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$98+ Cheap flights from Portland, ME (PWM) to Indiana

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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Portland to Indiana

Cheapest flights from Portland to Indiana
Explore the most affordable flight options available from Portland to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:30 pmPWM - ORD
1 stop5h 14mUnited Airlines
Tue 1/611:00 amORD - PWM
Nonstop2h 39mUnited Airlines
Deal found 12/21$349
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:30 amPWM - FWA
1 stop8h 20mUnited Airlines
Mon 12/294:45 pmFWA - PWM
2 stops7h 14mUnited Airlines
Deal found 12/21$359
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.
Tue 12/2312:56 pmPWM - ORD
1 stop5h 26mDelta
Tue 1/61:55 pmORD - PWM
2 stops8h 27mDelta
Deal found 12/21$364
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:30 pmPWM - ORD
1 stop5h 14mUnited Airlines
Mon 12/296:21 pmORD - PWM
1 stop4h 38mUnited Airlines
Deal found 12/21$389
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.
Mon 12/225:30 pmPWM - MDW
1 stop4h 25mSouthwest
Tue 12/305:45 amMDW - PWM
1 stop4h 25mSouthwest
Deal found 12/22$494
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.
Mon 12/224:48 pmPWM - ORD
1 stop4h 48mDelta
Tue 12/3012:30 pmORD - PWM
2 stops9h 13mDelta
Deal found 12/22$559
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:58 amPWM - ORD
1 stop21h 26mMultiple Airlines
Tue 1/62:26 pmORD - PWM
2 stops26h 12mMultiple Airlines
Deal found 12/21$573
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.
Tue 12/235:20 pmPWM - DAY
1 stop4h 22mAmerican Airlines
Fri 12/266:03 amDAY - PWM
1 stop5h 46mAmerican Airlines
Deal found 12/22$579
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:30 pmPWM - ORD
1 stop5h 14mUnited Airlines
Sun 12/285:50 pmORD - PWM
Nonstop2h 39mUnited Airlines
Deal found 12/21$604
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.
Fri 12/265:45 amPWM - ORD
1 stop7h 14mAmerican Airlines
Sun 12/286:09 amORD - PWM
1 stop4h 40mAmerican Airlines
Deal found 12/22$614
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:49 amPWM - SDF
1 stop21h 35mMultiple Airlines
Sun 12/285:05 amSDF - PWM
2 stops28h 01mMultiple Airlines
Deal found 12/20$631
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.
Mon 12/224:48 pmPWM - CVG
1 stop6h 09mDelta
Wed 12/316:00 amCVG - PWM
1 stop6h 17mDelta
Deal found 12/21$638

Find flight deals from Portland to Indiana

Keep the following information in mind while searching for Portland to Indiana flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(United Airlines)

One-way from

$98
(Kiwi.com)

Popular in

October

Cheapest in

June

Average price

$443
Provider with most accurate pricing for Boston Logan Intl-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Indianapolis flights.
Search Deals
From Portland to Indiana
Search Deals
One-way flight from Portland to Indiana
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Indiana 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 December 23, 2025.
Use the filters below to find and compare flights from Portland to Indiana that are best for you.

Fly from

Portland

Fly to

Indiana

Route

Depart

Return

Price

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 2/5

4:10 pm-6:18 pm

Nonstop3h 08m

Chicago O'Hare Intl

Mon 2/9

11:00 am-2:39 pm

Nonstop2h 39m

$209

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 1/31

4:10 pm-6:18 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 2/3

11:00 am-2:39 pm

Nonstop2h 39m

$209

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 2/6

4:10 pm-6:18 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 2/10

11:00 am-2:39 pm

Nonstop2h 39m

$209

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 2/6

8:40 am-4:06 pm

1 stop8h 26m

Chicago O'Hare Intl

Mon 2/9

11:00 am-2:39 pm

Nonstop2h 39m

$219

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 4/15

9:30 am-11:26 am

Nonstop2h 56m

Chicago O'Hare Intl

Sun 4/19

6:10 pm-9:40 pm

Nonstop2h 30m

$233

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 2/5

6:00 am-1:26 pm

1 stop8h 26m

Chicago O'Hare Intl

Mon 2/9

7:05 am-5:16 pm

2 stops9h 11m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 2/6

2:35 pm-11:56 pm

2 stops10h 21m

Chicago O'Hare Intl

Mon 2/9

10:45 am-5:16 pm

1 stop5h 31m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 2/6

2:35 pm-9:35 pm

1 stop8h 00m

Chicago O'Hare Intl

Tue 2/10

11:15 am-11:22 pm

2 stops11h 07m

$234

PortlandChicago

PWM - MDW

PWMMDW

Portland

Sat 1/17

12:35 pm-6:40 pm

2 stops7h 05m

Chicago Midway

Wed 1/21

1:15 pm-10:15 pm

1 stop8h 00m

$258

PortlandChicago

PWM - MDW

PWMMDW

Portland

Thu 1/29

6:00 am-12:46 pm

2 stops7h 46m

Chicago Midway

Sun 2/1

1:26 pm-11:22 pm

2 stops8h 56m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 results
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Best time to book a flight from Portland to Indiana

Have a flexible travel schedule? Discover the best time to fly to Indiana from Portland 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Indiana

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

Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Indiana (average of $89). Flying from Portland, Maine to Indiana in February is currently the most expensive (average of $281). 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 PWM to IN?

Find hourly flight availability from Portland to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s typically best to fly out from Portland, Maine to Indiana in the morning. Doing so could potentially save you 18% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated December 23, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Portland to Indiana have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,105 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Portland to Indiana. 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 from for flights from Portland to Indiana?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Indiana.

  • How long is the flight from Portland, Maine to Indiana?

    Airlines like United Airlines, Southwest, and Delta fly from Portland, Maine to Indiana in about 3h 08m. The time it takes to get you to your destination can typically vary by up to 4h 38m. Portland, Maine and Indiana are separated by a distance of 897 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $102. Users have also found prices from $124 and $129 on Delta and United Airlines, respectively.

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

    When deciding which route to take from Portland, Maine to Indiana consider Portland - Chicago O'Hare Intl, Portland - Louisville Intl or Portland - Chicago Midway as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Indiana 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 Portland, Maine to Indiana?

    Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Indiana (average of $89). Flying from Portland, Maine to Indiana in February is currently the most expensive (average of $281). 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.

See more FAQs

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Top 4 airlines flying from Portland to Indiana

Discover the top 4 airlines that operate flights from Portland to Indiana. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$163Average$410FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$169Average$390FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$319FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$411FlexibilityNo cancel feeOn-time63%

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