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Cheap flights from Illinois to Portland, Maine from $73

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Portland, Maine departing on 12/9. 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 Illinois to Portland

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois 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 Illinois to Portland.

Cheap last minute flights

Planning a quick getaway from Illinois 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 Illinois to Portland

Find recent round-trip train or bus tickets from Illinois to Portland.

All round-trip flight deals to Portland

The cheapest plane tickets to Portland found on KAYAK recently.
4:20 pm - 7:35 pmMDW-PWM
26h 15m1 stop
10:08 am - 7:15 pmPWM-MDW
10h 07m1 stop
$158Frontier
Find Deal
Thu, Feb 27 - Tue, Mar 4
5:45 am - 11:12 amORD-PWM
28h 27m1 stop
7:51 pm - 9:54 amPWM-ORD
15h 03m1 stop
$168Frontier
Find Deal
Tue, Dec 17 - Sun, Dec 22
1:54 pm - 10:30 pmORD-PWM
7h 36m1 stop
5:24 am - 10:47 amPWM-ORD
6h 23m1 stop
$188American Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
6:00 am - 1:10 pmPWM-ORD
8h 10m1 stop
$219United Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
8:05 am - 1:54 pmORD-PWM
4h 49m1 stop
4:50 pm - 10:04 pmPWM-ORD
6h 14m1 stop
$227American Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
2:23 pm - 10:30 pmORD-PWM
7h 07m1 stop
6:00 am - 1:10 pmPWM-ORD
8h 10m1 stop
$228United Airlines
Find Deal
Fri, Jan 10 - Sun, Jan 12
7:05 am - 2:22 pmORD-PWM
6h 17m1 stop
6:00 am - 12:55 pmPWM-ORD
7h 55m2 stops
$233Delta
Find Deal
Thu, Jan 9 - Mon, Jan 13
9:34 am - 4:06 pmMDW-PWM
5h 32m1 stop
6:00 am - 1:08 pmPWM-MDW
8h 08m2 stops
$233Delta
Find Deal
Thu, Jan 9 - Mon, Jan 13
7:26 am - 5:38 pmORD-PWM
9h 12m2 stops
5:23 pm - 9:39 amPWM-ORD
17h 16m1 stop
Fri, Jan 31 - Sun, Feb 2
8:30 am - 11:26 amORD-PWM
25h 56m2 stops
5:23 pm - 9:39 amPWM-ORD
17h 16m1 stop
Thu, Jan 30 - Sun, Feb 2
11:33 am - 8:14 pmMDW-PWM
7h 41m1 stop
$73Frontier
Find Deal
Mon, Dec 9
10:59 am - 8:14 pmORD-PWM
8h 15m1 stop
$74Frontier
Find Deal
Mon, Dec 16
6:00 am - 12:06 pmORD-PWM
5h 06m1 stop
$94American Airlines
Find Deal
Tue, Jan 7
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$105United Airlines
Find Deal
Sat, Jan 25
3:40 pm - 12:10 amORD-PWM
7h 30m1 stop
$114Delta
Find Deal
Wed, Dec 18
9:34 am - 4:06 pmMDW-PWM
5h 32m1 stop
$114Delta
Find Deal
Sun, Jan 26
2:55 pm - 10:46 pmORD-PWM
6h 51m1 stop
$124American Airlines
Find Deal
Tue, Dec 10
11:01 am - 4:35 pmORD-PWM
4h 34m1 stop
$128JetBlue
Find Deal
Thu, Apr 3
6:08 pm - 11:59 pmORD-PWM
4h 51m1 stop
$131United Airlines
Find Deal
Tue, Dec 24
9:50 am - 4:55 pmORD-PWM
6h 05m1 stop
$237JetBlue
Find Deal
Thu, May 22
2:50 pm - 10:53 pmORD-PWM
7h 03m1 stop
2:59 pm - 9:36 pmPWM-ORD
7h 37m1 stop
$358Delta
Find Deal
Wed, Nov 27 - Tue, Dec 3
1:35 pm - 10:53 pmORD-PWM
8h 18m2 stops
2:59 pm - 9:36 pmPWM-ORD
7h 37m1 stop
$363Delta
Find Deal
Wed, Nov 27 - Tue, Dec 3
4:45 pm - 10:47 pmORD-PWM
5h 02m1 stop
5:50 am - 11:08 amPWM-ORD
6h 18m1 stop
$383American Airlines
Find Deal
Sun, Dec 1 - Sat, Dec 14
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
7:27 pm - 11:20 pmPWM-ORD
4h 53m1 stop
$419United Airlines
Find Deal
Wed, Nov 27 - Tue, Dec 3
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$514United Airlines
Find Deal
Wed, Nov 27 - Tue, Dec 3
9:31 am - 4:18 pmMDW-PWM
5h 47m1 stop
5:00 am - 8:50 amPWM-MDW
4h 50m1 stop
$533Delta
Find Deal
Tue, Nov 26 - Sat, Nov 30
11:25 am - 12:15 amORD-PWM
11h 50m2 stops
5:20 am - 12:45 pmPWM-ORD
8h 25m1 stop
$663Southwest
Find Deal
Sun, Dec 1 - Sat, Dec 14
6:15 am - 12:15 amORD-PWM
17h 00m2 stops
5:20 am - 3:20 pmPWM-ORD
11h 00m2 stops
$668Southwest
Find Deal
Sun, Dec 1 - Sat, Dec 14
1:09 pm - 5:16 pmORD-PWM
27h 07m3 stops
12:09 pm - 9:37 amPWM-ORD
22h 28m2 stops
Sun, Dec 1 - Sat, Dec 14
1:09 pm - 5:16 pmORD-PWM
27h 07m3 stops
12:09 pm - 12:18 pmPWM-ORD
25h 09m3 stops
Sun, Dec 1 - Sat, Dec 14
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$248United Airlines
Find Deal
Sat, Dec 14 - Sun, Dec 15
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$277United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$279United Airlines
Find Deal
Fri, Jan 10 - Mon, Jan 13
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$291United Airlines
Find Deal
Thu, Dec 12 - Sat, Jan 18
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$314United Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
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
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$349United Airlines
Find Deal
Thu, Dec 12 - Sat, Dec 14
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$359United Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$381United Airlines
Find Deal
Fri, Jan 17 - Tue, Jan 21
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
$409United Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15

