaming kids in the area the whole flight.
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.
I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.
The staff was very friendly, professional, and courteous. The overall flight was a great experience.
Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.
All was good. I just had a hard time getting connected to the WiFi/internet during the flight
Price was crazy watch it if you Chan he your flight
On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.
Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s
No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.
Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late
Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.
Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.
Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.
It was a good experience, unfortunately my checked baggages were come late and not arrived on time.
Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.
My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.
The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.
DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.
AA was fine....the overall experience was subpar, but not due to the airline due to broader issues
No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.
Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.
The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.
Flight was delayed and so much of inconvenience related to the gate change.
Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes
One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.