Flights To Rutland - Cheap Flights Starting at CA $1,637

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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.

Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,990 Roundtrip, found 2 days ago
CA $1,990
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $1,990 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,005 Roundtrip, found 2 days ago
CA $2,005
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,005 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,025 Roundtrip, found 2 days ago
CA $2,025
Roundtrip
found 2 days ago
Select British Airways flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,025 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,142 Roundtrip, found 2 days ago
CA $2,142
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,142 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,157 Roundtrip, found 2 days ago
CA $2,157
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,157 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,177 Roundtrip, found 2 days ago
CA $2,177
Roundtrip
found 2 days ago
Select British Airways flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,177 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,215 Roundtrip, found 2 days ago
CA $2,215
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,215 found 2 days ago
Tue, Aug 4 - Tue, Aug 11
YYZ
Pearson Intl.
EMA
East Midlands
CA $2,230 Roundtrip, found 2 days ago
CA $2,230
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Pearson Intl. to East Midlands, returning Tue, Aug 11, priced at CA $2,230 found 2 days ago
Price found within the past 48 hours. Click for updated prices.
OYO Aparthotel Hathern – Loughborough
2.0-star property

OYO Aparthotel Hathern – Loughborough

Jul 15 - Jul 20

5 night stay

Toronto (YTO) to East Midlands (EMA)

Air Canada • Non-stop • Coach

East Midlands (EMA) to Toronto (YTO)

United • Non-stop • Coach
Price was CA $1,587, price is now CA $1,478 per person
CA $1,478
per person
found 8 hours ago
Champneys Springs
3.5-star property

Champneys Springs

Oct 3 - Oct 5

2 night stay

Vancouver (YVR) to East Midlands (EMA)

Delta • Coach

East Midlands (EMA) to Vancouver (YVR)

Virgin Atlantic • Coach
Price was CA $1,891, price is now CA $1,795 per person
CA $1,795
per person
found 12 hours ago
Nottingham City Centre by Sunday
4.0-star property

Nottingham City Centre by Sunday

Jul 25 - Jul 26

1 night stay

Montreal (YUL) to East Midlands (EMA)

Air Canada • Coach

East Midlands (EMA) to Montreal (YUL)

Austrian Airlines • Coach
Price was CA $1,590, price is now CA $1,513 per person
CA $1,513
per person
found 6 hours ago
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Travelers ❤️ These Rutland 🏨

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! (807 reviews)
"Good value accommodation When the cafe next door is reopened it would be ideal"

Reviewed on Jul 9, 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 The Rutland Falconry and Owl Centre are located nearby.
9/10 Wonderful! (713 reviews)
"Enjoyed our stay very much. Great staff, comfortable room, excellent breakfast and dinner."

Reviewed on Jul 7, 2026

Opens in a new windowThe Barnsdale, 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 Barnsdale Gardens and Rutland Water Country Park are located nearby.
8.2/10 Very good! (1,000 reviews)
"Overall the property and grounds are lovely, although I was there for a wedding so didn't have much time to explore and enjoy them properly. I also didn't use the spa so can't comment on that. The weekend was hot (but not heatwave) and the rooms were incredibly hot. There is no AC in the bedrooms ..."

Reviewed on Jul 3, 2026

Opens in a new windowRutland Hall Hotel & Spa
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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! (125 reviews)
"Good clean comfortable room, breakfast included was a bonus"

Reviewed on Jul 3, 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 $1,990 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, August 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 $1,990 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 $1,990 and CA $2,230. 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.