Search Cheap Flights to
Woolwich

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Woolwich Flights as Low as $100

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $100 found 3 days ago
JetBlue Airways
Sun, Oct 12 - Thu, Oct 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $117 found 1 day ago
JetBlue Airways
Mon, Oct 13 - Thu, Oct 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 13 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $127 found 1 day ago
JetBlue Airways
Sun, Oct 12 - Sun, Oct 19
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sun, Oct 19, priced at $137 found 1 day ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 1 hour ago
$143
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $143 found 1 hour ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $147 found 3 days ago
Delta
Tue, Oct 14 - Tue, Oct 21
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 14 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Oct 21, priced at $147 found 1 day ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$148 Roundtrip, found 1 hour ago
$148
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $148 found 1 hour ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $152 found 3 days ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 1 hour ago
$153
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $153 found 1 hour ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $157 found 3 days ago
JetBlue Airways
Thu, Sep 25 - Thu, Oct 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 21 hours ago
$201
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Thu, Sep 25 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Oct 2, priced at $201 found 21 hours ago
United
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, just found
$221
Roundtrip
just found
Select United flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 just found
American Airlines
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, just found
$221
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 just found
Delta
Tue, Oct 7 - Sat, Oct 25
MCO
Orlando Intl.
AUG
Augusta State
$386 Roundtrip, found 5 days ago
$386
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 7 from Orlando Intl. to Augusta State, returning Sat, Oct 25, priced at $386 found 5 days ago
Bargain Flight
Tue, Aug 5 - Tue, Aug 19
PDX
Portland Intl.
PWM
Portland Intl. Jetport
$465 Roundtrip, found 17 hours ago
$465
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Tue, Aug 5 from Portland Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $465 found 17 hours ago

Cheap Flights to Woolwich

Fall in love at first flight with your vacation to Woolwich by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Woolwich on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Woolwich, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Woolwich

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Woolwich with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the AUG airport.

What is the cheapest month to fly to Woolwich?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Woolwich are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woolwich?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Woolwich.

What airport is best to fly into Woolwich?

When you’re planning your trip to Woolwich, convenience is the name of the game. Luckily, Woolwich Wiscasset Airport is nearby so you can deplane and get going on checking off everything on your Woolwich must-do list.

How much are flights to Woolwich?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woolwich on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $100, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Woolwich?

The trick to saving a stack of cash on your flight to Woolwich? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $100 right now, why wait?

Woolwich Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$271

Last Minute Hotel Deals in Woolwich

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (1,028 reviews)
"Great value"

Reviewed on Jul 31, 2025

Get rates
Casco Bay Inn
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1, Freeport, ME
Stay at this 3-star hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,014 reviews)
"Nice clean room. We had a beautiful view of the tidal river. No balcony, but a door you could open for fresh air and view. Would have rated 5 ⭐ but the hair dryer didn't work and the tub/shower faucet leaks. Over all a good room for the money."

Reviewed on Jul 29, 2025

Get rates
Best Western Freeport Inn
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Stay at this 3-star hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (1,011 reviews)
"Excellent spot. Highly recommend with a lot of activities for families. All activities and breakfast included in price. We went sea kayaking, swimming and did mini put."

Reviewed on Jul 27, 2025

Get rates
Ocean Gate Resort
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,017 reviews)
"Comfortable place at a very reasonable price"

Reviewed on Jul 27, 2025

Get rates
Travelers Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (1,002 reviews)
"This property needs updating but is in a convenient location and has a pretty good breakfast. Bedspreads were old and thin but when we asked for blankets we got big, thick comforters that we liked a lot."

Reviewed on Aug 1, 2025

Get rates
Flagship Inn and Suites
The Harraseeket Inn & Event House

The Harraseeket Inn & Event House

3.5 out of 5
162 Main St, Freeport, ME
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (747 reviews)
"Nice afternoon tea"

Reviewed on Jul 31, 2025

Get rates
The Harraseeket Inn & Event House
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Book a stay at this business-friendly hotel in Bath. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (352 reviews)
"Young lady at check-in was excellent."

Reviewed on Jul 28, 2025

Get rates
Residence Inn Bath Brunswick Area
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,003 reviews)
"The staff was friendly, professional and caring. I had ordered flowers for my girlfriend and the staff placed them in the room to ensure the surprise."

Reviewed on Aug 1, 2025

Get rates
The Freeport Hotel, Ascend Hotel Collection
See all 1,742 properties in Woolwich
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.