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 $149 One Way, $283 Round Trip

Prices starting at $283 for return flights and $149 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, Sep 15 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 15 from Chicago to Portland, returning Sat, Sep 19, priced at $283 found 1 day ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 16 from Chicago to Portland, returning Sat, Sep 19, priced at $287 found 1 day ago
Tue, Sep 15 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 15 from Chicago to Portland, returning Sat, Sep 19, priced at $293 found 1 day ago
Fri, Sep 18 - Tue, Sep 22
ORD
Chicago
PWM
Portland
$294 Roundtrip, found 19 hours ago
$294
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Sep 18 from Chicago to Portland, returning Tue, Sep 22, priced at $294 found 19 hours ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 16 from Chicago to Portland, returning Sat, Sep 19, priced at $297 found 1 day 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
$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! (1,172 reviews)
"Loved this property! Right next door to the airport, but hardly ever heard the planes. The hotel is beautiful, the staff friendly, courteous and helpful. The breakfast and manager reception was top notch. They have an airport screen in the lobby showing real time arrivals and departures. Definitely ..."

Reviewed on Aug 20, 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
$127 nightly
The price is $140 total per night from Sep 10 to Sep 11
$140 total
Sep 10 - Sep 11
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! (1,633 reviews)
"Close by to Hadlock Field. Front desk staff was very helpful. Room was fairly clean. Found pieces of food in a couple places. Bathroom could use a fan to rid of steam from the shower. Room we had was noisy from the I-295 traffic."

Reviewed on Aug 21, 2026

Clarion Hotel Portland Airport ME
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
$120 nightly
The price is $130 total per night from Sep 7 to Sep 8
$130 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 ...
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
$127 nightly
The price is $140 total per night from Sep 10 to Sep 11
$140 total
Sep 10 - Sep 11
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! (1,633 reviews)
"Close by to Hadlock Field. Front desk staff was very helpful. Room was fairly clean. Found pieces of food in a couple places. Bathroom could use a fan to rid of steam from the shower. Room we had was noisy from the I-295 traffic."

Reviewed on Aug 21, 2026

Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
$98 nightly
The price is $108 total per night from Sep 9 to Sep 10
$108 total
Sep 9 - Sep 10
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! (1,055 reviews)
"Me, my husband and our two kids got into our room and when I was putting our things away I found women’s used panties on the floor. I told the front desk and was moved to a new room without a discount or upgrade. The new room had stains all over the blankets and brown hair on the beds. I LOVE the ..."

Reviewed on Aug 21, 2026

Fireside Inn & Suites Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
$296 nightly
The price is $328 total per night from Sep 8 to Sep 9
$328 total
Sep 8 - Sep 9
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
$93 nightly
The price is $102 total per night from Sep 7 to Sep 8
$102 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 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! (1,172 reviews)
"Loved this property! Right next door to the airport, but hardly ever heard the planes. The hotel is beautiful, the staff friendly, courteous and helpful. The breakfast and manager reception was top notch. They have an airport screen in the lobby showing real time arrivals and departures. Definitely ..."

Reviewed on Aug 20, 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
$113 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 Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
7.8/10 Good! (1,005 reviews)
"Most of the parking was around at the back of the building and it was a bit secluded and did not feel very secure. The pictures we saw of the building on line were not of the actual building or rooms. The check-in time was 3:00pm but there were no rooms ready when we got there at 3:00pm. furniture ..."

Reviewed on Aug 20, 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
$127 nightly
The price is $138 total per night from Sep 10 to Sep 11
$138 total
Sep 10 - Sep 11
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! (3,013 reviews)
"Beautiful building, everything seems new and well cared for. Nice breakfast."

Reviewed on Aug 21, 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
$93 nightly
The price is $102 total per night from Sep 7 to Sep 8
$102 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 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
$68 nightly
The price is $74 total per night from Aug 30 to Aug 31
$74 total
Aug 30 - Aug 31
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 (1,018 reviews)
"THIS IS A DUMP. Dirty, broken, stained, moldy - you imagine it, it’s wrong and unsafe and disgusting here. I do not have very high standards but this place was GROSS in every sense of the word. Would you like a bathroom covered in black mold? Or perhaps you prefer to shower without a shower curtain? ..."

Reviewed on Aug 21, 2026

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! (1,172 reviews)
"Loved this property! Right next door to the airport, but hardly ever heard the planes. The hotel is beautiful, the staff friendly, courteous and helpful. The breakfast and manager reception was top notch. They have an airport screen in the lobby showing real time arrivals and departures. Definitely ..."

Reviewed on Aug 20, 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 ...
7.8/10 Good! (965 reviews)
"It’s ok but I’ll stay somewhere else next time"

Reviewed on Aug 21, 2026

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 24 to Aug 25
$252 total
Aug 24 - Aug 25
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 ...
9/10 Wonderful! (1,016 reviews)
"Clean updated friendly, comfortable and safe Maine hotel experience. Pat’s Pizza and bar down the road is recommended informal local dining!"

Reviewed on Aug 21, 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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