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Cheap flights from Portland, Maine to Illinois 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 Portland, Maine to Illinois departing on 1/30. 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 Portland, Maine to Illinois

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Portland, Maine to Illinois? 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 Illinois, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland, Maine to Illinois

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

All round-trip flight deals to Illinois

The cheapest plane tickets to Illinois found on KAYAK recently.
5:54 pm - 5:41 pmPWM-ORD
24h 47m1 stop
5:05 am - 7:12 pmORD-PWM
13h 07m1 stop
$138Frontier
Find Deal
Fri, Nov 15 - Sun, Nov 17
7:06 pm - 9:52 amPWM-ORD
15h 46m1 stop
5:56 pm - 9:02 amORD-PWM
14h 06m1 stop
$148Frontier
Find Deal
Sun, Feb 9 - Wed, Feb 12
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$245United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
1:55 pm - 6:55 pmPWM-ORD
6h 00m1 stop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$255United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
5:59 pm - 10:46 pmPWM-ORD
5h 47m1 stop
12:30 pm - 11:31 pmORD-PWM
10h 01m2 stops
$269Delta
Find Deal
Tue, Jan 14 - Tue, Jan 21
6:00 am - 1:14 pmPWM-ORD
8h 14m2 stops
12:30 pm - 11:31 pmORD-PWM
10h 01m2 stops
$274Delta
Find Deal
Tue, Jan 14 - Tue, Jan 21
3:35 pm - 9:25 pmPWM-MDW
6h 50m1 stop
8:10 am - 3:00 pmMDW-PWM
5h 50m1 stop
$284Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
1:05 pm - 10:25 pmPWM-MDW
10h 20m2 stops
5:05 pm - 10:15 pmMDW-PWM
4h 10m1 stop
$289Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
12:30 pm - 10:05 pmPWM-ORD
10h 35m1 stop
6:00 am - 4:32 pmORD-PWM
9h 32m1 stop
$293American Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 18
5:03 pm - 9:21 amPWM-STL
17h 18m1 stop
6:10 am - 11:59 pmSTL-PWM
16h 49m1 stop
$314American Airlines
Find Deal
Thu, Dec 5 - Mon, Dec 9
9:02 pm - 9:52 amPWM-ORD
13h 50m1 stop
$60Frontier
Find Deal
Thu, Jan 30
9:02 pm - 2:42 pmPWM-MDW
18h 40m1 stop
$61Frontier
Find Deal
Thu, Feb 6
6:10 am - 10:16 amPWM-ORD
5h 06m1 stop
$103JetBlue
Find Deal
Tue, Apr 29
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
$123United Airlines
Find Deal
Wed, Jan 8
6:10 am - 10:16 amPWM-ORD
5h 06m1 stop
$128JetBlue
Find Deal
Mon, Apr 28
4:40 pm - 8:43 pmPWM-ORD
5h 03m1 stop
$132Delta
Find Deal
Tue, Jan 28
5:40 am - 11:59 amPWM-MDW
7h 19m1 stop
$132Delta
Find Deal
Wed, Jan 22
7:30 am - 9:44 amPWM-ORD
3h 14mnonstop
$151United Airlines
Find Deal
Tue, Dec 31
6:00 am - 12:15 pmPWM-ORD
7h 15m1 stop
$160American Airlines
Find Deal
Tue, Dec 31
7:20 am - 12:24 pmPWM-STL
6h 04m1 stop
$193American Airlines
Find Deal
Thu, Dec 5
6:02 pm - 5:43 pmPWM-ORD
24h 41m1 stop
5:10 am - 6:45 pmORD-PWM
12h 35m1 stop
$398Frontier
Find Deal
Fri, Nov 1 - Sun, Nov 3
6:02 pm - 5:43 pmPWM-ORD
24h 41m1 stop
5:10 am - 6:45 pmORD-PWM
12h 35m1 stop
$414Frontier
Find Deal
Fri, Nov 1 - Sun, Nov 3
4:30 pm - 6:42 pmPWM-ORD
3h 12mnonstop
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
$623United Airlines
Find Deal
Tue, Nov 5 - Tue, Nov 12
6:00 am - 12:04 pmPWM-ORD
7h 04m1 stop
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
$633United Airlines
Find Deal
Tue, Nov 5 - Tue, Nov 12
6:35 am - 10:40 amPWM-ORD
5h 05m1 stop
10:30 am - 4:18 pmORD-PWM
4h 48m1 stop
$642Delta
Find Deal
Tue, Nov 5 - Tue, Nov 12
5:30 am - 8:55 amPWM-MDW
4h 25m1 stop
5:42 pm - 11:09 pmMDW-PWM
4h 27m1 stop
$642Delta
Find Deal
Tue, Nov 5 - Tue, Nov 12
6:00 am - 6:10 pmPWM-ORD
13h 10m2 stops
11:25 am - 10:30 pmORD-PWM
10h 05m2 stops
$652Southwest
Find Deal
Tue, Nov 5 - Tue, Nov 12
1:15 pm - 7:50 pmPWM-MDW
7h 35m2 stops
11:15 am - 10:30 pmMDW-PWM
10h 15m2 stops
$652Southwest
Find Deal
Tue, Nov 5 - Tue, Nov 12
12:25 pm - 2:18 pmPWM-ORD
2h 53mnonstop
6:00 am - 3:24 pmORD-PWM
8h 24m1 stop
$728American Airlines
Find Deal
Sat, Nov 2 - Mon, Nov 4
12:56 pm - 5:47 pmPWM-ORD
5h 51m1 stop
6:00 am - 3:24 pmORD-PWM
8h 24m1 stop
$738American Airlines
Find Deal
Sat, Nov 2 - Mon, Nov 4
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$315United Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$371United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
$382United Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
$384United Airlines
Find Deal
Sun, Dec 15 - Tue, Dec 17
7:30 am - 9:44 amPWM-ORD
3h 14mnonstop
6:10 pm - 9:42 pmORD-PWM
2h 32mnonstop
$387United Airlines
Find Deal
Tue, Dec 31 - Sat, Jan 4
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$401United Airlines
Find Deal
Wed, Jan 29 - Thu, Jan 30
4:10 pm - 6:24 pmPWM-ORD
3h 14mnonstop
11:10 am - 2:42 pmORD-PWM
2h 32mnonstop
$403United Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
4:15 pm - 6:27 pmPWM-ORD
3h 12mnonstop
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
$420United Airlines
Find Deal
Fri, Dec 13 - Mon, Dec 16
9:30 am - 11:29 amPWM-ORD
2h 59mnonstop
11:05 am - 2:35 pmORD-PWM
2h 30mnonstop
$428United Airlines
Find Deal
Wed, Nov 20 - Sun, Nov 24
9:30 am - 11:29 amPWM-ORD
2h 59mnonstop
6:00 pm - 9:30 pmORD-PWM
2h 30mnonstop
$431United Airlines
Find Deal
Wed, Nov 20 - Wed, Nov 20

