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 $103 One Way, $246 Round Trip

Prices starting at $246 for return flights and $103 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.

Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
PWM
Portland
$246 Roundtrip, found 3 hours ago
$246
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from Chicago to Portland, returning Sat, Oct 25, priced at $246 found 3 hours ago
Wed, Nov 5 - Wed, Nov 12
ORD
Chicago
PWM
Portland
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Select United flight, departing Wed, Nov 5 from Chicago to Portland, returning Wed, Nov 12, priced at $252 found 6 days ago
Wed, Nov 5 - Wed, Nov 12
ORD
Chicago
PWM
Portland
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 5 from Chicago to Portland, returning Wed, Nov 12, priced at $252 found 6 days ago
Wed, Nov 5 - Wed, Nov 12
ORD
Chicago
PWM
Portland
$261 Roundtrip, found 6 days ago
$261
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 5 from Chicago to Portland, returning Wed, Nov 12, priced at $261 found 6 days ago
Mon, Oct 20 - Wed, Oct 22
ORD
Chicago
PWM
Portland
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Oct 20 from Chicago to Portland, returning Wed, Oct 22, priced at $264 found 6 days ago

Hotel Ideas near Portland Intl. Jetport

Airport Hotels near Portland Intl. Jetport

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
The price is $101 total per night from Nov 5 to Nov 6
$101 total
per night
Nov 5 - Nov 6
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! (1,100 reviews)
"Everything was great"

Reviewed on Oct 3, 2025

Clarion Hotel Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street, Portland, ME
The price is $130 total per night from Nov 2 to Nov 3
$130 total
per night
Nov 2 - Nov 3
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! (1,117 reviews)
"Parking area was safe, but a per night parking fee seemed excessive. The rooms are not inexpensive."

Reviewed on Sep 29, 2025

Embassy Suites by Hilton Portland Maine
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
The price is $92 total per night from Nov 2 to Nov 3
$92 total
per night
Nov 2 - Nov 3
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 ...
8.4/10 Very Good! (1,662 reviews)
"It was great having an airport shuttle. The driver was very friendly. The breakfast was good and the staff was great!"

Reviewed on Oct 1, 2025

Comfort Inn Airport
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

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
$91 nightly
The price is $101 total per night from Nov 5 to Nov 6
$101 total
Nov 5 - Nov 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 ...
7.8/10 Good! (1,100 reviews)
"Everything was great"

Reviewed on Oct 3, 2025

Clarion Hotel Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
$112 nightly
The price is $124 total per night from Nov 2 to Nov 3
$124 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,047 reviews)
"Rooms are comfortable and it is very quiet here"

Reviewed on Sep 30, 2025

Fireside Inn & Suites Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
$164 nightly
The price is $181 total per night from Nov 2 to Nov 3
$181 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
9.2/10 Wonderful! (1,611 reviews)
"Clean, friendly staff, and great location."

Reviewed on Oct 1, 2025

Portland Harbor Hotel
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street, Portland, ME
The price is $130 total per night from Nov 2 to Nov 3
$130 total
per night
Nov 2 - Nov 3
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! (1,117 reviews)
"Parking area was safe, but a per night parking fee seemed excessive. The rooms are not inexpensive."

Reviewed on Sep 29, 2025

Embassy Suites by Hilton Portland Maine
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is $115 total per night from Nov 3 to Nov 4
$115 total
per night
Nov 3 - Nov 4
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 ...
7.8/10 Good! (1,059 reviews)
"Gym was small, and balcony view was horrible."

Reviewed on Sep 28, 2025

Ramada Plaza by Wyndham Portland
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
The price is $92 total per night from Nov 2 to Nov 3
$92 total
per night
Nov 2 - Nov 3
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 ...
8.4/10 Very Good! (1,662 reviews)
"It was great having an airport shuttle. The driver was very friendly. The breakfast was good and the staff was great!"

Reviewed on Oct 1, 2025

Comfort Inn Airport
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, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd., South Portland, ME
$83 nightly
The price is $91 total per night from Nov 5 to Nov 6
$91 total
Nov 5 - Nov 6
Total with 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! (2,791 reviews)
"Beautiful lobby. Nice comfortable rooms."

Reviewed on Sep 30, 2025

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

2 out of 5
208 Larrabee Rd, Westbrook, ME
$69 nightly
The price is $75 total per night from Nov 2 to Nov 3
$75 total
Nov 2 - Nov 3
Total with 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 (1,024 reviews)
"The room was clean but the shower was clogged, and there was metal coming off the door and a hole in the wall"

Reviewed on Sep 22, 2025

Super 8 by Wyndham Portland ME
Motel 6 Portland, ME

Motel 6 Portland, ME

2 out of 5
1 Riverside St, Portland, ME
$63 nightly
The price is $70 total per night from Nov 2 to Nov 3
$70 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this motel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located ...
5.4/10 (1,006 reviews)
Quiet
"Needed a place to sleep after a long journey home from overseas. This fit the bill and allowed us to continue our trip back home feeling more rested. The room was basic and quiet with a comfortable bed."

Reviewed on Oct 5, 2025

Motel 6 Portland, ME
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

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street, Portland, ME
$118 nightly
The price is $131 total per night from Nov 2 to Nov 3
$131 total
Nov 2 - Nov 3
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 ...
9.4/10 Exceptional! (1,117 reviews)
"Parking area was safe, but a per night parking fee seemed excessive. The rooms are not inexpensive."

Reviewed on Sep 29, 2025

Embassy Suites by Hilton Portland Maine
The Rhumb Line Resort

The Rhumb Line Resort

2.5 out of 5
41 Turbat's Creek off Ocean Avenue, Kennebunkport, ME
$132 nightly
The price is $144 total per night from Oct 26 to Oct 27
$144 total
Oct 26 - Oct 27
Total with 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! (895 reviews)
"I do mot use thé gym! Thé parking is perfect."

Reviewed on Sep 29, 2025

The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail, Windham, ME
$112 nightly
The price is $122 total per night from Nov 2 to Nov 3
$122 total
Nov 2 - Nov 3
Total with 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! (1,001 reviews)
"I stayed two nights at Dormir in Wyndham, Maine, and it was a wonderful experience. Cozy yet modern, with spotless rooms, a very comfortable bed, and thoughtful touches like quality linens and toiletries that made the stay feel special. The staff were friendly and helpful, offering great local recommendations ..."

Reviewed on Oct 4, 2025

Dormir
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

Origin Airport
Chicago
Destination Airport
Portland
Number Of Airlines Serving
4
Distance
897 mi
Shortest Flight Departure Time
11:30AM CDT
Shortest Flight Departure Date
Oct 13
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

Frequently asked questions

Are there non-stop flights from ORD to PWM?
United Airlines makes getting from Chicago to Portland a breeze. It has direct flights from ORD to Portland Intl. Jetport, so you won't have to bother with changing planes.
What is the shortest flight from O'Hare Intl. Airport (ORD) to PWM?
From Chicago, the exciting sights and sounds of Portland are 4 hours and 2 minutes away. Secure your favorite seat, or perhaps even one with a bit more legroom, and jet to your destination in pure comfort.
How many hours flight from O'Hare Airport to PWM?
The trip from ORD to Portland Intl. Jetport will take about 4 hours and 8 minutes. A couple of good movies, some audiobooks and a decent snooze will make the time zoom by.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Portland Intl. Jetport?
With 58 flights each month between O'Hare Intl. Airport (ORD) and PWM, United Airlines will get you there comfortably and safely.

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.

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