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 $74 One Way, $209 Round Trip

Prices starting at $209 for return flights and $74 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, May 30 - Sat, Jun 6
ORD
Chicago
PWM
Portland
$209 Roundtrip, found 1 hour ago
$209
Roundtrip
found 1 hour ago
Select United flight, departing Sat, May 30 from Chicago to Portland, returning Sat, Jun 6, priced at $209 found 1 hour ago
Fri, Mar 13 - Fri, Mar 20
ORD
Chicago
PWM
Portland
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Mar 13 from Chicago to Portland, returning Fri, Mar 20, priced at $214 found 4 days ago
Sat, May 30 - Sat, Jun 6
ORD
Chicago
PWM
Portland
$219 Roundtrip, found 1 hour ago
$219
Roundtrip
found 1 hour ago
Select United flight, departing Sat, May 30 from Chicago to Portland, returning Sat, Jun 6, priced at $219 found 1 hour ago
Sat, Apr 18 - Thu, Apr 23
ORD
Chicago
PWM
Portland
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Apr 18 from Chicago to Portland, returning Thu, Apr 23, priced at $229 found 2 hours ago
Sat, May 30 - Sat, Jun 6
ORD
Chicago
PWM
Portland
$230 Roundtrip, found 1 hour ago
$230
Roundtrip
found 1 hour ago
Select United flight, departing Sat, May 30 from Chicago to Portland, returning Sat, Jun 6, priced at $230 found 1 hour 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
$83 nightly
The price is $92 total per night from Feb 5 to Feb 6
$92 total
Feb 5 - Feb 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 ...
8/10 Very Good! (1,334 reviews)
A++ Quiet. Amazing comfortable king bed. Housekeeping dept. excellent. Front desk dept. excellent. Love it here

Reviewed on Jan 27, 2026

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
$103 nightly
The price is $114 total per night from Feb 11 to Feb 12
$114 total
Feb 11 - Feb 12
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! (1,157 reviews)
They like my dog.

Reviewed on Jan 31, 2026

Embassy Suites by Hilton Portland Maine
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
$78 nightly
The price is $85 total per night from Feb 4 to Feb 5
$85 total
Feb 4 - Feb 5
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 ...
7.4/10 Good! (1,001 reviews)
Yes

Reviewed on Jan 26, 2026

Long Creek Hotel by IHG
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 $92 total per night from Feb 5 to Feb 6
$92 total
per night
Feb 5 - Feb 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 ...
8/10 Very Good! (1,334 reviews)
A++ Quiet. Amazing comfortable king bed. Housekeeping dept. excellent. Front desk dept. excellent. Love it here

Reviewed on Jan 27, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is $156 total per night from Feb 9 to Feb 10
$156 total
per night
Feb 9 - Feb 10
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,747 reviews)
Room very clean. All staff professional and courteous

Reviewed on Jan 30, 2026

Portland Harbor Hotel
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
The price is $86 total per night from Feb 10 to Feb 11
$86 total
per night
Feb 10 - Feb 11
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,478 reviews)
Yes

Reviewed on Jan 23, 2026

Holiday Inn Portland-By the Bay by IHG
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
$61 nightly
The price is $66 total per night from Feb 16 to Feb 17
$66 total
Feb 16 - Feb 17
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! (1,385 reviews)
Clean, great staff, communication and overll great stay. Will definitely stay again

Reviewed on Jan 26, 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
$103 nightly
The price is $114 total per night from Feb 11 to Feb 12
$114 total
Feb 11 - Feb 12
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! (1,157 reviews)
They like my dog.

Reviewed on Jan 31, 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
$85 nightly
The price is $94 total per night from Feb 4 to Feb 5
$94 total
Feb 4 - Feb 5
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 ...
7.8/10 Good! (1,021 reviews)
Clean room & great customer service !

Reviewed on Jan 11, 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 22 to Feb 23
$82 total
Feb 22 - Feb 23
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! (2,868 reviews)
Very well run. Clean. Good staff.

Reviewed on Jan 29, 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 Feb 16 to Feb 17
$66 total
Feb 16 - Feb 17
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! (1,385 reviews)
Clean, great staff, communication and overll great stay. Will definitely stay again

Reviewed on Jan 26, 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
$59 nightly
The price is $64 total per night from Feb 8 to Feb 9
$64 total
Feb 8 - Feb 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 ...
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
$103 nightly
The price is $114 total per night from Feb 11 to Feb 12
$114 total
Feb 11 - Feb 12
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! (1,157 reviews)
They like my dog.

Reviewed on Jan 31, 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
$132 nightly
The price is $144 total per night from Feb 8 to Feb 9
$144 total
Feb 8 - Feb 9
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! (919 reviews)
Clean and in excellent location.

Reviewed on Jan 17, 2026

The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
$109 nightly
The price is $119 total per night from Feb 3 to Feb 4
$119 total
Feb 3 - Feb 4
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 ...
8.8/10 Excellent! (999 reviews)
clean room friendly staff

Reviewed on Jan 25, 2026

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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