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Cheap flights from Chicago O'Hare Intl Airport to Portland, Maine from $60

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 Portland, Maine departing on 2/12. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Portland

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport to Portland that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago O'Hare Intl Airport to Portland.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport to Portland? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Portland, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago O'Hare Intl Airport to Portland

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to Portland.

All round-trip flight deals to Portland

The cheapest plane tickets to Portland found on KAYAK recently.
6:30 am - 10:23 amORD-PWM
26h 53m1 stop
7:06 pm - 4:38 pmPWM-ORD
22h 32m1 stop
$200Frontier
Find Deal
Sun, Jan 5 - Sun, Jan 12
6:30 am - 10:23 amORD-PWM
26h 53m1 stop
7:06 pm - 4:38 pmPWM-ORD
22h 32m1 stop
$208Frontier
Find Deal
Sun, Jan 5 - Sun, Jan 12
4:05 pm - 11:55 pmORD-PWM
6h 50m1 stop
4:00 pm - 8:04 pmPWM-ORD
5h 04m1 stop
$227American Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
5:55 pm - 12:08 amORD-PWM
5h 13m1 stop
4:30 pm - 10:44 pmPWM-ORD
7h 14m1 stop
$228Delta
Find Deal
Sat, Dec 14 - Mon, Dec 16
10:10 am - 4:43 pmORD-PWM
5h 33m1 stop
3:02 pm - 9:28 pmPWM-ORD
7h 26m1 stop
$229Delta
Find Deal
Thu, Jan 9 - Mon, Jan 13
4:00 pm - 11:59 pmORD-PWM
6h 59m1 stop
7:16 pm - 11:25 pmPWM-ORD
5h 09m1 stop
$257United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
4:06 pm - 11:52 pmORD-PWM
6h 46m1 stop
5:24 am - 11:03 amPWM-ORD
6h 39m1 stop
$263American Airlines
Find Deal
Fri, Dec 6 - Mon, Dec 9
6:10 pm - 9:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$279United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
5:05 am - 11:26 amORD-PWM
29h 21m3 stops
5:50 pm - 12:39 pmPWM-ORD
19h 49m2 stops
Thu, Jan 9 - Mon, Jan 13
6:15 pm - 12:38 pmORD-PWM
17h 23m1 stop
5:50 pm - 12:39 pmPWM-ORD
19h 49m2 stops
Mon, Jan 20 - Mon, Jan 27
7:25 am - 7:04 pmORD-PWM
10h 39m1 stop
$60Frontier
Find Deal
Wed, Feb 12
9:35 am - 8:14 pmORD-PWM
9h 39m1 stop
$64Frontier
Find Deal
Sun, Dec 15
11:01 am - 4:35 pmORD-PWM
4h 34m1 stop
$103JetBlue
Find Deal
Tue, Apr 1
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$105United Airlines
Find Deal
Sat, Jan 25
2:35 pm - 11:10 pmORD-PWM
7h 35m1 stop
$114Delta
Find Deal
Tue, Jan 21
10:30 am - 3:51 pmORD-PWM
4h 21m1 stop
$118Delta
Find Deal
Thu, Nov 28
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$131United Airlines
Find Deal
Tue, Jan 21
6:39 pm - 12:37 amORD-PWM
4h 58m1 stop
$143American Airlines
Find Deal
Mon, Dec 23
4:28 pm - 10:47 pmORD-PWM
5h 19m1 stop
$163American Airlines
Find Deal
Tue, Dec 3
9:50 am - 4:55 pmORD-PWM
6h 05m1 stop
$321JetBlue
Find Deal
Mon, May 19
10:15 am - 4:18 pmORD-PWM
5h 03m1 stop
6:00 am - 4:31 pmPWM-ORD
11h 31m2 stops
$406Delta
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:35 pm - 10:53 pmORD-PWM
8h 18m2 stops
6:00 am - 4:31 pmPWM-ORD
11h 31m2 stops
$411Delta
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:25 am - 4:18 pmORD-PWM
6h 53m1 stop
5:00 am - 10:04 amPWM-ORD
6h 04m1 stop
$418Delta
Find Deal
Fri, Nov 22 - Sun, Nov 24
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
5:30 am - 9:49 amPWM-ORD
5h 19m1 stop
$419United Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
7:30 am - 5:35 pmORD-PWM
9h 05m2 stops
5:30 am - 1:00 pmPWM-ORD
8h 30m2 stops
$428Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
5:25 pm - 10:47 pmORD-PWM
4h 22m1 stop
7:18 am - 2:24 pmPWM-ORD
8h 06m1 stop
$447American Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
4:00 pm - 12:05 amORD-PWM
7h 05m1 stop
6:00 am - 1:00 pmPWM-ORD
8h 00m2 stops
$458Southwest
Find Deal
Tue, Nov 26 - Fri, Nov 29
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
5:30 am - 9:49 amPWM-ORD
5h 19m1 stop
$464United Airlines
Find Deal
Tue, Nov 26 - Thu, Nov 28
9:55 am - 3:31 pmORD-PWM
4h 36m1 stop
4:12 pm - 10:53 pmPWM-ORD
7h 41m1 stop
$523American Airlines
Find Deal
Tue, Nov 26 - Mon, Dec 2
11:16 am - 11:14 amORD-PWM
22h 58m3 stops
6:14 pm - 9:06 amPWM-ORD
15h 52m2 stops
$1,335
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:00 pm - 9:27 pmORD-PWM
2h 27mnonstop
6:00 am - 7:57 amPWM-ORD
2h 57mnonstop
$209United Airlines
Find Deal
Wed, Apr 2 - Sun, Apr 6
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
7:30 am - 9:44 amPWM-ORD
3h 14mnonstop
$270United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:00 pm - 9:27 pmORD-PWM
2h 27mnonstop
6:00 am - 7:57 amPWM-ORD
2h 57mnonstop
$279United Airlines
Find Deal
Tue, May 6 - Mon, May 12
6:00 pm - 9:27 pmORD-PWM
2h 27mnonstop
6:00 am - 7:57 amPWM-ORD
2h 57mnonstop
$314United Airlines
Find Deal
Fri, May 9 - Sun, May 11
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$324United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$333United Airlines
Find Deal
Sat, Dec 14 - Tue, Dec 17
6:00 pm - 9:27 pmORD-PWM
2h 27mnonstop
6:00 am - 7:57 amPWM-ORD
2h 57mnonstop
$346United Airlines
Find Deal
Thu, May 8 - Sun, May 11
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$349United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$361United Airlines
Find Deal
Mon, Jan 20 - Mon, Jan 27
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$368United Airlines
Find Deal
Sat, Dec 14 - Tue, Dec 17

