$158 Cheap flight deals from Indianapolis (IND) to South Portland (PWM)

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This Weekend's Flight Deals from Indianapolis to South Portland

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 15 - Mon, Nov 24
IND
Indianapolis Intl.
PWM
Portland Intl. Jetport
$474 Roundtrip, found 6 days ago
$474
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 15 from Indianapolis Intl. to Portland Intl. Jetport, returning Mon, Nov 24, priced at $474 found 6 days ago

Airfares from $158 One Way, $318 Round Trip from Indianapolis to South Portland

Prices starting at $318 for return flights and $158 for one-way flights to South Portland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 24 - Sat, Dec 13
IND
Indianapolis
PWM
Portland
$318 Roundtrip, found 6 days ago
$318
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Nov 24 from Indianapolis to Portland, returning Sat, Dec 13, priced at $318 found 6 days ago
Wed, Dec 3 - Sat, Dec 13
IND
Indianapolis
PWM
Portland
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Dec 3 from Indianapolis to Portland, returning Sat, Dec 13, priced at $323 found 6 days ago
Thu, Dec 18 - Tue, Jan 6
IND
Indianapolis
PWM
Portland
$342 Roundtrip, found 6 days ago
$342
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Dec 18 from Indianapolis to Portland, returning Tue, Jan 6, priced at $342 found 6 days ago
Tue, Dec 9 - Fri, Dec 19
IND
Indianapolis
PWM
Portland
$352 Roundtrip, found 6 days ago
$352
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 9 from Indianapolis to Portland, returning Fri, Dec 19, priced at $352 found 6 days ago
Mon, Nov 24 - Thu, Dec 11
IND
Indianapolis
PWM
Portland
$353 Roundtrip, found 6 days ago
$353
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Nov 24 from Indianapolis to Portland, returning Thu, Dec 11, priced at $353 found 6 days ago

South Portland economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay
4.5-star property

Hotel AKA Back Bay

9.2/10 Wonderful! (1,175 reviews)

Dec 24 - Dec 28

4 night stay

Indianapolis (IND) to Boston (BOS)

Spirit Airlines • Non-stop • Coach

Boston (BOS) to Indianapolis (IND)

Southwest Airlines • Non-stop • Coach
Price was $858, price is now $728 per person
$728
per person
found 7 hours ago
This AKA location is newly remodeled within the past year. I had stayed here previously. It is a great location and convenient to Back Bay, Boston Common, and other Boston neighborhoods. Service is very friendly and accommodating. Restaurant has good food at typical hotel restaurant prices. Gym is quite small but has new equipment, and AKA guests have use of nearby Equinox health club that is fantastic. Common areas of the lobby are OK, but not very community-like (no bustling hotel lobby like some places). Recommended for people that want a nice quiet hotel with friendly service.

Reviewed on Apr 22, 2025

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (475 reviews)

Dec 24 - Dec 28

4 night stay

Indianapolis (IND) to Boston (BOS)

Spirit Airlines • Non-stop • Coach

Boston (BOS) to Indianapolis (IND)

Southwest Airlines • Non-stop • Coach
Price was $1,274, price is now $941 per person
$941
per person
found 7 hours ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

9/10 Wonderful! (1,086 reviews)

Dec 24 - Dec 28

4 night stay

Indianapolis (IND) to Boston (BOS)

Spirit Airlines • Non-stop • Coach

Boston (BOS) to Indianapolis (IND)

Southwest Airlines • Non-stop • Coach
Price was $976, price is now $876 per person
$876
per person
found 7 hours ago
Valet parking rate of $72/night was excessive. Other than that, the room was lovely and comfortable for our family of 5, staff was responsive and friendly. Gym is well equipped with nice views. Very convenient to get to Logan airport from this hotel.

Reviewed on Apr 14, 2025

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More About Flying To South Portland from Indianapolis

Route Information for Flights from Indianapolis to South Portland

Origin Airport IATA Code
IND
Destination Airport IATA Code
PWM
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Indianapolis to South Portland

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.