Delta flights from Portland, Maine to Illinois

Our best Delta deals on Portland, Maine to Illinois flight tickets
Delta
Jan 14
PWM5:59 pmPortland
5h 47m
1 stop
ORD10:46 pmChicago O'Hare Intl
Jan 21
ORD12:30 pmChicago O'Hare Intl
10h 01m
2 stops
PWM11:31 pmPortland
Delta
Jan 14
PWM6:00 amPortland
8h 14m
2 stops
ORD1:14 pmChicago O'Hare Intl
Jan 21
ORD12:30 pmChicago O'Hare Intl
10h 01m
2 stops
PWM11:31 pmPortland
Delta
Jan 9
PWM5:59 pmPortland
5h 47m
1 stop
ORD10:46 pmChicago O'Hare Intl
Jan 11
ORD7:30 amChicago O'Hare Intl
5h 29m
1 stop
PWM1:59 pmPortland

United Airlines flights from Portland, Maine to Illinois

Our best United Airlines deals on Portland, Maine to Illinois flight tickets
United Airlines
Jan 14
PWM4:10 pmPortland
3h 14m
ORD6:24 pmChicago O'Hare Intl
Jan 21
ORD11:10 amChicago O'Hare Intl
2h 32m
PWM2:42 pmPortland
United Airlines
Jan 14
PWM1:55 pmPortland
6h 00m
1 stop
ORD6:55 pmChicago O'Hare Intl
Jan 21
ORD11:10 amChicago O'Hare Intl
2h 32m
PWM2:42 pmPortland
United Airlines
Jan 14
PWM6:05 pmPortland
5h 52m
1 stop
ORD10:57 pmChicago O'Hare Intl
Jan 21
ORD3:15 pmChicago O'Hare Intl
6h 15m
1 stop
PWM10:30 pmPortland

How to get the cheapest flight ticket from Portland, Maine to Illinois

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 airline that flies to Illinois from Portland, Maine?

Frontier. Frontier, American Airlines, and Delta are the most popular carriers operating from Portland, Maine to Illinois

What is the cheapest Portland, Maine to Illinois flight route?

Portland - Chicago O'Hare Intl. Fly from Portland to Chicago O'Hare Intl for the best Portland, Maine - Illinois flight prices

What cabin class options are available on Portland, Maine to Illinois flights?

There are 3 cabin classes available to choose from on Portland, Maine to Illinois 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 Portland, Maine to Illinois flights?

You could potentially save up to 51% on your flight if you consider stops on a Portland, Maine to Illinois flight.

Cheap Portland, Maine to Illinois flight deals and tips

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

Best Price Found

$60

Fastest flight time

2h 50m

Direct flights

Every day

Airports in Illinois

3 airports
The best one-way flight to Illinois from Portland, Maine in the past 72 hours is $60. The best round-trip flight deal from Portland, Maine to Illinois found on momondo in the last 72 hours is $138.
The fastest flight from Portland, Maine to Illinois takes 2h 50m
Direct flights go from Portland, Maine to Illinois every day.
There are 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The required travel and health documents for your Illinois 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 Illinois. 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 Portland, Maine to Illinois?


Best airlines flying from Portland, Maine to Illinois

Compare and see reviews for airlines that fly from Portland, Maine to Illinois with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $38Free CancellationRating
6.1
3,580 reviews
Search Frontier flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $206Free CancellationRating
8.0
8,835 reviews
Search Delta flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,240 reviews
Search United Airlines flights
SouthwestPriceFrom $281Free CancellationRating
8.1
5,116 reviews
Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Illinois for you.

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

Flights from Portland to Illinois 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 Portland to Illinois?

Once you have performed a search for Portland to Illinois 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 Portland to Illinois right now. Can momondo alert me if prices change?

Price alerts on flights to Illinois from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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