How long does it take to fly to Portland, Maine?

The flight from Illinois to Portland, Maine depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Chicago (a popular airport in Illinois) to Boston (the most popular airport in Portland, Maine), then the flight time is 2h 12m on average. If you fly from Peoria (another popular airport in Illinois) to Boston, then the average flight time is 4h 59m.

What is the cheapest airline that flies from Illinois to Portland?

JetBlue, American Airlines, and Southwest are the most popular carriers operating from Illinois to Portland

What airlines fly to Portland, Maine?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Portland, Maine from Illinois according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 7 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

How many flights depart from Illinois to Portland, Maine on average per week?

As of October 2025, 47 flights take off from Illinois and land in Portland, Maine each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

How many flights depart from Illinois to Portland, Maine on average per day?

As of October 2025, there are 6 flights per day flying from Illinois to Portland, Maine. The most common time of day flights depart is 11:00AM, with 44% of flights taking off in the evening.

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?

As of October 2025, there are 4 operators available to choose from 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.

$101 Cheap Flights from Illinois to Portland in 2025/26

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Find the cheapest flights from Illinois to Boston

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:34 am - 11:04 pmORD-PWM

13h 30m1 stop

7:09 am - 12:22 pmPWM-ORD

6h 13m1 stop

$258JetBlue

Find Deal

Sat, Oct 18 - Tue, Oct 21

8:34 am - 11:04 pmORD-PWM

13h 30m1 stop

7:09 am - 12:22 pmPWM-ORD

6h 13m1 stop

$259JetBlue

Find Deal

Sat, Oct 18 - Tue, Oct 21

1:30 pm - 10:19 pmSTL-PWM

7h 49m1 stop

6:01 am - 12:20 pmPWM-STL

7h 19m1 stop

$261Delta

Find Deal

Wed, Oct 29 - Wed, Nov 5

11:13 am - 8:14 pmORD-PWM

8h 01m1 stop

12:59 pm - 8:39 pmPWM-ORD

8h 40m1 stop

$263American Airlines

Find Deal

Wed, Oct 22 - Sat, Oct 25

6:01 am - 11:28 amPIA-PWM

4h 27m1 stop

5:43 am - 3:47 pmPWM-PIA

11h 04m2 stops

$264American Airlines

Find Deal

Thu, Oct 30 - Tue, Nov 4

3:59 pm - 10:19 pmSTL-PWM

5h 20m1 stop

6:01 am - 2:43 pmPWM-STL

9h 42m2 stops

$266Delta

Find Deal

Wed, Oct 29 - Wed, Nov 5

6:10 pm - 9:44 pmORD-PWM

2h 34mnonstop

4:57 pm - 6:48 pmPWM-ORD

2h 51mnonstop

$283United Airlines

Find Deal

Tue, Oct 21 - Sat, Oct 25

6:45 am - 2:12 pmPIA-PWM

6h 27m1 stop

4:57 pm - 9:31 pmPWM-PIA

5h 34m1 stop

$284United Airlines

Find Deal

Thu, Oct 30 - Tue, Nov 4

5:15 am - 2:25 pmSTL-PWM

8h 10m2 stops

3:30 pm - 10:00 pmPWM-STL

7h 30m1 stop

$284Southwest

Find Deal

Thu, Nov 13 - Tue, Nov 18

5:15 am - 2:25 pmSTL-PWM

8h 10m2 stops

5:30 am - 1:50 pmPWM-STL

9h 20m2 stops

$289Southwest

Find Deal

Thu, Nov 13 - Tue, Nov 18

American Airlines flights from Illinois to Portland, Maine

Our best American Airlines deals on Illinois to Portland, Maine flight tickets

American Airlines

Oct 22

ORD11:13 amChicago O'Hare Intl

8h 01m

1 stop

PWM8:14 pmPortland

Oct 25

PWM12:59 pmPortland

8h 40m

1 stop

ORD8:39 pmChicago O'Hare Intl

$263

Find similar

American Airlines

Oct 30

PIA6:01 amGreater Peoria

4h 27m

1 stop

PWM11:28 amPortland

Nov 4

PWM5:43 amPortland

11h 04m

2 stops

PIA3:47 pmGreater Peoria

$264

Find similar

American Airlines

Oct 31

ORD11:13 amChicago O'Hare Intl

8h 01m

1 stop

PWM8:14 pmPortland

Nov 3

PWM5:21 pmPortland

5h 02m

1 stop

ORD9:23 pmChicago O'Hare Intl

$268

Find similar

Delta flights from Illinois to Portland, Maine

Our best Delta deals on Illinois to Portland, Maine flight tickets

Delta

Oct 29

STL1:30 pmLambert-St Louis

7h 49m

1 stop

PWM10:19 pmPortland

Nov 5

PWM6:01 amPortland

7h 19m

1 stop

STL12:20 pmLambert-St Louis

$261

Find similar

Delta

Oct 29

STL3:59 pmLambert-St Louis

5h 20m

1 stop

PWM10:19 pmPortland

Nov 5

PWM6:01 amPortland

9h 42m

2 stops

STL2:43 pmLambert-St Louis

$266

Find similar

Delta

Oct 29

STL6:00 amLambert-St Louis

9h 13m

2 stops

PWM4:13 pmPortland

Nov 5

PWM1:46 pmPortland

10h 21m

2 stops

STL11:07 pmLambert-St Louis

$271

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 10/18

8:34 am-11:04 pm

1 stop13h 30m

Portland

Tue 10/21

7:09 am-12:22 pm

1 stop6h 13m

$258

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 10/18

8:34 am-11:04 pm

1 stop13h 30m

Portland

Tue 10/21

7:09 am-12:22 pm

1 stop6h 13m

$259

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Wed 10/29

1:30 pm-10:19 pm

1 stop7h 49m

Portland

Wed 11/5

6:01 am-12:20 pm

1 stop7h 19m

$261

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10/22

11:13 am-8:14 pm

1 stop8h 01m

Portland

Sat 10/25

12:59 pm-8:39 pm

1 stop8h 40m

$263

PeoriaPortland

PIA - PWM

PIAPWM

Greater Peoria

Thu 10/30

6:01 am-11:28 am

1 stop4h 27m

Portland

Tue 11/4

5:43 am-3:47 pm

2 stops11h 04m

$264

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Wed 10/29

3:59 pm-10:19 pm

1 stop5h 20m

Portland

Wed 11/5

6:01 am-2:43 pm

2 stops9h 42m

$266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 10/21

6:10 pm-9:44 pm

Nonstop2h 34m

Portland

Sat 10/25

4:57 pm-6:48 pm

Nonstop2h 51m

$283

PeoriaPortland

PIA - PWM

PIAPWM

Greater Peoria

Thu 10/30

6:45 am-2:12 pm

1 stop6h 27m

Portland

Tue 11/4

4:57 pm-9:31 pm

1 stop5h 34m

$284

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 11/13

5:15 am-2:25 pm

