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$102+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap flight deals from Portland to Indiana

Keep the following information in mind while searching for Portland to Indiana flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$231
(Delta)

One-way from

$102
(United Airlines)

Popular in

January

Cheapest in

August

Average price

$406
Provider with most accurate pricing for Portland-Indianapolis flight deals.
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Provider most trusted by Cheapflights users for Portland-Indianapolis flights.
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From Portland to Indiana
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One-way flight from Portland to Indiana
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Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/4. 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.
Fri 12/52:34 pmPWM - ORD
2 stops10h 27mDelta
Mon 12/82:30 pmORD - PWM
2 stops7h 51mDelta
Deal found 11/4$231
This Delta deal was found by Cheapflights users on 11/5. 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.
Wed 12/34:43 pmPWM - ORD
1 stop4h 55mDelta
Sat 12/610:45 amORD - PWM
2 stops10h 38mDelta
Deal found 11/5$234
This Southwest deal was found by Cheapflights users on 11/5. 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.
Fri 12/123:00 pmPWM - MDW
2 stops6h 30mSouthwest
Mon 12/159:20 amMDW - PWM
1 stop4h 35mSouthwest
Deal found 11/5$234
This United Airlines deal was found by Cheapflights users on 11/6. 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 11/205:00 pmPWM - ORD
Nonstop2h 55mUnited Airlines
Thu 12/114:25 pmORD - PWM
1 stop5h 44mUnited Airlines
Deal found 11/6$239
This Delta deal was found by Cheapflights users on 11/5. 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.
Wed 12/34:43 pmPWM - MDW
2 stops8h 04mDelta
Sat 12/69:29 amMDW - PWM
2 stops10h 22mDelta
Deal found 11/5$239
This Delta deal was found by Cheapflights users on 11/4. 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.
Wed 12/36:00 amPWM - ORD
1 stop5h 09mDelta
Sun 12/76:45 amORD - PWM
1 stop4h 28mDelta
Deal found 11/4$240
This United Airlines deal was found by Cheapflights users on 11/5. 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 - SBN
1 stop5h 27mUnited Airlines
Thu 1/11:24 pmSBN - PWM
2 stops9h 58mUnited Airlines
Deal found 11/5$242
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 12/54:25 pmPWM - ORD
Nonstop3h 10mUnited Airlines
Tue 12/95:50 pmORD - PWM
Nonstop2h 27mUnited Airlines
Deal found 11/4$243
This Southwest deal was found by Cheapflights users on 11/4. 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.
Thu 12/43:30 pmPWM - MDW
1 stop6h 35mSouthwest
Sat 12/66:40 amMDW - PWM
1 stop4h 25mSouthwest
Deal found 11/4$249
This Delta deal was found by Cheapflights users on 11/5. 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.
Wed 12/36:00 amPWM - ORD
2 stops11h 42mDelta
Wed 12/1010:45 amORD - PWM
2 stops12h 14mDelta
Deal found 11/5$250
This Delta deal was found by Cheapflights users on 11/6. 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.
Thu 12/42:34 pmPWM - ORD
2 stops10h 27mDelta
Thu 12/116:45 amORD - PWM
1 stop4h 28mDelta
Deal found 11/6$254
This Delta deal was found by Cheapflights users on 11/4. 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.
Fri 12/52:34 pmPWM - MDW
2 stops10h 13mDelta
Tue 12/99:34 amMDW - PWM
1 stop5h 33mDelta
Deal found 11/4$254

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 November 6, 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

Mon 1/26

2:35 pm-11:57 pm

2 stops10h 22m

Chicago O'Hare Intl

Mon 2/2

6:25 pm-12:20 am

1 stop4h 55m

$234

PortlandChicago

PWM - MDW

PWMMDW

Portland

Fri 12/12

3:00 pm-8:30 pm

2 stops6h 30m

Chicago Midway

Sun 12/14

5:10 am-11:10 am

1 stop5h 00m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 12/3

4:43 pm-10:30 pm

1 stop6h 47m

Chicago O'Hare Intl

Wed 12/10

2:30 pm-11:21 pm

2 stops7h 51m

$234

PortlandChicago

PWM - MDW

PWMMDW

Portland

Wed 12/3

4:43 pm-11:47 pm

2 stops8h 04m

Chicago Midway

Sat 12/6

9:29 am-4:00 pm

1 stop5h 31m

$234

PortlandChicago

PWM - MDW

PWMMDW

Portland

Wed 12/10

2:34 pm-11:47 pm

2 stops10h 13m

Chicago Midway

Sat 12/13

9:29 am-4:00 pm

1 stop5h 31m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 12/13

6:00 am-3:20 pm

2 stops10h 20m

Chicago O'Hare Intl

Mon 12/15

6:00 am-4:07 pm

2 stops9h 07m

$239

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 12/3

6:00 am-10:09 am

1 stop5h 09m

Chicago O'Hare Intl

Sun 12/7

6:45 am-12:13 pm

1 stop4h 28m

$240

PortlandSouth Bend

PWM - SBN

PWMSBN

Portland

Thu 12/25

9:30 am-2:57 pm

1 stop5h 27m

South Bend/Michiana

Thu 1/1

1:24 pm-11:22 pm

2 stops9h 58m

$242

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 12/5

4:25 pm-6:35 pm

Nonstop3h 10m

Chicago O'Hare Intl

Tue 12/9

5:50 pm-9:17 pm

Nonstop2h 27m

$243

PortlandChicago

PWM - MDW

PWMMDW

Portland

Thu 12/4

5:30 am-10:10 am

1 stop5h 40m

Chicago Midway

Sun 12/7

5:10 am-11:10 am

1 stop5h 00m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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 $282). 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 November 6, 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 November 6, 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
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 Delta, Southwest, and United Airlines fly from Portland, Maine to Indiana in about 5h 27m. The time it takes to get you to your destination can typically vary by up to 4h 55m. Portland, Maine and Indiana are separated by a distance of 822 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 Breeze Airways. According to our data, you can fly for as low as $107. Users have also found prices from $107 and $107 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 - Chicago Midway or Portland - Cincinnati Cinci./N. Kentucky 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 $282). 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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Alternative routes for Portland to Indiana

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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$163Average$432FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$216Average$386FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$368FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$396FlexibilityNo cancel feeOn-time63%

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