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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 15 hours ago
$269
Roundtrip
found 15 hours ago
ORD
Chicago
PWM
Portland
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
ORD
Chicago
PWM
Portland
$279 Roundtrip, found 16 hours ago
$279
Roundtrip
found 16 hours ago
ORD
Chicago
PWM
Portland
$288 Roundtrip, found 4 days ago
$288
Roundtrip
found 4 days ago
ORD
Chicago
PWM
Portland
$293 Roundtrip, found 16 hours ago
$293
Roundtrip
found 16 hours ago
ORD
Chicago
PWM
Portland
$296 Roundtrip, found 2 days ago
$296
Roundtrip
found 2 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! (1,137 reviews)
Everything was perfect, the room was clean and a lot of space. Breakfast is very good and well prepared. The staff was very helpful and kind. The gym is convenient because it’s 24 hours.we will love to come back again.
Reviewed on Apr 24, 2026
Hilton Garden Inn Portland Airport
145 Jetport Blvd Portland ME
$110 nightly
The price is $121 total per night from May 10 to May 11
$121 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! (1,007 reviews)
Maddy at the front desk was amazing!
Reviewed on Apr 27, 2026
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
$77 nightly
The price is $84 total per night from May 26 to May 27
$84 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! (2,024 reviews)
We only spent the night and left too early fir breakfast
Reviewed on Apr 28, 2026
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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.
9.6/10 Exceptional! (27 reviews)
Air conditioning system was making loud clap every 10 minutes, not restful sleep. We arrived late at night, so unfortunately, did not notice right away. We reserved two rooms via Expedia. Upon arrival we were told we have only one room reserved. At the end, hotel was able to find another room for ...
Reviewed on Apr 26, 2026
Inn at St John Portland In-Town
939 Congress St Portland ME
$80 nightly
The price is $87 total per night from Apr 29 to Apr 30
$87 total
Apr 29 - Apr 30
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! (1,136 reviews)
Great to have hotel parking and price was reasonable.
Reviewed on Apr 27, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
$78 nightly
The price is $87 total per night from May 5 to May 6
$87 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! (1,427 reviews)
The hot water was questionable
Reviewed on Apr 27, 2026
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
$89 nightly
The price is $99 total per night from Apr 29 to Apr 30
$99 total
Apr 29 - Apr 30
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! (2,233 reviews)
I think the breakfast could open earlier like 6 I thin the charge for parking for guests is a ripoff. I understand it is near a stadium but as a business person travelin was a first to be charged by the day to pay to stay at the hotel is not right. They would agree otherwise it would be on front ...
Reviewed on Apr 25, 2026
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
$99 nightly
The price is $108 total per night from Apr 30 to May 1
$108 total
Apr 30 - May 1
Total with taxes and fees
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
8/10 Very Good! (1,379 reviews)
Very clean
Reviewed on Apr 28, 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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