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, $219 Round Trip

Prices starting at $219 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.

Wed, Sep 9 - Wed, Sep 16
ORD
Chicago
PWM
Portland
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Sep 9 from Chicago to Portland, returning Wed, Sep 16, priced at $219 found 5 days ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$220 Roundtrip, found 3 days ago
$220
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 16 from Chicago to Portland, returning Sat, Sep 19, priced at $220 found 3 days ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 16 from Chicago to Portland, returning Sat, Sep 19, priced at $230 found 3 days ago
Sat, Oct 10 - Fri, Oct 16
ORD
Chicago
PWM
Portland
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Oct 10 from Chicago to Portland, returning Fri, Oct 16, priced at $235 found 5 days ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
PWM
Portland
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 16 from Chicago to Portland, returning Sat, Sep 19, priced at $238 found 3 days 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 ...
8/10 Very Good! (1,623 reviews)
"John at front desk went above and beyond for us. The free shuttle is a major plus. I wish the restaurant had been open but it was closed the days we were there"

Reviewed on Aug 17, 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
$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! (1,170 reviews)
"Great location, excellent and helpful staff, great breakfast!"

Reviewed on Aug 16, 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
$115 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 ...
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 ...
8/10 Very Good! (1,623 reviews)
"John at front desk went above and beyond for us. The free shuttle is a major plus. I wish the restaurant had been open but it was closed the days we were there"

Reviewed on Aug 17, 2026

Clarion Hotel Portland Airport ME
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
$317 nightly
The price is $351 total per night from Sep 7 to Sep 8
$351 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
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 8 to Sep 9
$108 total
Sep 8 - Sep 9
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! (1,040 reviews)
"We could park close to our room and get in and out easily"

Reviewed on Aug 16, 2026

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
$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! (1,170 reviews)
"Great location, excellent and helpful staff, great breakfast!"

Reviewed on Aug 16, 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
$116 nightly
The price is $129 total per night from Sep 7 to Sep 8
$129 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
$126 nightly
The price is $138 total per night from Sep 13 to Sep 14
$138 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 breakfast and the helpful ...
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
$70 nightly
The price is $77 total per night from Sep 8 to Sep 9
$77 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 ...
5.6/10 (1,010 reviews)
"I am not happy at all. My mentality and emotional has been traumatized- it was not good place to keep updated. Nothing and I asked for move other room to stay safety because I am deaf from 2nd to 1st floor. THERE is no elevator I was like okay that’s long walk from end HALLway to exit to downstairs ..."

Reviewed on Aug 16, 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
The price is $226 total per night from Sep 7 to Sep 8
$226 total
per night
Sep 7 - Sep 8
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! (1,170 reviews)
"Great location, excellent and helpful staff, great breakfast!"

Reviewed on Aug 16, 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 $176 total per night from Sep 7 to Sep 8
$176 total
per night
Sep 7 - Sep 8
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
The price is $252 total per night from Aug 18 to Aug 19
$252 total
per night
Aug 18 - Aug 19
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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