Delta flights from Chicago O'Hare Intl Airport to Portland, Maine

Our best Delta deals on Chicago O'Hare Intl Airport to Portland, Maine flight tickets
Delta
Dec 14
ORD5:55 pmChicago O'Hare Intl
5h 13m
1 stop
PWM12:08 amPortland
Dec 16
PWM4:30 pmPortland
7h 14m
1 stop
ORD10:44 pmChicago O'Hare Intl
Delta
Jan 9
ORD10:10 amChicago O'Hare Intl
5h 33m
1 stop
PWM4:43 pmPortland
Jan 13
PWM3:02 pmPortland
7h 26m
1 stop
ORD9:28 pmChicago O'Hare Intl
Delta
Jan 5
ORD7:00 amChicago O'Hare Intl
6h 22m
1 stop
PWM2:22 pmPortland
Jan 12
PWM7:15 amPortland
6h 40m
2 stops
ORD12:55 pmChicago O'Hare Intl

Southwest flights from Chicago O'Hare Intl Airport to Portland, Maine

Our best Southwest deals on Chicago O'Hare Intl Airport to Portland, Maine flight tickets
Southwest
Dec 23
ORD4:00 pmChicago O'Hare Intl
7h 05m
1 stop
PWM12:05 amPortland
Jan 1
PWM6:00 amPortland
8h 00m
2 stops
ORD1:00 pmChicago O'Hare Intl
Southwest
Dec 6
ORD7:30 amChicago O'Hare Intl
14h 00m
2 stops
PWM10:30 pmPortland
Dec 8
PWM5:30 amPortland
9h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
Southwest
Jan 1
ORD5:45 amChicago O'Hare Intl
5h 50m
1 stop
PWM12:35 pmPortland
Jan 6
PWM6:00 amPortland
8h 00m
2 stops
ORD1:00 pmChicago O'Hare Intl

See travel insights to Portland from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Portland, Maine

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 Portland, Maine?

The cheapest month to fly to Portland, Maine from Chicago O'Hare Intl Airport is in January. Flight prices, which tend to average around $269, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of January, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $287.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $215. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $411.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Portland, Maine when you can find flight prices for as low as $247. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $381. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Chicago O'Hare Intl to Portland for the best Chicago O'Hare Intl - Portland flight prices

How far in advance should I book a flight to Portland, Maine?

The ideal time to book your flight to Portland, Maine is 59 days in advance when prices tend to average $369. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $135.

What cabin class options are available on Chicago O'Hare Intl to Portland flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Portland, Maine flights?

You could potentially save up to 42% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Portland, Maine flight.

How have Chicago O'Hare Intl Airport to Portland, Maine flight prices changed over time?

As of November 2024, prices for Chicago O'Hare Intl Airport to Portland, Maine flights are approximately 31% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Portland, Maine (ORD to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Portland, Maine

Best Price Found

$60

Fastest flight time

2h 22m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The best one-way flight to Portland, Maine from Chicago O'Hare Intl Airport in the past 72 hours is $60. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland, Maine found on momondo in the last 72 hours is $200.
The fastest flight from Chicago O'Hare Intl Airport to Portland, Maine takes 2h 22m
Direct flights go from Chicago O'Hare Intl Airport to Portland, Maine every day.
There is 1 airport near Portland, Maine: Portland (PWM)

  • How far is Chicago O'Hare Intl to Portland by plane?

    Chicago O'Hare Intl and Portland are 899.6 mi apart from one another. By plane, this route typically takes 2h 22m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Portland Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Portland Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Portland Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Portland, Maine?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Portland, Maine?


Best airlines flying from Chicago O'Hare Intl Airport to Portland, Maine

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $38Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
American AirlinesPriceFrom $184Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $216Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago O'Hare Intl Airport to Portland, Maine

    United Airlines flight deals from Chicago O'Hare Intl Airport to Portland, Maine start from $217 round-trip. Over the 14 United Airlines flights for this route in a normal week, average airfare is usually $404 round-trip - but some users have found much cheaper deals with momondo.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Portland?

It is quick and easy to find Chicago to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

Can I find flights from Chicago to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Portland?

Once you have performed a search for Chicago to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Chicago and alert you when they change.


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