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Chepstow

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Chepstow Flights as Low as $176

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

WestJet
Tue, Aug 19 - Fri, Sep 5
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Fri, Sep 5, priced at $176 found 1 day ago
Air Canada
Thu, Aug 14 - Mon, Aug 18
YHZ
Stanfield Intl.
YKF
Region of Waterloo Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Aug 14 from Stanfield Intl. to Region of Waterloo Intl., returning Mon, Aug 18, priced at $177 found 1 day ago
WestJet
Tue, Aug 19 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $180 found 1 day ago
WestJet
Wed, Aug 20 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Aug 20 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $182 found 2 days ago
WestJet
Tue, Aug 19 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $187 found 1 day ago
Flair Airlines
Wed, Aug 20 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Wed, Aug 20 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $198 found 2 days ago
Air Canada
Tue, Aug 19 - Fri, Sep 5
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Fri, Sep 5, priced at $204 found 1 day ago
WestJet
Tue, Aug 19 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $206 found 1 day ago
WestJet
Wed, Aug 20 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Aug 20 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $208 found 2 days ago
Flair Airlines
Mon, Aug 18 - Tue, Sep 2
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Aug 18 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Sep 2, priced at $212 found 1 day ago
Air Canada
Tue, Aug 19 - Thu, Sep 4
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Aug 19 from Calgary Intl. to Region of Waterloo Intl., returning Thu, Sep 4, priced at $215 found 1 day ago
Flair Airlines
Sun, Aug 17 - Tue, Sep 2
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Sun, Aug 17 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Sep 2, priced at $224 found 1 day ago
WestJet
Tue, Aug 26 - Wed, Sep 3
YYC
Calgary Intl.
YXU
London Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select WestJet flight, departing Tue, Aug 26 from Calgary Intl. to London Intl., returning Wed, Sep 3, priced at $227 found 2 days ago
Air Canada
Thu, Aug 14 - Mon, Aug 18
YHZ
Stanfield Intl.
YKF
Region of Waterloo Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Aug 14 from Stanfield Intl. to Region of Waterloo Intl., returning Mon, Aug 18, priced at $231 found 1 day ago
Air Canada
Wed, Aug 20 - Wed, Aug 27
YEG
Edmonton Intl.
YKF
Region of Waterloo Intl.
$232 Roundtrip, found 12 hours ago
$232
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Wed, Aug 20 from Edmonton Intl. to Region of Waterloo Intl., returning Wed, Aug 27, priced at $232 found 12 hours ago
Air Canada
Mon, Aug 18 - Sun, Aug 24
EWR
Newark Liberty Intl. Airport
YKF
Region of Waterloo Intl.
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Aug 18 from Newark Liberty Intl. Airport to Region of Waterloo Intl., returning Sun, Aug 24, priced at $255 found 1 day ago

Cheap Flights to Chepstow

Fall in love at first flight with your vacation to Chepstow 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 Chepstow on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Chepstow

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chepstow 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 YKD airport.

What is the cheapest month to fly to Chepstow?

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 Chepstow are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chepstow?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chepstow.

What airport is best to fly into Chepstow?

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

How much are flights to Chepstow?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chepstow on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $176, 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 Chepstow?

The trick to saving a stack of cash on your flight to Chepstow? 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 $176 right now, why wait?

Chepstow Flight Information
Destination airport
Region of Waterloo Intl.
Destination airport IATA code
YKF
Roundtrip price
$175

Last Minute Hotel Deals in Chepstow

The Chepstow Inn
The Chepstow Inn
3.5 out of 5
#2 Concession Road 6, Brockton, ON
Stay at this 3.5-star business-friendly B&B in Brockton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bruce County Public Library - ...
"We liked the greeting from Kym and her dog, both very friendly. Kym greeted us at the front door and showed us to our room. Room had everything needed, including fridge with a bit of stocked juices, exceptional tv and wide variety of channels, coffee machines with various teas and coffees, well stocked ..."

Reviewed on Sep 15, 2024

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The Chepstow Inn
SureStay Plus Hotel by Best Western Kincardine
SureStay Plus Hotel by Best Western Kincardine
2.5 out of 5
791 Durham Street, Kincardine, ON
Book a stay at this business-friendly hotel in Kincardine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (889 reviews)
"Rooms were clean and comfortable, breakfast was decent and service was very good."

Reviewed on Jul 6, 2025

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SureStay Plus Hotel by Best Western Kincardine
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
2 MILLENNIUM WAY, Kincardine, ON
Book a stay at this business-friendly hotel in Kincardine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (209 reviews)
"Hotel was clean.. staff very pleasant and breakfast was good.."

Reviewed on Jul 8, 2025

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Comfort Inn & Suites
TownePlace Suites by Marriott Kincardine
TownePlace Suites by Marriott Kincardine
3 out of 5
19 Millenium Way, Kincardine, ON
Stay at this 3-star business-friendly hotel in Kincardine. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bruce Bowling Lanes and Aztec ...
8.4/10 Very Good! (546 reviews)
"It was a grewt stay. The coffee was watered down though."

Reviewed on Jul 6, 2025

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TownePlace Suites by Marriott Kincardine
Travellers Inn Hanover
Travellers Inn Hanover
2 out of 5
244 - 7th Avenue, Hanover, ON
Stay at this motel in Hanover. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Playtime Casino Hanover and Hanover Raceway are located ...
6.8/10 (481 reviews)
"Very clean and comfortable. Lovely places to walk in a quiet friendly community. Close to shopping, too!! All good, Thankyou!!"

Reviewed on Jun 21, 2025

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Travellers Inn Hanover
Lakeview Motel
Lakeview Motel
2 out of 5
378 Queen Street, Kincardine, ON
Stay at this motel in Kincardine. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (195 reviews)
"This was our 2nd stay at this property..the new owners are extremely nice ! Outdoor pool is nice. Outdoor fire pit makes the evening even more relaxing. 10 min walk to downtown restaurants. The beach is also quick to get to ! Overall very happy with our stay and the price is affordable! I am planning ..."

Reviewed on Jul 2, 2025

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Lakeview Motel
Save Inn Kincardine
Save Inn Kincardine
2 out of 5
1111 Sutton Street, Kincardine, ON
Stay at this motel in Kincardine. Enjoy free WiFi, free parking, and room service. Popular attractions Bruce Bowling Lanes and Kincardine Golf Club are located ...
5.8/10 (342 reviews)
"Budget friendly clean room"

Reviewed on Jul 8, 2025

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Save Inn Kincardine
Best Western Plus Walkerton Hotel & Conference Centre
Best Western Plus Walkerton Hotel & Conference Centre
2.5 out of 5
10 East Ridge Road, Rural Route #2, Brockton, ON
Book a stay at this business-friendly hotel in Brockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (597 reviews)
"The hotel is newer and in good shape. Outdoor fire pit, bbq, breakfast and staff were all lovely."

Reviewed on Jul 6, 2025

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Best Western Plus Walkerton Hotel & Conference Centre
See all 66 properties in Chepstow
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.