Search Cheap Flights to
Chepstow

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chepstow Flights as Low as $116

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

Flair Airlines
Mon, Nov 18 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$116 Roundtrip, just found
$116
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Nov 18 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $116 just found
Air Canada
Sun, Nov 17 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$193 Roundtrip, just found
$193
Roundtrip
just found
Select Air Canada flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $193 just found
WestJet
Sun, Nov 17 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$204 Roundtrip, just found
$204
Roundtrip
just found
Select WestJet flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $204 just found
Flair Airlines
Mon, Nov 18 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$209 Roundtrip, just found
$209
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Nov 18 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $209 just found
Air Canada
Sun, Nov 17 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$276 Roundtrip, just found
$276
Roundtrip
just found
Select Air Canada flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $276 just found
Air Canada
Wed, Dec 11 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$295 Roundtrip, just found
$295
Roundtrip
just found
Select Air Canada flight, departing Wed, Dec 11 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $295 just found
WestJet
Wed, Dec 11 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$311 Roundtrip, just found
$311
Roundtrip
just found
Select WestJet flight, departing Wed, Dec 11 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $311 just found
WestJet
Wed, Dec 11 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$313 Roundtrip, just found
$313
Roundtrip
just found
Select WestJet flight, departing Wed, Dec 11 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $313 just found
Air Canada
Fri, Dec 13 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$328 Roundtrip, just found
$328
Roundtrip
just found
Select Air Canada flight, departing Fri, Dec 13 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $328 just found
Air Canada
Wed, Dec 11 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$331 Roundtrip, just found
$331
Roundtrip
just found
Select Air Canada flight, departing Wed, Dec 11 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $331 just found
WestJet
Fri, Dec 13 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$334 Roundtrip, just found
$334
Roundtrip
just found
Select WestJet flight, departing Fri, Dec 13 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $334 just found
WestJet
Fri, Dec 13 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$336 Roundtrip, just found
$336
Roundtrip
just found
Select WestJet flight, departing Fri, Dec 13 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $336 just found
Air Canada
Wed, Dec 11 - Tue, Dec 31
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$339 Roundtrip, just found
$339
Roundtrip
just found
Select Air Canada flight, departing Wed, Dec 11 from Calgary Intl. to Region of Waterloo Intl., returning Tue, Dec 31, priced at $339 just found
Air Canada
Sun, Nov 17 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$340 Roundtrip, just found
$340
Roundtrip
just found
Select Air Canada flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $340 just found
WestJet
Sun, Nov 17 - Sat, Nov 23
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$365 Roundtrip, just found
$365
Roundtrip
just found
Select WestJet flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Sat, Nov 23, priced at $365 just found
WestJet
Sun, Nov 17 - Mon, Nov 25
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$369 Roundtrip, just found
$369
Roundtrip
just found
Select WestJet flight, departing Sun, Nov 17 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Nov 25, priced at $369 just found

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 November, 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 $116, 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 $116 right now, why wait?

Chepstow Flight Information
Destination airport
Region of Waterloo Intl.
Destination airport IATA code
YKF
Roundtrip price
$115

Last Minute Hotel Deals in Chepstow

The Chepstow Inn
The Chepstow Inn
3.5 out of 5
#2 Concession Road 6, Brockton, ON
The price is $203 per night from Nov 8 to Nov 9
$203
includes taxes & fees
Nov 8 - Nov 9
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 - ...
9.6/10 Exceptional! (79 reviews)
"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

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
The price is $102 per night from Nov 15 to Nov 16
$102
includes taxes & fees
Nov 15 - Nov 16
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! (810 reviews)
"The room with King bed was very spacious. Bed was very comfortable. Clean, friendly staff and breakfast was above average."

Reviewed on Nov 3, 2024

SureStay Plus Hotel by Best Western 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
The price is $112 per night from Nov 17 to Nov 18
$112
includes taxes & fees
Nov 17 - Nov 18
Book a stay at this business-friendly hotel in Walkerton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (531 reviews)
"Everything was perfect very very satisfied"

Reviewed on Oct 11, 2024

Best Western Plus Walkerton Hotel & Conference Centre
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
2 MILLENNIUM WAY, Kincardine, ON
The price is $110 per night from Nov 19 to Nov 20
$110
includes taxes & fees
Nov 19 - Nov 20
Book a stay at this business-friendly inn in Kincardine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (154 reviews)
"Nice and clean, very good customer service!"

Reviewed on Oct 21, 2024

Comfort Inn & Suites
Travellers Inn Hanover
Travellers Inn Hanover
2 out of 5
244 - 7th Avenue, Hanover, ON
The price is $89 per night from Nov 7 to Nov 8
$89
includes taxes & fees
Nov 7 - Nov 8
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 (441 reviews)
"Very clean and quite"

Reviewed on Oct 26, 2024

Travellers Inn Hanover
TownePlace Suites by Marriott Kincardine
TownePlace Suites by Marriott Kincardine
3 out of 5
19 Millenium Way, Kincardine, ON
The price is $124 per night from Nov 15 to Nov 16
$124
includes taxes & fees
Nov 15 - Nov 16
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! (509 reviews)
"The staff was excellent. They were very polite and friendly. My only complaint would be that the shower curtain smelled musty."

Reviewed on Nov 3, 2024

TownePlace Suites by Marriott Kincardine
Grey Rose Suites
Grey Rose Suites
3 out of 5
394 Tenth Street, Hanover, ON
The price is $117 per night from Nov 7 to Nov 8
$117
includes taxes & fees
Nov 7 - Nov 8
Stay at this 3-star hotel in Hanover. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hanover Square and Hanover Public Library ...
9.8/10 Exceptional! (312 reviews)
"This is a very lovely place to stay. The self check-in worked flawlessly. Our room surpassed our expectations. It was large and very comfortable with everything we needed. Little details like q-tips in the bathroom and real cream for the coffee showed their attention to detail. Next time we come ..."

Reviewed on Nov 3, 2024

Grey Rose Suites
Lakeview Motel
Lakeview Motel
2 out of 5
378 Queen Street, Kincardine, ON
The price is $80 per night from Nov 7 to Nov 8
$80
includes taxes & fees
Nov 7 - Nov 8
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! (179 reviews)
"Close to the water and downtown area. Great price."

Reviewed on Oct 31, 2024

Lakeview Motel
See all 61 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.