Search Flights From O'Hare Intl. (ORD) To Portland Intl. Jetport (PWM)

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Cheap Flights from ORD to PWM starting at $110 One Way, $148 Round Trip

Prices starting at $148 for return flights and $110 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.

Hotel Ideas near Portland Intl. Jetport

Airport Hotels near Portland Intl. Jetport

DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4 out of 5
363 Maine Mall Rd, South Portland, ME, 04106
The price is $92 per night from Jan 3 to Jan 4
$92
per night
Jan 3 - Jan 4
Stay at this 4-star business-friendly hotel in South Portland. Enjoy free WiFi, breakfast, and a free airport shuttle. Our guests praise the helpful staff and ...
4.1/5 Very Good! (1,004 reviews)
"Great location and very clean"

Reviewed on Dec 3, 2022

DoubleTree by Hilton Hotel Portland
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME, 04102
The price is $114 per night from Dec 18 to Dec 19
$114
per night
Dec 18 - Dec 19
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
4.5/5 Wonderful! (1,004 reviews)
Nice but flawed
"Very nice staff, but room needed maintenance. Leaky shower with door handle falling off at a noisy door. Heater cycled room from too cold to hot and back. Otherwise, room had nice appointments and was comfortable."

Reviewed on Dec 3, 2022

Embassy Suites by Hilton Portland Maine
Casco Bay Hotel, Maine Mall / PWM Portland Airport
Casco Bay Hotel, Maine Mall / PWM Portland Airport
2.5 out of 5
80 John Roberts Rd., South Portland, ME, 04106
The price is $99 per night from Dec 7 to Dec 8
$99
per night
Dec 7 - Dec 8
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 overall ...
4.2/5 Very Good! (311 reviews)
"Ver close to airport but doesn’t feel like typical “airport hotel”"

Reviewed on Dec 2, 2022

Casco Bay Hotel, Maine Mall / PWM 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

Aloft Portland, ME
Aloft Portland, ME
3 out of 5
379 Commercial Street, Portland, ME, 04101
The price is $101 per night from Dec 18 to Dec 19
$101
per night
Dec 18 - Dec 19
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast, and valet parking. Popular attractions Victoria Mansion and Portland Museum ...
4.2/5 Very Good! (259 reviews)
"Our room never was cleaned in 4 days. We did tell them at check in that we wanted it clean. We had to ask 2x for clean towels. There was no lotion or a click in the room. It was cold outside so it would of been nice to have a heavier blanket on the bed."

Reviewed on Nov 23, 2022

Aloft Portland, ME
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME, 04101
The price is $105 per night from Dec 19 to Dec 20
$105
per night
Dec 19 - Dec 20
Stay at this 4-star spa hotel in Portland. Enjoy a full-service spa, breakfast, and WiFi. Our guests praise the helpful staff and the clean rooms in our reviews. ...
4.2/5 Very Good! (1,058 reviews)
"Very pleasant stay in a well-maintained and perfectly managed property. Enjoyed it!"

Reviewed on Nov 28, 2022

The Westin Portland Harborview
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME, 04102
The price is $114 per night from Dec 18 to Dec 19
$114
per night
Dec 18 - Dec 19
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
4.5/5 Wonderful! (1,004 reviews)
Nice but flawed
"Very nice staff, but room needed maintenance. Leaky shower with door handle falling off at a noisy door. Heater cycled room from too cold to hot and back. Otherwise, room had nice appointments and was comfortable."

Reviewed on Dec 3, 2022

Embassy Suites by Hilton Portland Maine
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

Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME, 04103
The price is $89 per night from Jan 1 to Jan 2
$89
per night
Jan 1 - Jan 2
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
3.8/5 Good! (1,005 reviews)
"Convenient and comfortable, but could use a good cleaning around the edges!"

Reviewed on Dec 1, 2022

Ramada Plaza by Wyndham Portland
Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham Airport/Maine Mall
2 out of 5
461 Maine Mall Rd, South Portland, ME, 04106
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 comfy ...
3.8/5 Good! (1,009 reviews)
"They switched us from The Days Inn to this Howard Johnson’s. It was further from the airport, not as nice - despite assurances - was cheaper but we didn’t get a refund. BS."

Reviewed on Aug 10, 2020

Days Inn by Wyndham 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, 04102
The price is $114 per night from Dec 18 to Dec 19
$114
per night
Dec 18 - Dec 19
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
4.5/5 Wonderful! (1,004 reviews)
Nice but flawed
"Very nice staff, but room needed maintenance. Leaky shower with door handle falling off at a noisy door. Heater cycled room from too cold to hot and back. Otherwise, room had nice appointments and was comfortable."

