Cheap Flights to Rutland (2026/2027)

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Stamford

Flights
Stamford
OriginDestinationTravel DatesFlights From*
BOSDerbyJanuary 25 to January 31$1,328
*Prices include taxes and fees

Best Rutland Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Nottingham Westminster Hotel
4.0-star property

Best Western Plus Nottingham Westminster Hotel

Jan 17 - Jan 18

1 night stay

New York (JFK) to East Midlands (EMA)

American Airlines • Coach

East Midlands (EMA) to New York (JFK)

Aer Lingus • Coach
Price was $2,649, price is now $2,633 per person
$2,633
per person
found 13 hours ago
DoubleTree by Hilton Nottingham-Gateway
4.0-star property

DoubleTree by Hilton Nottingham-Gateway

Jan 17 - Jan 18

1 night stay

New York (JFK) to East Midlands (EMA)

American Airlines • Coach

East Midlands (EMA) to New York (JFK)

Aer Lingus • Coach
Price was $2,658, price is now $2,642 per person
$2,642
per person
found 13 hours ago
The Orchard Hotel & Restaurant
4.0-star property

The Orchard Hotel & Restaurant

Jan 17 - Jan 18

1 night stay

New York (JFK) to East Midlands (EMA)

American Airlines • Coach

East Midlands (EMA) to New York (JFK)

Aer Lingus • Coach
Price was $2,658, price is now $2,642 per person
$2,642
per person
found 13 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 Barnsdale Gardens and The Rutland Falconry and Owl Centre are located nearby.
8/10 Very Good! (995 reviews)
The room was nice and clean but the bed was firm and pillows were terrible. It was really nice to have a balcony for the dog though. We used the pool which was nice (busy as expected) the gym looked amazing but we didn’t use it. We ate twice in the bar which again was nice enough.

Reviewed on Dec 29, 2025

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.
7.8/10 Good! (769 reviews)
Excellent value for money with everything you need for an overnight stay. Included breakfast was very welcome too. Really friendly staff. An easy place to get to only a few miles from Stamford. No doubt we'll stay again.

Reviewed on Dec 24, 2025

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.
8.8/10 Excellent! (661 reviews)
Clean and comfortable room, excellent service, extras such as a glass of wine on arrival and a complimentary nightcap at 9pm were a notable and appreciated courtesy.

Reviewed on Jan 4, 2026

Opens in a new windowThe Barnsdale, Rutland
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Leicester Marriott Hotel

Leicester Marriott Hotel

4 out of 5
Smith Way, Grove Park, Enderby Leicester England
Book a stay at this business-friendly hotel in Leicester. Enjoy breakfast (surcharge), 24-hour room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mecca Bingo Leicester and Grace Road are located nearby.
8.6/10 Excellent! (1,000 reviews)
Great staff. Very comfortable rooms. Service was great. Lots of parking.

Reviewed on Jan 5, 2026

Opens in a new windowLeicester Marriott 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 $1,328 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, January 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, $1,328 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 $1,328 and $1,328. 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.
How long is the average flight to Rutland?
The length of your direct flight to Rutland is largely dependent on your place of origin. If you'd like an idea of what to expect, here are the average journey times for a handful of major routes to Rutland:

  • Faro (FAO-Faro Intl.) to East Midlands Airport (EMA) - 2 hours and 53 minutes
  • Palma de Mallorca (PMI) to East Midlands Airport (EMA) - 2 hours and 33 minutes
  • Tenerife (TFS-Tenerife South) to East Midlands Airport (EMA) - 4 hours and 22 minutes

What can I expect on a flight to Rutland?
How long your flight takes and whether you pick a full-service or low-cost airline play a major role. If you're looking for long-haul flights to Rutland, entertainment, drinks and food should come as standard. Trying to find cheap flights for family vacations? Look into the deals from low-cost carriers. Normally, these airlines don't come with as many inclusions, or you may have to pay extra for them.