2 stops8h 10m

Portland

Tue 11/18

3:30 pm-10:00 pm

1 stop7h 30m

$284

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

Thu 11/13

5:15 am-2:25 pm

2 stops8h 10m

Portland

Tue 11/18

5:30 am-1:50 pm

2 stops9h 20m

$289

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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

Prices

Airlines

Other information

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Illinois is in March. Flight prices, which tend to average around $303, 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 March, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $311.

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 $343. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday 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 $399.

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

In the evening is the cheapest time of day to fly from Illinois to Portland, Maine when you can find flight prices for as low as $320. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $378. 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?

You are more likely to see cheaper flights to Portland, Maine from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $404 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Illinois for as low as $286 on momondo.

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?

No. A direct flight is the cheapest option for a flight between Illinois to Portland, Maine.

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	$174
Fastest flight time	2h 10m
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 $174. The best round-trip flight deal from Illinois to Portland, Maine found on momondo in the last 72 hours is $282.

The fastest flight from Illinois to Portland, Maine takes 2h 10m

Direct flights go from Illinois to Portland, Maine every day.

There is 1 airport near Portland, Maine: Portland (PWM)

Search flight deals

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?
As of October 2025, there are 4 operators available to choose from 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?
Based on momondo bookings for flights between Illinois and Portland, Maine, the leading plane model is Boeing 737-800, making up 21.17% of the total bookings. Other popular models include Embraer 175 with 19.82%, Embraer 175 (Enhanced Winglets) with 16.67%, and Boeing 737-700 with 14.13%.

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
Delta	PriceFrom $163	Free Cancellation	Rating 7.9 7,961 reviews	Search Delta flights
United Airlines	PriceFrom $226	Free Cancellation	Rating 7.4 8,929 reviews	Search United Airlines flights
American Airlines	PriceFrom $231	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $313	Free Cancellation	Rating 8.0 4,248 reviews	Search Southwest flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Bartlett

Brunswick

Gorham

Auburn

Intervale

Windham

Bath

Oxford

Georgetown

Tamworth

Falmouth

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.

An easier way to manage your Portland, Maine 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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Cheap flights from Illinois to Boston from $101

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 Boston departing on 10/21. 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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Big names and deals

Filter for what you want

Filter for what you want

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American Airlines flights from Illinois to Portland, Maine

Our best American Airlines deals on Illinois to Portland, Maine flight tickets

Delta flights from Illinois to Portland, Maine

Our best Delta deals on Illinois to Portland, Maine flight tickets

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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?

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

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

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?

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?

No. A direct flight is the cheapest option for a flight between Illinois to Portland, Maine.

What is the cheapest airline that flies from Illinois to Portland?

JetBlue, American Airlines, and Southwest are the most popular carriers operating from Illinois to Portland

What airlines fly to Portland, Maine?

How many flights depart from Illinois to Portland, Maine on average per day?

As of October 2025, there are 6 flights per day flying from Illinois to Portland, Maine. The most common time of day flights depart is 11:00AM, with 44% of flights taking off in the evening.

How many flights depart from Illinois to Portland, Maine on average per week?

As of October 2025, 47 flights take off from Illinois and land in Portland, Maine each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

How long does it take to fly to Portland, Maine?

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

Fastest flight time

Direct flights

Airports in Portland, Maine

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

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?

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

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

Traveling to a place near Boston?

Why use momondo?

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

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

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

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

An easier way to manage your Portland, Maine 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Maine