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 $75 One Way, $197 Round Trip

Prices starting at $197 for return flights and $75 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.

Wed, Dec 10 - Sat, Dec 13
ORD
Chicago
PWM
Portland
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 10 from Chicago to Portland, returning Sat, Dec 13, priced at $197 found 2 days ago
Thu, Dec 25 - Wed, Jan 7
ORD
Chicago
PWM
Portland
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Chicago to Portland, returning Wed, Jan 7, priced at $199 found 1 day ago
Wed, Dec 3 - Tue, Dec 16
ORD
Chicago
PWM
Portland
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Chicago to Portland, returning Tue, Dec 16, priced at $200 found 1 day ago
Thu, Dec 25 - Thu, Jan 8
ORD
Chicago
PWM
Portland
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Chicago to Portland, returning Thu, Jan 8, priced at $201 found 1 day ago
Wed, Dec 3 - Mon, Dec 15
ORD
Chicago
PWM
Portland
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Chicago to Portland, returning Mon, Dec 15, priced at $202 found 1 day 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
$83 nightly
The price is $92 total per night from Nov 11 to Nov 12
$92 total
Nov 11 - Nov 12
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! (1,168 reviews)
The free shuttle was right on time. We stayed here to catch a super early bus to NYC. We have stayed here before. The staff is friendly. The room is very comfortable and it's a great place to stay when you're catching a bus.

Reviewed on Oct 20, 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
$93 nightly
The price is $103 total per night from Nov 16 to Nov 17
$103 total
Nov 16 - Nov 17
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! (1,129 reviews)
Comfortable room & bed and wonderful bed pillows.

Reviewed on Oct 15, 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
$80 nightly
The price is $87 total per night from Nov 2 to Nov 3
$87 total
Nov 2 - Nov 3
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 ...
8.4/10 Very Good! (1,752 reviews)
Property was clean, staff very friendly and breakfast options were good. Overall an excellent experience.

Reviewed on Oct 21, 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
$83 nightly
The price is $92 total per night from Nov 11 to Nov 12
$92 total
Nov 11 - Nov 12
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! (1,168 reviews)
The free shuttle was right on time. We stayed here to catch a super early bus to NYC. We have stayed here before. The staff is friendly. The room is very comfortable and it's a great place to stay when you're catching a bus.

Reviewed on Oct 20, 2025

Clarion Hotel Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
$170 nightly
The price is $188 total per night from Nov 2 to Nov 3
$188 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! (1,632 reviews)
It was a very nice and comfortable hotel. Walkable to everything. I would stay here agaiin.

Reviewed on Oct 19, 2025

Portland Harbor Hotel
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
$95 nightly
The price is $105 total per night from Oct 26 to Oct 27
$105 total
Oct 26 - Oct 27
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! (1,029 reviews)
Everything was convenient.

Reviewed on Oct 19, 2025

Fireside Inn & Suites Portland
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

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
$65 nightly
The price is $71 total per night from Nov 5 to Nov 6
$71 total
Nov 5 - Nov 6
Total with taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,348 reviews)
Stay here!
This hotel and its staff were outstading. Great property, great service.

Reviewed on Oct 21, 2025

Spark by Hilton Portland Airport Maine Mall
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street, Portland, ME
$93 nightly
The price is $103 total per night from Nov 16 to Nov 17
$103 total
Nov 16 - Nov 17
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! (1,129 reviews)
Comfortable room & bed and wonderful bed pillows.

Reviewed on Oct 15, 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
$94 nightly
The price is $103 total per night from Nov 3 to Nov 4
$103 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
7.8/10 Good! (1,059 reviews)
I like it closer interstates

Reviewed on Oct 14, 2025

Ramada Plaza by Wyndham Portland
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
$76 nightly
The price is $82 total per night from Nov 2 to Nov 3
$82 total
Nov 2 - Nov 3
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! (2,798 reviews)
Bed was comfortable, room was clean, hotel airport shuttle was on time for pick up and departure. Nice breakfast selection, but sausage needs to be browned more for my taste.

Reviewed on Oct 18, 2025

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

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
$65 nightly
The price is $71 total per night from Nov 5 to Nov 6
$71 total
Nov 5 - Nov 6
Total with taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,348 reviews)
Stay here!
This hotel and its staff were outstading. Great property, great service.

Reviewed on Oct 21, 2025

Spark by Hilton Portland Airport Maine Mall
Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

2 out of 5
208 Larrabee Rd, Westbrook, ME
$62 nightly
The price is $68 total per night from Nov 16 to Nov 17
$68 total
Nov 16 - Nov 17
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 (1,015 reviews)
Back door needs fixing

Reviewed on Oct 4, 2025

Super 8 by Wyndham 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
$93 nightly
The price is $103 total per night from Nov 16 to Nov 17
$103 total
Nov 16 - Nov 17
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! (1,129 reviews)
Comfortable room & bed and wonderful bed pillows.

Reviewed on Oct 15, 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 ...
7.8/10 Good! (908 reviews)
The staff were amazing. The baby got food on the sheets and the wall when a pouch exploded. So we just asked for new sheets to remake the bed when we got back from our event. but when we came back for the day instead of just new sheets they remade the bed and cleaned up the food mess as well as the ...

Reviewed on Oct 21, 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! (1,011 reviews)
Everything about this place was great except the distance from Portland. Clean room, great breakfast, easy parking and friendly staff.

Reviewed on Oct 22, 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
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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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