Cheap flights from ORD to PWM (O'Hare Intl. to Portland Intl. Jetport)
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Cheap Flights from ORD to PWM starting at $100 One Way, $183 Round Trip
Prices starting at $183 for return flights and $100 for one-way flights to Portland Intl. Jetport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
PWM
Portland
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
ORD
Chicago
PWM
Portland
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
ORD
Chicago
PWM
Portland
$193 Roundtrip, found 19 hours ago
$193
Roundtrip
found 19 hours ago
ORD
Chicago
PWM
Portland
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
ORD
Chicago
PWM
Portland
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Hotel Ideas near Portland Intl. Jetport
Airport Hotels near Portland Intl. Jetport
Clarion Hotel Portland
1230 Congress St, Portland, ME
$152 nightly
The price is $168 total per night from Aug 11 to Aug 12
$168 total
Aug 11 - Aug 12
Total includes 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 ...
7.8/10 Good! (1,036 reviews)
"Nice place"
Reviewed on Jul 28, 2025
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
Total includes taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,102 reviews)
"Outside wasn't well kept up. The room was average, clean."
Reviewed on Jul 31, 2025
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
$215 nightly
The price is $237 total per night from Sep 1 to Sep 2
$237 total
Sep 1 - Sep 2
Total includes 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 ...
9.4/10 Exceptional! (1,110 reviews)
"I felt right at home. People were nice and staff was polite everything was clean"
Reviewed on Jul 29, 2025
Lowest 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.
Hotels In Portland
Clarion Hotel Portland
1230 Congress St, Portland, ME
$152 nightly
The price is $168 total per night from Aug 11 to Aug 12
$168 total
Aug 11 - Aug 12
Total includes 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 ...
7.8/10 Good! (1,036 reviews)
"Nice place"
Reviewed on Jul 28, 2025
Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
$136 nightly
The price is $150 total per night from Sep 1 to Sep 2
$150 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,041 reviews)
"Most comfortable beds! Room could have used a vacuum but sheets were clean and bathtub was clean. No frills, not modern, but served its purpose. Welcome staff was delightful!"
Reviewed on Jul 27, 2025
The Westin Portland Harborview
157 High St, Portland, ME
$206 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total includes taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"Nice property could add some vending machines by ice machines for soft drinks and snacks."
Reviewed on Jul 24, 2025
Lowest 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.
Portland Hotels With Airport Transportation
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
Total includes taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,102 reviews)
"Outside wasn't well kept up. The room was average, clean."
Reviewed on Jul 31, 2025
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
$215 nightly
The price is $237 total per night from Sep 1 to Sep 2
$237 total
Sep 1 - Sep 2
Total includes 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 ...
9.4/10 Exceptional! (1,110 reviews)
"I felt right at home. People were nice and staff was polite everything was clean"
Reviewed on Jul 29, 2025
Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
$136 nightly
The price is $150 total per night from Sep 1 to Sep 2
$150 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,041 reviews)
"Most comfortable beds! Room could have used a vacuum but sheets were clean and bathtub was clean. No frills, not modern, but served its purpose. Welcome staff was delightful!"
Reviewed on Jul 27, 2025
Lowest 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.
Low Priced Portland Hotels
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
80 John Roberts Rd., South Portland, ME
$161 nightly
The price is $175 total per night from Aug 17 to Aug 18
$175 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (2,780 reviews)
"The hotel is fabulous. Just don’t expect great restaurants right where the hotel is. But they are downtown which is not far to drive. Hotel has shuttle to airport. If I have the opportunity I would definitely stay again."
Reviewed on Jul 26, 2025
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
Total includes taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,102 reviews)
"Outside wasn't well kept up. The room was average, clean."
Reviewed on Jul 31, 2025
Super 8 by Wyndham Portland ME
208 Larrabee Rd, Westbrook, ME
$87 nightly
The price is $95 total per night from Aug 28 to Aug 29
$95 total
Aug 28 - Aug 29
Total includes taxes and fees
Book a stay at this business-friendly motel in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
5.6/10 (1,001 reviews)
"The price was good. One of the lights in the room didn't work. Everything else was fine."
Reviewed on Jul 26, 2025
Lowest 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.
Family Friendly Hotels in Portland
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
$215 nightly
The price is $237 total per night from Sep 1 to Sep 2
$237 total
Sep 1 - Sep 2
Total includes 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 ...
9.4/10 Exceptional! (1,110 reviews)
"I felt right at home. People were nice and staff was polite everything was clean"
Reviewed on Jul 29, 2025
The Rhumb Line Resort
41 Turbat's Creek off Ocean Avenue, Kennebunkport, ME
$162 nightly
The price is $176 total per night from Sep 1 to Sep 2
$176 total
Sep 1 - Sep 2
Total includes taxes and fees
Book a stay at this business-friendly motel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
7.6/10 Good! (833 reviews)
"Nice place to stay for 1 night. Staff were great & very helpful. You do have to drive & find parking to go in town. Bar by the pool was convenient for a beverage after a long day. Breakfast was basic, consisted of mostly bagels, English muffins & packaged muffins. There was fresh fruit & cold hard ..."
Reviewed on Jul 26, 2025
Dormir
965 Roosevelt Trail, Windham, ME
$231 nightly
The price is $252 total per night from Aug 3 to Aug 4
$252 total
Aug 3 - Aug 4
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,003 reviews)
"I liked it! Thanks for a good stay"
Reviewed on Jul 20, 2025
Lowest 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.
ORD to PWM Route Info
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ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
PWM Address & GPS
Address:
1001 Westbrook Street
Portland ME, 04102
United States
IATA Code:
PWM
Longitude:
-70.310307
Latitude:
43.647492
Time Zone:
America/New_York
Other Flights from O'Hare Intl. Airport (ORD)
Other Flights to Portland Intl. Jetport Airport (PWM)
- Chicago Executive Airport (PWK)
- Midway Intl. Airport (MDW)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- South Bend Intl. Airport (SBN)
- Dane County Regional Airport (MSN)
- Goshen Municipal Airport (GSH)
Top Trending
Flights
- ORD to TPA
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- ORD to LAS
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- ORD to MIA
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- BDL to ORD
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- ORD to VIE
Frequently asked questions
Map To Nearby Hotels
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.