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Amazing ORD to PWM Flight Deals
The cheapest flights to Portland Intl. Jetport were $269 for round trip flights and $137 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
PWM
Portland
$269 Roundtrip, found 5 days ago
$269
Roundtrip
found 5 days ago
ORD
Chicago
PWM
Portland
$279 Roundtrip, found 5 days ago
$279
Roundtrip
found 5 days ago
ORD
Chicago
PWM
Portland
$293 Roundtrip, found 5 days ago
$293
Roundtrip
found 5 days ago
ORD
Chicago
PWM
Portland
$297 Roundtrip, found 5 days ago
$297
Roundtrip
found 5 days ago
ORD
Chicago
PWM
Portland
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
ORD
Chicago
PWM
Portland
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
Hotels near Portland Intl. Jetport Airport (PWM)
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street Portland ME
$126 nightly
The price is $140 total per night from May 10 to May 11
$140 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
9.4/10 Exceptional! (1,140 reviews)
My experience was very good even when I called to ask questions. When I arrived at the airport and called it was literally minutes before the shuttle came and the check in was prompt. I would stay here again and definitely recommend.
Reviewed on Apr 29, 2026
Hilton Garden Inn Portland Airport
145 Jetport Blvd Portland ME
$111 nightly
The price is $123 total per night from May 10 to May 11
$123 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
8.4/10 Very Good! (1,001 reviews)
The staff at the Hilton Garden Inn at the Portland Jetport were helpful and accommodating. I arrived right at the end Spring school vacation and they were EXTREMELY busy, but that never stopped them from answering all of my questions and they went out of their way to meet my needs.
Reviewed on Apr 30, 2026
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
$76 nightly
The price is $83 total per night from May 26 to May 27
$83 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
8.6/10 Excellent! (2,028 reviews)
It’s reliable, clean, and friendly staff
Reviewed on May 2, 2026
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Inn at St John Portland In-Town
939 Congress St Portland ME
$119 nightly
The price is $130 total per night from May 4 to May 5
$130 total
May 4 - May 5
Total with taxes and fees
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
8.8/10 Excellent! (1,132 reviews)
Quirky old hotel, loved that there was no elevator. It didn’t feel at all corporate, there were live plants in the lobby. Parking felt safe, staff was kind, shower was spot-on. Sharing a bathroom was something I was worried about, but it was always available. I enjoyed my stay.
Reviewed on May 3, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
$87 nightly
The price is $97 total per night from May 5 to May 6
$97 total
May 5 - May 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
8/10 Very Good! (1,425 reviews)
Disappointed in amenities. Breakfast was not fresh, no drinks for kids. Dining room was not open for any meals. I booked here for these options. I specified what I wanted prior to booking.
Reviewed on May 3, 2026
HomeAwhile
205 Southborough Drive Scarborough ME
$116 nightly
The price is $127 total per night from May 21 to May 22
$127 total
May 21 - May 22
Total with taxes and fees
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Thompson's Point are located nearby.
9.2/10 Wonderful! (30 reviews)
Check in was a nightmare. Key machine did not work and it took over an hour to get in to a room where the key only worked once. After finally getting in I was assigned a different room as we couldn’t get the key to work.
Reviewed on Apr 30, 2026
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
$98 nightly
The price is $109 total per night from May 4 to May 5
$109 total
May 4 - May 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
8.6/10 Excellent! (2,223 reviews)
Compatible with the Good quality service exhibited by other hotels of this same La quinta inn , overall a very good cost eficiente hotel chain that maintains good standards of quality lodging and hospitality through out the US
Reviewed on Apr 30, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
$221 nightly
The price is $244 total per night from May 10 to May 11
$244 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
9.4/10 Exceptional! (1,753 reviews)
Great location
Reviewed on May 2, 2026
Don't see what you're looking for?
See all available properties in Portland Intl. Jetport
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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