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 $96 One Way, $169 Round Trip

Prices starting at $169 for return flights and $96 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.

Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
PWM
Portland
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 21 from Chicago to Portland, returning Fri, Sep 25, priced at $169 found 2 days ago
Thu, Sep 10 - Wed, Sep 16
ORD
Chicago
PWM
Portland
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Chicago to Portland, returning Wed, Sep 16, priced at $189 found 2 days ago
Tue, Jul 21 - Tue, Jul 28
ORD
Chicago
PWM
Portland
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jul 21 from Chicago to Portland, returning Tue, Jul 28, priced at $203 found 3 days ago
Sat, Sep 5 - Sat, Sep 12
ORD
Chicago
PWM
Portland
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep 5 from Chicago to Portland, returning Sat, Sep 12, priced at $209 found 4 days ago
Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
PWM
Portland
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 21 from Chicago to Portland, returning Fri, Sep 25, priced at $214 found 2 days 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
$94 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 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! (1,126 reviews)
The whole experience was nice staff helpful and room was clean and good price will stay again soon.

Reviewed on Nov 17, 2025

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
$83 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
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 ...
7.8/10 Good! (1,245 reviews)
Yes we loved room 511 with the pull out bed chair !

Reviewed on Nov 19, 2025

Clarion Hotel Portland Airport ME
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
145 Jetport Blvd Portland ME
$95 nightly
The price is $105 total per night from Nov 30 to Dec 1
$105 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this 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! (1,001 reviews)
Clean room, awesome staff.

Reviewed on Nov 13, 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

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
$98 nightly
The price is $108 total per night from Dec 7 to Dec 8
$108 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,001 reviews)
Nice hotel amenities

Reviewed on Nov 20, 2025

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$83 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
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 ...
7.8/10 Good! (1,245 reviews)
Yes we loved room 511 with the pull out bed chair !

Reviewed on Nov 19, 2025

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
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 ...
9.2/10 Wonderful! (1,680 reviews)
Hotel is so centrally located, you can't beat it. The bar is welcoming and perfect to play cards near the fireplace. Have stayed here a couple times now, and it's the new favorite. Parking is convenient, but a bit pricey at $45/night - but worth the access. Staff are kind and accommodating, rooms ...

Reviewed on Nov 20, 2025

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
$63 nightly
The price is $69 total per night from Dec 1 to Dec 2
$69 total
Dec 1 - Dec 2
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! (1,354 reviews)
It was a great stay. Staff very friendly

Reviewed on Nov 19, 2025

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
$94 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 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! (1,126 reviews)
The whole experience was nice staff helpful and room was clean and good price will stay again soon.

Reviewed on Nov 17, 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
$89 nightly
The price is $99 total per night from Dec 1 to Dec 2
$99 total
Dec 1 - Dec 2
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! (1,040 reviews)
Clean and nicely maintained. Kind staff and the pool, hot tubs and restaurants are all good!

Reviewed on Nov 16, 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, 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
$76 nightly
The price is $82 total per night from Dec 14 to Dec 15
$82 total
Dec 14 - Dec 15
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! (2,837 reviews)
Very comfortable rooms. Free airport shuttle. Clean.

Reviewed on Nov 19, 2025

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
$63 nightly
The price is $69 total per night from Dec 1 to Dec 2
$69 total
Dec 1 - Dec 2
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! (1,354 reviews)
It was a great stay. Staff very friendly

Reviewed on Nov 19, 2025

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
$66 nightly
The price is $72 total per night from Nov 24 to Nov 25
$72 total
Nov 24 - Nov 25
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 (1,004 reviews)
Ok

Reviewed on Nov 9, 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
$94 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 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! (1,126 reviews)
The whole experience was nice staff helpful and room was clean and good price will stay again soon.

Reviewed on Nov 17, 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
$132 nightly
The price is $144 total per night from Nov 23 to Nov 24
$144 total
Nov 23 - Nov 24
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! (913 reviews)
This is a really nice place. Big room, nice bed, friendly and helpful staff. We would gladly stay here aga8n!

Reviewed on Nov 14, 2025

The Rhumb Line Resort
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
$93 nightly
The price is $101 total per night from Nov 23 to Nov 24
$101 total
Nov 23 - Nov 24
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! (1,000 reviews)
The management team was very friendly and helpful The property was clean and the breakfast was great Overall, this will be my place to stay since my daughter is staying in this part of the country.

Reviewed on Nov 10, 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
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

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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