Flights To Rutland - Cheap Flights Starting at CA $847

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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, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,444 Roundtrip, found 2 days ago
CA $1,444
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,444 found 2 days ago
Wed, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,450 Roundtrip, found 2 days ago
CA $1,450
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,450 found 2 days ago
Wed, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,472 Roundtrip, found 2 days ago
CA $1,472
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,472 found 2 days ago
Wed, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,490 Roundtrip, found 5 days ago
CA $1,490
Roundtrip
found 5 days ago
Select Finnair flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,490 found 5 days ago
Sun, Oct 18 - Tue, Oct 27
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,496 Roundtrip, found 19 hours ago
CA $1,496
Roundtrip
found 19 hours ago
Select Finnair flight, departing Sun, Oct 18 from Pearson Intl. to East Midlands, returning Tue, Oct 27, priced at CA $1,496 found 19 hours ago
Sun, Oct 18 - Tue, Oct 27
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,518 Roundtrip, found 19 hours ago
CA $1,518
Roundtrip
found 19 hours ago
Select Finnair flight, departing Sun, Oct 18 from Pearson Intl. to East Midlands, returning Tue, Oct 27, priced at CA $1,518 found 19 hours ago
Wed, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,550 Roundtrip, found 2 days ago
CA $1,550
Roundtrip
found 2 days ago
Select Finnair flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,550 found 2 days ago
Wed, Oct 28 - Tue, Nov 3
YYZ
Pearson Intl.
EMA
East Midlands
CA $1,556 Roundtrip, found 2 days ago
CA $1,556
Roundtrip
found 2 days ago
Select Finnair flight, departing Wed, Oct 28 from Pearson Intl. to East Midlands, returning Tue, Nov 3, priced at CA $1,556 found 2 days ago

Travelers ❤️ These Rutland 🏨

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! (734 reviews)
"Customer Service was excellent"

Reviewed on Aug 24, 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 Rutland Water and Barnsdale Gardens are located nearby.
8.2/10 Very good! (1,009 reviews)
"Lovely venue and surroundings. Second time we’ve stayed and we’ll be back definitely for more."

Reviewed on Aug 25, 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! (818 reviews)
"We have already commented on the room security that was very quickly responded to but not resolved. The wc had not been cleaned/ checked The room was ok but dated, insufficient power points and a mattress that had passed is due date a long time ago Breakfast was ok although contrary to the title ..."

Reviewed on Aug 24, 2026

Opens in a new windowRedwings Lodge Uppingham
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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! (147 reviews)
"Very friendly staff, relaxing environment and lovely food 😬"

Reviewed on Aug 24, 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 $1,444 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, October 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 $1,444 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 $1,444 and CA $1,556. 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.