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 $86 One Way, $169 Round Trip

Prices starting at $169 for return flights and $86 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 2 - Tue, Sep 8
ORD
Chicago
PWM
Portland
$169 Roundtrip, found 21 hours ago
$169
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Wed, Sep 2 from Chicago to Portland, returning Tue, Sep 8, priced at $169 found 21 hours ago
Wed, Jul 15 - Sat, Jul 18
ORD
Chicago
PWM
Portland
$173 Roundtrip, found 9 hours ago
$173
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Jul 15 from Chicago to Portland, returning Sat, Jul 18, priced at $173 found 9 hours ago
Fri, Jul 3 - Tue, Jul 7
ORD
Chicago
PWM
Portland
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jul 3 from Chicago to Portland, returning Tue, Jul 7, priced at $177 found 1 day ago
Fri, Aug 28 - Wed, Sep 2
ORD
Chicago
PWM
Portland
$185 Roundtrip, just found
$185
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Aug 28 from Chicago to Portland, returning Wed, Sep 2, priced at $185 just found
Tue, Jul 14 - Tue, Jul 21
ORD
Chicago
PWM
Portland
$189 Roundtrip, found 3 hours ago
$189
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Tue, Jul 14 from Chicago to Portland, returning Tue, Jul 21, priced at $189 found 3 hours 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
$118 nightly
The price is $131 total per night from Jun 14 to Jun 15
$131 total
Jun 14 - Jun 15
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! (1,477 reviews)
"I love the hot tub and pool and the staffs were amazing"

Reviewed on Jun 6, 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
$187 nightly
The price is $207 total per night from Jun 14 to Jun 15
$207 total
Jun 14 - Jun 15
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! (1,155 reviews)
"Everything about the hotel including the restaurant and the bar was fine. I can’t understand why they charge $13 a night for parking especially if it’s not a park and fly. They tried to explain to me that the hotels in the area did charge which is not true."

Reviewed on Jun 6, 2026

Embassy Suites by Hilton Portland Maine
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
$129 nightly
The price is $143 total per night from Jun 8 to Jun 9
$143 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,211 reviews)
"Poor breakfast Bathroom door warped"

Reviewed on Jun 6, 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
$129 nightly
The price is $143 total per night from Jun 8 to Jun 9
$143 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,211 reviews)
"Poor breakfast Bathroom door warped"

Reviewed on Jun 6, 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$118 nightly
The price is $131 total per night from Jun 14 to Jun 15
$131 total
Jun 14 - Jun 15
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! (1,477 reviews)
"I love the hot tub and pool and the staffs were amazing"

Reviewed on Jun 6, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
$283 nightly
The price is $314 total per night from Jun 7 to Jun 8
$314 total
Jun 7 - Jun 8
Total with taxes and fees
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 ...
9.4/10 Exceptional! (1,770 reviews)
"Very nice accomodations, very pleasant and helpful staff, excellent location."

Reviewed on Jun 5, 2026

Portland Harbor Hotel
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
$92 nightly
The price is $101 total per night from Jun 11 to Jun 12
$101 total
Jun 11 - Jun 12
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! (1,536 reviews)
"Don't like the Internet."

Reviewed on Jun 6, 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
$187 nightly
The price is $207 total per night from Jun 14 to Jun 15
$207 total
Jun 14 - Jun 15
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! (1,155 reviews)
"Everything about the hotel including the restaurant and the bar was fine. I can’t understand why they charge $13 a night for parking especially if it’s not a park and fly. They tried to explain to me that the hotels in the area did charge which is not true."

Reviewed on Jun 6, 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
$126 nightly
The price is $139 total per night from Jun 9 to Jun 10
$139 total
Jun 9 - Jun 10
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! (1,027 reviews)
"Def one of the better hotels in the area. Clean and friendly!"

Reviewed on Jun 5, 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
$94 nightly
The price is $103 total per night from Jun 7 to Jun 8
$103 total
Jun 7 - Jun 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 breakfast and the helpful ...
8.4/10 Very Good! (2,922 reviews)
"The room was very clean and the staff was very helpful."

Reviewed on Jun 6, 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
$92 nightly
The price is $101 total per night from Jun 11 to Jun 12
$101 total
Jun 11 - Jun 12
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! (1,536 reviews)
"Don't like the Internet."

Reviewed on Jun 6, 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
$73 nightly
The price is $79 total per night from Jun 14 to Jun 15
$79 total
Jun 14 - Jun 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 ...
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
$187 nightly
The price is $207 total per night from Jun 14 to Jun 15
$207 total
Jun 14 - Jun 15
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! (1,155 reviews)
"Everything about the hotel including the restaurant and the bar was fine. I can’t understand why they charge $13 a night for parking especially if it’s not a park and fly. They tried to explain to me that the hotels in the area did charge which is not true."

Reviewed on Jun 6, 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 Jun 7 to Jun 8
$176 total
Jun 7 - Jun 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! (929 reviews)
"Room is fine with basic accessories -hair dryer - coffee maker. Didn’t use pool but looked very nice."

Reviewed on Jun 5, 2026

The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
$198 nightly
The price is $216 total per night from Jun 21 to Jun 22
$216 total
Jun 21 - Jun 22
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! (1,001 reviews)
"I loved everything about the property! All of the desk clerks were welcoming and helpful! The rooms, breakfast and Lobby were clean. I had an overall great experience. As a solo woman traveled I felt safe."

Reviewed on May 31, 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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