Reviewed on Dec 3, 2022

Embassy Suites by Hilton Portland Maine
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

Super 8 by Wyndham Portland ME
Super 8 by Wyndham Portland ME
2 out of 5
208 Larrabee Rd, Westbrook, ME, 04092
The price is $68 per night from Jan 3 to Jan 4
$68
per night
Jan 3 - Jan 4
Stay at this business-friendly motel in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the comfy rooms and the overall value ...
3.2/5 (1,000 reviews)
HORRIBLE EXPERIENCE
"The rooms Smelled horrible, the top blankets smelled so bad that I had to wash my hands after pulling them off the bed, there was an old man peeing in the bushes during check-in, and some shady character came in the lobby and stood right beside me. People were coming and going all night, was constantly ..."

Reviewed on Nov 21, 2022

Super 8 by Wyndham Portland ME
Casco Bay Hotel, Maine Mall / PWM Portland Airport
Casco Bay Hotel, Maine Mall / PWM Portland Airport
2.5 out of 5
80 John Roberts Rd., South Portland, ME, 04106
The price is $99 per night from Dec 7 to Dec 8
$99
per night
Dec 7 - Dec 8
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 overall ...
4.2/5 Very Good! (311 reviews)
"Ver close to airport but doesn’t feel like typical “airport hotel”"

Reviewed on Dec 2, 2022

Casco Bay Hotel, Maine Mall / PWM Portland Airport
Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham Airport/Maine Mall
2 out of 5
461 Maine Mall Rd, South Portland, ME, 04106
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 comfy ...
3.8/5 Good! (1,009 reviews)
"They switched us from The Days Inn to this Howard Johnson’s. It was further from the airport, not as nice - despite assurances - was cheaper but we didn’t get a refund. BS."

Reviewed on Aug 10, 2020

Days Inn by Wyndham Airport/Maine Mall
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

Microtel Inn & Suites By Wyndham Windham
Microtel Inn & Suites By Wyndham Windham
3 out of 5
965 Roosevelt Trail, Windham, ME, 04062
The price is $81 per night from Jan 1 to Jan 2
$81
per night
Jan 1 - Jan 2
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
4.4/5 Excellent! (998 reviews)

Families like: Indoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Great hotel!
"Great stay. Clean and comfortable room. Pool was warm."

Reviewed on Nov 19, 2022

Microtel Inn & Suites By Wyndham Windham
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME, 04102
The price is $114 per night from Dec 18 to Dec 19
$114
per night
Dec 18 - Dec 19
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
4.5/5 Wonderful! (1,004 reviews)

Families like: Indoor pools, skiing nearby, extra beds/cribs, free breakfast for the whole family

Nice but flawed
"Very nice staff, but room needed maintenance. Leaky shower with door handle falling off at a noisy door. Heater cycled room from too cold to hot and back. Otherwise, room had nice appointments and was comfortable."

Reviewed on Dec 3, 2022

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, 04046
The price is $99 per night from Dec 7 to Dec 8
$99
per night
Dec 7 - Dec 8
Stay at this business-friendly motel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the bar and the helpful staff in ...
3.8/5 Good! (540 reviews)

Families like: Outdoor pool, close to beach, extra beds/cribs, free breakfast for the whole family

Travelers say...
"Another great stay at the Rhumb Line!"

Reviewed on Nov 28, 2022

The Rhumb Line Resort
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.

Map To Nearby Hotels

Frequently asked questions

Am I able to catch a flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Portland, ME Airport (PWM-Portland Intl. Jetport) now?
The Covid-19 Travel Advisor will answer all your queries about current quarantine requirements and travel restrictions when taking a flight from Chicago, IL Airport (ORD-O’Hare Intl.) to Portland, ME Airport (PWM-Portland Intl. Jetport).
Are there non-stop flights from ORD to Portland, ME Airport (PWM-Portland Intl. Jetport)?
If you’re not a fan of stopovers, you’re in luck. There are multiple airlines that operate nonstop flights from Chicago, IL Airport (ORD-O’Hare Intl.) to Portland Intl. Jetport, including United Airlines and American Airlines.
What is the shortest flight from ORD to Portland Intl. Jetport Airport (PWM)?
If you strongly believe your vacation hours should be spent ‘vacationing’ rather than flying, you’ll enjoy the journey from Chicago Museum Campus to Loudon. It’ll zip by in as little as 2 hours and 16 minutes.
How many hours flight from ORD to Portland Intl. Jetport Airport (PWM)?
Don’t get too relaxed — the general flight time from ORD to Portland Intl. Jetport is a mere 2 hours and 21 minutes.
If I am not able to travel due to COVID-19, can I cancel my flight to Portland, ME Airport (PWM-Portland Intl. Jetport)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Portland, ME Airport (PWM-Portland Intl. Jetport) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Portland, ME Airport (PWM-Portland Intl. Jetport) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Portland, ME Airport (PWM-Portland Intl. Jetport) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from O'Hare Airport to Portland Intl. Jetport Airport (PWM)?
Excellent service, punctuality and great in-flight entertainment are just a few things that make for a comfortable journey with an airline. If you’re jetting from Chicago, IL Airport (ORD-O’Hare Intl.) to PWM, why not fly with the best? American Airlines (AA) offers 99 flights each month on this route. If you want a few more options, look up the fares from United Airlines (UA), which has 106 flights from Chicago Museum Campus to Loudon each month.

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.