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Portland

$53+ Cheap flights from Illinois to Portland, ME (PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
dez 27 — jan 31
sex 12/27
sex 1/3
1 adult, Economy
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Cheap flight deals from Illinois to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated dezembro 22, 2024.

Round-trip from

$215
(Gotogate)

One-way from

$53
(Mytrip)
From Illinois to Portland
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One-way flight from Illinois to Portland
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Find flight deals from Illinois to Portland

Cheapest flights from Illinois to Portland
Explore the most affordable flight options available from Illinois to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on dezembro 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/285:27 pmORD - PWM
1 stop6h 10mAmerican Airlines
ter 12/316:00 amPWM - ORD
1 stop7h 15mAmerican Airlines
Deal found 12/22$323
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 12/265:30 pmORD - PWM
1 stop4h 52mDelta
ter 12/315:05 amPWM - ORD
1 stop5h 16mDelta
Deal found 12/22$327
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 12/243:32 pmMDW - PWM
1 stop7h 38mDelta
seg 12/305:05 amPWM - MDW
1 stop4h 45mDelta
Deal found 12/21$408
This Southwest deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 12/245:45 amORD - PWM
1 stop8h 30mSouthwest
qui 12/262:15 pmPWM - ORD
1 stop8h 15mSouthwest
Deal found 12/22$418
This United deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/256:10 pmORD - PWM
Nonstop2h 32mUnited Airlines
sáb 12/287:30 amPWM - ORD
Nonstop3h 14mUnited Airlines
Deal found 12/22$469
This Southwest deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/285:30 amMDW - PWM
1 stop4h 05mSouthwest
qua 1/16:00 amPWM - MDW
2 stops9h 10mSouthwest
Deal found 12/20$478
This CheapOair deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 12/314:08 pmMDW - PWM
1 stop18h 04mFrontier
dom 1/57:51 pmPWM - MDW
1 stop14h 40mFrontier
Deal found 12/21$573
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/307:30 pmORD - PWM
2 stops20h 38mMultiple Airlines
qua 1/112:09 pmPWM - ORD
3 stops21h 28mMultiple Airlines
Deal found 12/21$683
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/215:55 pmSTL - PWM
1 stop4h 27mDelta
sáb 12/285:05 amPWM - STL
1 stop5h 33mDelta
Deal found 12/21$826
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/256:30 amSTL - PWM
1 stop4h 55mAmerican Airlines
sex 12/276:00 amPWM - STL
1 stop7h 50mAmerican Airlines
Deal found 12/21$916
This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/2510:55 amSTL - PWM
2 stops10h 35mSouthwest
sex 12/275:30 amPWM - STL
1 stop9h 20mSouthwest
Deal found 12/21$921

Find flights from Illinois to Portland within your budget

Customize your flight search to find flights from Illinois to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated dezembro 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

qui 1/23

5:05 pm-8:12 pm

1 stop26h 07m

Portland

seg 1/27

9:02 pm-11:31 pm

1 stop27h 29m

$215

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

dom 2/16

3:35 pm-11:15 pm

1 stop6h 40m

Portland

sáb 2/22

4:04 pm-6:10 pm

Nonstop3h 06m

$289

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

sáb 5/31

8:55 am-6:51 pm

2 stops8h 56m

Portland

seg 6/2

5:59 pm-10:42 pm

1 stop5h 43m

$303

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

sáb 1/18

3:41 pm-11:51 pm

1 stop7h 10m

Portland

sáb 1/25

6:00 am-2:53 pm

2 stops9h 53m

$308

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

dom 1/19

1:35 pm-11:26 am

2 stops20h 51m

Portland

dom 1/26

5:23 pm-9:39 am

1 stop17h 16m

$309

St. LouisPortland

STL - PWM

STLPWM

Lambert-St Louis

sáb 2/15

6:00 am-12:24 pm

1 stop5h 24m

Portland

sáb 2/22

7:20 am-11:59 am

1 stop5h 39m

$326

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

qua 1/22

5:05 pm-10:15 pm

1 stop4h 10m

Portland

sex 1/24

3:35 pm-9:25 pm

1 stop6h 50m

$333

MolinePortland

MLI - PWM

MLIPWM

Moline Quad-City

dom 1/12

5:05 pm-11:51 pm

1 stop5h 46m

Portland

ter 1/14

6:00 am-4:25 pm

2 stops11h 25m

$333

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

sáb 1/18

12:40 pm-10:05 pm

1 stop8h 25m

Portland

dom 1/19

5:35 am-4:45 pm

2 stops12h 10m

$338

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

qui 6/5

6:01 am-11:05 am

1 stop4h 04m

Portland

dom 6/8

7:17 am-9:10 am

Nonstop2h 53m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 35 results
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Best time to book a flight from Illinois to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Illinois to Portland

Get recent, data-driven insights about flights from Illinois to Portland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Illinois to Portland, Maine (average of $296). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to PWM?

Find hourly flight availability from Illinois to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated dezembro 22, 2024.

When flying from Illinois to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated dezembro 22, 2024.
Peruse reviews from past customers who have flown with United Airlines, Southwest and American Airlines from Illinois to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Illinois?

    For a flight from Illinois to Portland, you will be flying into Portland. Portland (PWM) is just 2.9 mi from the center of the city.

  • What are the cheapest airlines to fly from Illinois to Portland, Maine one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $53. Users have also found prices from $87 and $114 on JetBlue and United Airlines, respectively.

  • What are the most popular routes from Illinois to Portland, Maine?

    The most popular flight routes from Illinois to Portland, Maine are Chicago O'Hare Intl - Portland, Chicago Midway - Portland and Lambert-St Louis - Portland.

  • What are the most reliable airlines from Illinois to Portland, Maine?

    Before booking your flight to Portland, Maine from Illinois, check out the most reliable airlines to get you to your destination on time: United Airlines (94%), SkyWest Airlines (93%), Republic Airways( 92%).

  • What are the cheapest flights from Illinois to Portland, Maine?

    The cheapest flight price from Illinois to Portland, Maine is $138. On average you can expect to pay $318. The most popular route, (Chicago O'Hare Intl - Portland), can usually be booked for $178.

  • Can I find deals for flights from Illinois to Portland that include hotel bookings?

    Yes. In addition to deals on Illinois to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Portland.

  • Can I find deals for business class flights from Illinois to Portland?

    Yes. Cheapflights offers flight deals from Illinois to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Portland, Maine (average of $296). Flying from Illinois to Portland, Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Illinois to Portland

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Top 4 airlines flying from Illinois to Portland

Discover the top 4 airlines that operate flights from Illinois to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated dezembro 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$184Average$441FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$316FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$416FlexibilityNo cancel feeOn-time69%
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