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, $197 Round Trip

Prices starting at $197 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.

Tue, Mar 3 - Tue, Mar 10
ORD
Chicago
PWM
Portland
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 3 from Chicago to Portland, returning Tue, Mar 10, priced at $197 found 4 days ago
Wed, Mar 4 - Tue, Mar 10
ORD
Chicago
PWM
Portland
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Mar 4 from Chicago to Portland, returning Tue, Mar 10, priced at $199 found 4 days ago
Tue, Mar 3 - Mon, Mar 9
ORD
Chicago
PWM
Portland
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 3 from Chicago to Portland, returning Mon, Mar 9, priced at $206 found 4 days ago
Mon, Mar 9 - Tue, Mar 10
ORD
Chicago
PWM
Portland
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 9 from Chicago to Portland, returning Tue, Mar 10, priced at $209 found 4 days ago
Fri, Mar 20 - Sat, Mar 28
ORD
Chicago
PWM
Portland
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Mar 20 from Chicago to Portland, returning Sat, Mar 28, priced at $209 found 2 days ago

Hotel Ideas near Portland Intl. Jetport

Airport Hotels near Portland Intl. Jetport

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street Portland ME
$98 nightly
The price is $109 total per night from Jan 25 to Jan 26
$109 total
Jan 25 - Jan 26
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! (1,143 reviews)
spacious rooms and very clean! breakfast had good variety. will definitely return!

Reviewed on Jan 12, 2026

Embassy Suites by Hilton Portland Maine
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$78 nightly
The price is $87 total per night from Jan 18 to Jan 19
$87 total
Jan 18 - Jan 19
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 ...
8/10 Very Good! (1,323 reviews)
Very nice

Reviewed on Jan 11, 2026

Clarion Hotel Portland Airport ME
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
$67 nightly
The price is $73 total per night from Feb 8 to Feb 9
$73 total
Feb 8 - Feb 9
Total with taxes and fees
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,698 reviews)
Perfect in every way! Clean, comfortable rooms, with dedicated friendly and welcoming staff. Reasonably priced, with excellent accommodations and buffet breakfast. Cannot go wrong staying here for any business or pleasure trip to southern Maine. Highly recommended.

Reviewed on Jan 7, 2026

Tru by Hilton Portland Airport Area
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
The price is $87 total per night from Jan 18 to Jan 19
$87 total
per night
Jan 18 - Jan 19
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 ...
8/10 Very Good! (1,323 reviews)
Very nice

Reviewed on Jan 11, 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
The price is $108 total per night from Feb 8 to Feb 9
$108 total
per night
Feb 8 - Feb 9
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,002 reviews)
Room was clean and had all amenities.

Reviewed on Jan 6, 2026

The Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
The price is $147 total per night from Feb 3 to Feb 4
$147 total
per night
Feb 3 - Feb 4
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 ...
9.4/10 Exceptional! (1,572 reviews)
Clean room, amazing staff, very tentative! Loved it!

Reviewed on Jan 10, 2026

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
The price is $66 total per night from Jan 27 to Jan 28
$66 total
per night
Jan 27 - Jan 28
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! (1,374 reviews)
Breakfast was good but the coffee was like water. The hotel is old and room needs updating.

Reviewed on Jan 1, 2026

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
The price is $109 total per night from Jan 25 to Jan 26
$109 total
per night
Jan 25 - Jan 26
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! (1,143 reviews)
spacious rooms and very clean! breakfast had good variety. will definitely return!

Reviewed on Jan 12, 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
The price is $94 total per night from Jan 18 to Jan 19
$94 total
per night
Jan 18 - Jan 19
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 ...
7.8/10 Good! (1,020 reviews)
room was spotless, staff was great, lovely place specially on winter

Reviewed on Jan 4, 2026

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 Feb 3 to Feb 4
$82 total
Feb 3 - Feb 4
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! (2,853 reviews)
Clean room and awesome shower!

Reviewed on Jan 8, 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
$61 nightly
The price is $66 total per night from Jan 27 to Jan 28
$66 total
Jan 27 - Jan 28
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 ...
7.8/10 Good! (1,374 reviews)
Breakfast was good but the coffee was like water. The hotel is old and room needs updating.

Reviewed on Jan 1, 2026

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
$83 nightly
The price is $90 total per night from Jan 14 to Jan 15
$90 total
Jan 14 - Jan 15
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 (1,001 reviews)
.

Reviewed on Dec 31, 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
The price is $109 total per night from Jan 25 to Jan 26
$109 total
per night
Jan 25 - Jan 26
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! (1,143 reviews)
spacious rooms and very clean! breakfast had good variety. will definitely return!

Reviewed on Jan 12, 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
The price is $144 total per night from Feb 8 to Feb 9
$144 total
per night
Feb 8 - Feb 9
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! (915 reviews)
We will be back next year, thank you 😊

Reviewed on Dec 14, 2025

The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
The price is $119 total per night from Jan 20 to Jan 21
$119 total
per night
Jan 20 - Jan 21
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 ...
8.8/10 Excellent! (1,008 reviews)
Staff were great. Rooms clean and good breakfast.

Reviewed on Dec 29, 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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