Flights To Rutland - Cheap Flights Starting at CA $845

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A historic building with a tower by a calm lake with a pebble beach.

Oakham

Flights
Oakham

How Much Does it Cost To Fly To Rutland?

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

Wed, Nov 25 - Mon, Nov 30
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,441 Roundtrip, found 2 hours ago
CA $1,441
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Nov 25 from Pearson Intl. to East Midlands, returning Mon, Nov 30, priced at CA $1,441 found 2 hours ago
Wed, Nov 25 - Mon, Nov 30
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,447 Roundtrip, found 2 hours ago
CA $1,447
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Nov 25 from Pearson Intl. to East Midlands, returning Mon, Nov 30, priced at CA $1,447 found 2 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,448 Roundtrip, found 2 hours ago
CA $1,448
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,448 found 2 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,448 Roundtrip, found 11 hours ago
CA $1,448
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,448 found 11 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,454 Roundtrip, found 2 hours ago
CA $1,454
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,454 found 2 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,463 Roundtrip, found 2 hours ago
CA $1,463
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,463 found 2 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,463 Roundtrip, found 11 hours ago
CA $1,463
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,463 found 11 hours ago
Mon, Nov 9 - Mon, Nov 16
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,468 Roundtrip, found 5 days ago
CA $1,468
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to East Midlands, returning Mon, Nov 16, priced at CA $1,468 found 5 days ago
Price found within the past 48 hours. Click for updated prices.
The Bell Gate House
3.5-star property

The Bell Gate House

Nov 6 - Nov 8

2 night stay

Toronto (YYZ) to East Midlands (EMA)

Virgin Atlantic • Non-stop roundtrip • Coach
Price was CA $1,177, price is now CA $1,146 per person
CA $1,146
per person
found 1 day ago
Mama's Inn Boutique Guest House
3.0-star property

Mama's Inn Boutique Guest House

Dec 23 - Dec 29

6 night stay

Vancouver (YVR) to East Midlands (EMA)

Alaska Airlines • Non-stop • Coach

East Midlands (EMA) to Vancouver (YVR)

American Airlines • Non-stop • Coach
Price was CA $2,000, price is now CA $1,926 per person
CA $1,926
per person
found 1 day ago
Lock Keeper, Worksop by Marston's Inns
4.0-star property

Lock Keeper, Worksop by Marston's Inns

Nov 12 - Nov 17

5 night stay

Winnipeg (YWG) to East Midlands (EMA)

Air Canada • Non-stop • Coach

East Midlands (EMA) to Winnipeg (YWG)

Brussels Airlines • Non-stop • Coach
Price was CA $1,245, price is now CA $1,209 per person
CA $1,209
per person
found 4 hours ago
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Travelers ❤️ These Rutland 🏨

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
Book a stay at this spa hotel in Oakham. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Rutland Water and Barnsdale Gardens are located nearby.
8.2/10 Very good! (1,001 reviews)
"Overall a good stay. I stayed in the cosy double room and all I would say is the bed was really hard. Also the room was right by the door so it was noisy as times. Breakfast was good. We tried booking in for dinner on the first evening however it was full so we ordered a delivery to the hotel as ..."

Reviewed on Oct 4, 2026

Opens in a new windowRutland Hall Hotel & Spa
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Book a stay at this business-friendly hotel in Oakham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rutland Water Golf Course and Lyddington Bede House are located nearby.
8/10 Very good! (826 reviews)
"The room we were allocated was not what I had expected, the bed wasn't particularly comfortable and there was mould and rust in the shower/bath. The shower head was fixed high up and was difficult to get a decent shower. I had difficulty sleeping due to people upstairs talking until around 3am. Breakfast ..."

Reviewed on Oct 4, 2026

Opens in a new windowRedwings Lodge Uppingham
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Book a stay at this spa hotel in Oakham. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Barnsdale Gardens and Rutland Water are located nearby.
9/10 Wonderful! (743 reviews)
"We stayed 2 nights with our dog during a tour of the Rutland area and further afield. We were really impressed by the hotel - great location, friendly and helpful staff, lovely walks locally, well maintained facilities, lots of spaces for chilling out, lovely food and welcoming of our dog in all ..."

Reviewed on Oct 6, 2026

Opens in a new windowThe Barnsdale, Rutland
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The Old Pheasant Hotel

The Old Pheasant Hotel

3 out of 5
15 Main Road Oakham England
Stay at this hotel in Oakham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lyddington Bede House and Lyndon Visitor Centre are located nearby.
9.2/10 Wonderful! (162 reviews)
"Good: Staff very friendly. Breakfast and dining rooms light and pleasant and meals good. Had the most tender chicken there I have ever had. Bad: The room was very dusty. Furniture and bathroom shabby."

Reviewed on Oct 5, 2026

Opens in a new windowThe Old Pheasant 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.

Frequently asked questions

How much is the cheapest flight to Rutland?
Some travelers were able to book a roundtrip flight to Rutland for as little as CA $1,441 in the last seven days. If you spot a bargain, get in quick. Cheap deals don't wait around forever! This price was available on Travelocity for flights to Rutland departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Rutland?
According to Travelocity's direct return flight demand between January and December last year, November is the cheapest time to board a plane to Rutland. Keep your eyes peeled for flights throughout this month and snap up a terrific bargain today.
How can I check my flight status to Rutland?
"Trips" has you covered when it comes to information about your flight to Rutland. Travelocity's customer portal lets you handle everything in the one place, from looking up your flight status to making updates to your itinerary. Click on Trips at the top of the Travelocity homepage and then create a new account or sign in to an existing one. Or you can download the Travelocity app and access your details while you're on the go. Whether you have the family flying with you or you're wandering on your own, all your bookings are right there in your grasp.
How do I find the best deals on flights to Rutland?
One of the easiest ways to get your hands on an amazing deal is to be flexible with your dates. Begin by searching for your flight to Rutland, then hit "Flexible dates" above your results. You'll see the prices for the surrounding dates. Want more advice? Book in advance. To give you an idea of fares, CA $1,441 was the most affordable price for a roundtrip flight to Rutland in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Rutland with Travelocity?
Where to start! With our cheap flights to Rutland, hotels and activities, you'll find all you need to create your perfect trip with Travelocity. Lock in your cheap family flights and take advantage of our round-the-clock customer assistance and free cancellations on most hotels if you need. Our goal is to offer hassle-free travel when you book with us so that you can spend less time on the nitty-gritty and more time building memories with your crew.
What are the most popular flight routes to Rutland?
To help you pick your flights to Rutland, check out our list of some of the major routes:

  • Faro (FAO-Faro Intl.) to East Midlands Airport (EMA) - 437 flights a month.
  • Palma de Mallorca (PMI) to East Midlands Airport (EMA) - 437 flights a month.
  • Tenerife (TFS-Tenerife South) to East Midlands Airport (EMA) - 381 flights a month.

How much is a flight to Rutland on average?
Based on prices found over the last seven days, roundtrip flights to Rutland cost between CA $1,441 and CA $1,468. When you're ready to take off, Travelocity will help you find a fare that won't blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.