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 $101 One Way, $201 Round Trip

Prices starting at $201 for return flights and $101 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.

Sat, Oct 17 - Tue, Oct 20
ORD
Chicago
PWM
Portland
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 17 from Chicago to Portland, returning Tue, Oct 20, priced at $201 found 1 day ago
Tue, Sep 22 - Wed, Sep 23
ORD
Chicago
PWM
Portland
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 22 from Chicago to Portland, returning Wed, Sep 23, priced at $204 found 1 day ago
Sat, Oct 17 - Tue, Oct 20
ORD
Chicago
PWM
Portland
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 17 from Chicago to Portland, returning Tue, Oct 20, priced at $211 found 1 day ago
Tue, Sep 22 - Wed, Sep 23
ORD
Chicago
PWM
Portland
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 22 from Chicago to Portland, returning Wed, Sep 23, priced at $214 found 1 day ago
Sat, Oct 17 - Tue, Oct 20
ORD
Chicago
PWM
Portland
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 17 from Chicago to Portland, returning Tue, Oct 20, priced at $217 found 1 day ago

Hotel Ideas near Portland Intl. Jetport

Airport Hotels near Portland Intl. Jetport

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$131 nightly
The price is $145 total per night from Sep 1 to Sep 2
$145 total
Sep 1 - Sep 2
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 ...
Clarion Hotel Portland Airport ME
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street Portland ME
$204 nightly
The price is $226 total per night from Sep 7 to Sep 8
$226 total
Sep 7 - Sep 8
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! (1,167 reviews)
"Very convenient location."

Reviewed on Aug 14, 2026

Embassy Suites by Hilton Portland Maine
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
$114 nightly
The price is $125 total per night from Sep 7 to Sep 8
$125 total
Sep 7 - Sep 8
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 ...
8.6/10 Excellent! (2,333 reviews)
"Hallway carpets were dirty. But otherwise room was awesome"

Reviewed on Aug 13, 2026

Comfort Inn South Portland 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 Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$131 nightly
The price is $145 total per night from Sep 1 to Sep 2
$145 total
Sep 1 - Sep 2
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 ...
Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
$105 nightly
The price is $116 total per night from Sep 7 to Sep 8
$116 total
Sep 7 - Sep 8
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 ...
8.2/10 Very Good! (1,030 reviews)
"The Fireside Inn was an enjoyable stay for my family. We loved the heated outdoor pool. Parking was very convenient. The location was central to many areas. Staff were friendly and helpful. We would stay here again."

Reviewed on Aug 14, 2026

Fireside Inn & Suites Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
$345 nightly
The price is $382 total per night from Sep 7 to Sep 8
$382 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Portland Regency Hotel & Spa
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
$98 nightly
The price is $107 total per night from Sep 13 to Sep 14
$107 total
Sep 13 - Sep 14
Total with 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 ...
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
$204 nightly
The price is $226 total per night from Sep 7 to Sep 8
$226 total
Sep 7 - Sep 8
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! (1,167 reviews)
"Very convenient location."

Reviewed on Aug 14, 2026

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
$120 nightly
The price is $133 total per night from Sep 7 to Sep 8
$133 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
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
$127 nightly
The price is $138 total per night from Sep 7 to Sep 8
$138 total
Sep 7 - Sep 8
Total with 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 breakfast and the helpful ...
8.4/10 Very Good! (3,010 reviews)
"Clean room standard breakfast staff was nice"

Reviewed on Aug 13, 2026

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
$98 nightly
The price is $107 total per night from Sep 13 to Sep 14
$107 total
Sep 13 - Sep 14
Total with 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 ...
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
$73 nightly
The price is $79 total per night from Sep 8 to Sep 9
$79 total
Sep 8 - Sep 9
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 ...
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
$204 nightly
The price is $226 total per night from Sep 7 to Sep 8
$226 total
Sep 7 - Sep 8
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! (1,167 reviews)
"Very convenient location."

Reviewed on Aug 14, 2026

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
$162 nightly
The price is $176 total per night from Sep 7 to Sep 8
$176 total
Sep 7 - Sep 8
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 ...
The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
$231 nightly
The price is $252 total per night from Aug 17 to Aug 18
$252 total
Aug 17 - Aug 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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