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 $102 One Way, $183 Round Trip

Prices starting at $183 for return flights and $102 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 3 - Sat, Sep 6
ORD
Chicago
PWM
Portland
$183 Roundtrip, found 21 hours ago
$183
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Chicago to Portland, returning Sat, Sep 6, priced at $183 found 21 hours ago
Wed, Aug 6 - Tue, Aug 12
ORD
Chicago
PWM
Portland
$186 Roundtrip, found 4 hours ago
$186
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Chicago to Portland, returning Tue, Aug 12, priced at $186 found 4 hours ago
Sun, Oct 19 - Thu, Oct 23
ORD
Chicago
PWM
Portland
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Oct 19 from Chicago to Portland, returning Thu, Oct 23, priced at $198 found 4 days ago
Wed, Aug 6 - Thu, Aug 21
ORD
Chicago
PWM
Portland
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Chicago to Portland, returning Thu, Aug 21, priced at $201 found 4 days ago
Wed, Oct 1 - Tue, Oct 7
ORD
Chicago
PWM
Portland
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 1 from Chicago to Portland, returning Tue, Oct 7, priced at $231 found 1 day ago

Hotel Ideas near Portland Intl. Jetport

Airport Hotels near Portland Intl. Jetport

Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
$152 nightly
The price is $168 total per night from Jul 7 to Jul 8
$168 total
Jul 7 - Jul 8
Total includes 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 ...
7.8/10 Good! (1,002 reviews)
"Very good place"

Reviewed on Jul 3, 2025

Clarion Hotel Portland
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME
$225 nightly
The price is $249 total per night from Jul 20 to Jul 21
$249 total
Jul 20 - Jul 21
Total includes 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! (1,113 reviews)
"Very nice. Large rooms. Very good breakfast, gym, and enjoyed drinks and snacks in the evening. Close to the interstate and airport."

Reviewed on Jul 3, 2025

Embassy Suites by Hilton Portland Maine
Hilton Garden Inn Portland Airport
Hilton Garden Inn Portland Airport
3 out of 5
145 Jetport Blvd, Portland, ME
$174 nightly
The price is $192 total per night from Jul 7 to Jul 8
$192 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
"Quiet, customer service excellent and fast"

Reviewed on Jul 5, 2025

Hilton Garden Inn 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
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
$152 nightly
The price is $168 total per night from Jul 7 to Jul 8
$168 total
Jul 7 - Jul 8
Total includes 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 ...
7.8/10 Good! (1,002 reviews)
"Very good place"

Reviewed on Jul 3, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
$146 nightly
The price is $162 total per night from Jul 7 to Jul 8
$162 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,029 reviews)
"Super comfy bed. Excellent stay"

Reviewed on Jul 2, 2025

Ramada Plaza by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
$250 nightly
The price is $277 total per night from Jul 6 to Jul 7
$277 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,147 reviews)
"Great stay!"

Reviewed on Jul 4, 2025

Hyatt Place Portland Downtown - Old Port Square
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

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
$116 nightly
The price is $127 total per night from Jul 6 to Jul 7
$127 total
Jul 6 - Jul 7
Total includes 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! (1,008 reviews)
"Perfect"

Reviewed on Jul 4, 2025

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
$225 nightly
The price is $249 total per night from Jul 20 to Jul 21
$249 total
Jul 20 - Jul 21
Total includes 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! (1,113 reviews)
"Very nice. Large rooms. Very good breakfast, gym, and enjoyed drinks and snacks in the evening. Close to the interstate and airport."

Reviewed on Jul 3, 2025

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
$146 nightly
The price is $162 total per night from Jul 7 to Jul 8
$162 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,029 reviews)
"Super comfy bed. Excellent stay"

Reviewed on Jul 2, 2025

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, Ascend Hotel Collection
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
$129 nightly
The price is $141 total per night from Jul 6 to Jul 7
$141 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 3.5-star 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! (2,722 reviews)
"Casco Bay Hotel was easy to find, check in was fast and no problems. Room was really nice, I was very happy with everything."

Reviewed on Jul 4, 2025

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
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
$116 nightly
The price is $127 total per night from Jul 6 to Jul 7
$127 total
Jul 6 - Jul 7
Total includes 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! (1,008 reviews)
"Perfect"

Reviewed on Jul 4, 2025

Days Inn by Wyndham Airport/Maine Mall
Super 8 by Wyndham Portland ME
Super 8 by Wyndham Portland ME
2 out of 5
208 Larrabee Rd, Westbrook, ME
$100 nightly
The price is $109 total per night from Jul 13 to Jul 14
$109 total
Jul 13 - Jul 14
Total includes 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)
"We did a little family weekend road trip. A good hotel that fitted our budget."

Reviewed on Jun 25, 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
$225 nightly
The price is $249 total per night from Jul 20 to Jul 21
$249 total
Jul 20 - Jul 21
Total includes 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! (1,113 reviews)
"Very nice. Large rooms. Very good breakfast, gym, and enjoyed drinks and snacks in the evening. Close to the interstate and airport."

Reviewed on Jul 3, 2025

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
$202 nightly
The price is $220 total per night from Jul 6 to Jul 7
$220 total
Jul 6 - Jul 7
Total includes 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 ...
7.6/10 Good! (814 reviews)
"Totally enjoyed our stay at the Rhumb Line. It's not fancy but the beds were comfortable and the air conditioning was perfect especially because it was 101 degrees outside..."

Reviewed on Jun 24, 2025

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 Jul 7 to Jul 8
$252 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 3-star 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! (1,004 reviews)
"Nice big rooms with a fridge and microwave. Easy to get around and staff was super helpful."

Reviewed on Jul 2, 2025

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
Chicago
Destination Airport
Portland
Number Of Airlines Serving
5
Distance
897 mi
Shortest Flight Departure Time
10:58AM CDT
Shortest Flight Departure Date
Jul 12
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.