Delta flights from Illinois to Portland, Maine

Our best Delta deals on Illinois to Portland, Maine flight tickets
Delta
Jan 9
ORD7:05 amChicago O'Hare Intl
6h 17m
1 stop
PWM2:22 pmPortland
Jan 13
PWM6:00 amPortland
7h 55m
2 stops
ORD12:55 pmChicago O'Hare Intl
Delta
Jan 9
ORD5:45 amChicago O'Hare Intl
9h 59m
2 stops
PWM4:44 pmPortland
Jan 13
PWM6:00 amPortland
7h 55m
2 stops
ORD12:55 pmChicago O'Hare Intl
Delta
Dec 11
ORD3:40 pmChicago O'Hare Intl
6h 50m
1 stop
PWM11:30 pmPortland
Jan 18
PWM4:46 pmPortland
5h 29m
1 stop
ORD9:15 pmChicago O'Hare Intl

United Airlines flights from Illinois to Portland, Maine

Our best United Airlines deals on Illinois to Portland, Maine flight tickets
United Airlines
Jan 24
ORD11:10 amChicago O'Hare Intl
2h 32m
PWM2:42 pmPortland
Jan 26
PWM6:00 amPortland
8h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
United Airlines
Jan 10
ORD2:23 pmChicago O'Hare Intl
7h 07m
1 stop
PWM10:30 pmPortland
Jan 12
PWM6:00 amPortland
8h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
United Airlines
Dec 14
ORD6:00 pmChicago O'Hare Intl
2h 30m
PWM9:30 pmPortland
Dec 15
PWM7:27 pmPortland
4h 53m
1 stop
ORD11:20 pmChicago O'Hare Intl

See travel insights to Portland from

How to get the cheapest flight ticket from Illinois 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 Illinois 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 Illinois is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $216. 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 Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $416.

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 Illinois to Portland, Maine when you can find flight prices for as low as $248. 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 $383. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Illinois to Portland flight route?

Fly from Chicago O'Hare Intl to Portland for the best Illinois - 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 $367. 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 Illinois to Portland flights?

There are 4 cabin classes available to choose from on Illinois 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 Illinois to Portland, Maine flights?

You could potentially save up to 30% on your flight if you consider stops on a Illinois to Portland, Maine flight.

Cheap Illinois to Portland, Maine flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Portland, Maine

Best Price Found

$73

Fastest flight time

2h 17m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The best one-way flight to Portland, Maine from Illinois in the past 72 hours is $73. The best round-trip flight deal from Illinois to Portland, Maine found on momondo in the last 72 hours is $158.
The fastest flight from Illinois to Portland, Maine takes 2h 17m
Direct flights go from Illinois to Portland, Maine every day.
There is 1 airport near Portland, Maine: Portland (PWM)

  • When did momondo last update prices for flights from Illinois to Portland Airport?

    Prices for flights from Illinois to Portland Airport are updated daily.

  • How many operators does momondo search for flights from Illinois to Portland Airport?

  • How old do you have to be to fly from Illinois to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Portland Airport.

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

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to Portland, Maine?


Best airlines flying from Illinois to Portland, Maine

Compare and see reviews for airlines that fly from Illinois to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $38Free CancellationRating
6.1
3,526 reviews
Search Frontier flights
American AirlinesPriceFrom $184Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,734 reviews
Search Delta flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Portland. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Illinois to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Illinois and Portland 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 Illinois 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 Illinois and alert you when they change.


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