$99 Cheap flights to Rutland

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Cheap flights to Rutland from $99 One Way, $127 Round Trip

$127 return flights and $99 one-way flights to Rutland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 8 - Mon, Sep 28
PMI
Mallorca Island
EMA
East Midlands
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Jet2 flight, departing Tue, Sep 8 from Mallorca Island to East Midlands, returning Mon, Sep 28, priced at $127 found 1 day ago
Mon, Aug 3 - Sun, Aug 9
HER
Heraklion
EMA
East Midlands
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Jet2 flight, departing Mon, Aug 3 from Heraklion to East Midlands, returning Sun, Aug 9, priced at $224 found 1 day ago
Tue, Sep 8 - Mon, Sep 28
PMI
Mallorca Island
EMA
East Midlands
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Jet2 flight, departing Tue, Sep 8 from Mallorca Island to East Midlands, returning Mon, Sep 28, priced at $267 found 1 day ago
Tue, Sep 8 - Mon, Sep 28
PMI
Mallorca Island
EMA
East Midlands
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Jet2 flight, departing Tue, Sep 8 from Mallorca Island to East Midlands, returning Mon, Sep 28, priced at $281 found 1 day ago
Mon, Aug 3 - Mon, Aug 10
LCA
Larnaca
EMA
East Midlands
$307 Roundtrip, found 5 days ago
$307
Roundtrip
found 5 days ago
Select Jet2 flight, departing Mon, Aug 3 from Larnaca to East Midlands, returning Mon, Aug 10, priced at $307 found 5 days ago
Fri, Aug 14 - Sun, Aug 16
HER
Heraklion
EMA
East Midlands
$352 Roundtrip, found 2 days ago
$352
Roundtrip
found 2 days ago
Select Jet2 flight, departing Fri, Aug 14 from Heraklion to East Midlands, returning Sun, Aug 16, priced at $352 found 2 days ago

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Rutland Accommodation Deals

Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $67 total per night from Aug 11 to Aug 12
$67 total
Aug 11 - Aug 12
Total with taxes and fees
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 ...
8/10 Very Good! (811 reviews)
"Clean &comfortable"

Reviewed on Jul 26, 2026

Opens in a new windowRedwings Lodge Uppingham
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $156 total per night from Aug 16 to Aug 17
$156 total
Aug 16 - Aug 17
Total with taxes and fees
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 ...
Opens in a new windowThe Barnsdale, Rutland
The Wisteria Hotel

The Wisteria Hotel

3 out of 5
Catmose Street Oakham England
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $135 total per night from Aug 9 to Aug 10
$135 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Oakham. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (378 reviews)
"Great hotel, just a shame the kitchen was closed on Monday evening as the menu looked amazing"

Reviewed on Jul 28, 2026

Opens in a new windowThe Wisteria Hotel
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Brook Whipper-In Hotel

Brook Whipper-In Hotel

3 out of 5
Market Square Oakham England
Book a stay at this business-friendly hotel in Oakham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Oakham Castle and Rutland ...
7.4/10 Good! (174 reviews)
Fishing Trip
"Good hotel just stayed one night food in the restaurant was good and better than the usual pub fayre Good value, only one fault was the shower in the room wasn't very good, poor water pressure and not very controllable either red hot or cold."

Reviewed on Sep 18, 2023

Get rates
Opens in a new windowBrook Whipper-In 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.

Score Epic Rutland Accommodation Deals

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $181 total per night from Aug 17 to Aug 18
$181 total
Aug 17 - Aug 18
Total with taxes and fees
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. ...
8.2/10 Very Good! (1,000 reviews)
"Good location with enough to do around for a short staycation. Staff were really helpful. Maybe because of the season, there were more flies and cobwebs than I would have expected in the room, but overall I felt comfortable in it given the heat spike. The restaurant is on the pricey side but with ..."

Reviewed on Jul 30, 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
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $67 total per night from Aug 11 to Aug 12
$67 total
Aug 11 - Aug 12
Total with taxes and fees
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 ...
8/10 Very Good! (811 reviews)
"Clean &comfortable"

Reviewed on Jul 26, 2026

Opens in a new windowRedwings Lodge Uppingham
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $156 total per night from Aug 16 to Aug 17
$156 total
Aug 16 - Aug 17
Total with taxes and fees
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 ...
Opens in a new windowThe Barnsdale, Rutland
Save an average of 15% on thousands of hotels when you're signed in
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The Old Pheasant Hotel

The Old Pheasant Hotel

3 out of 5
15 Main Road Oakham England
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $109 total per night from Aug 23 to Aug 24
$109 total
Aug 23 - Aug 24
Total with taxes and fees
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 ...
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.

Family Friendly Hotels in Rutland

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $181 total per night from Aug 17 to Aug 18
$181 total
Aug 17 - Aug 18
Total with taxes and fees
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. ...
8.2/10 Very Good! (1,000 reviews)
"Good location with enough to do around for a short staycation. Staff were really helpful. Maybe because of the season, there were more flies and cobwebs than I would have expected in the room, but overall I felt comfortable in it given the heat spike. The restaurant is on the pricey side but with ..."

Reviewed on Jul 30, 2026

Opens in a new windowRutland Hall Hotel & Spa
The White Lion Inn

The White Lion Inn

3 out of 5
38 Main Street Oakham England
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $147 total per night from Aug 6 to Aug 7
$147 total
Aug 6 - Aug 7
Total with taxes and fees
Stay at this inn in Oakham. Enjoy free parking, breakfast (surcharge), and a business center. Popular attractions Stapleford Park Golf Course and Oakham Castle ...
9.6/10 Exceptional! (421 reviews)
"Everything was amazing, the food the room and the service. One very minor flaw. On our second and last morning I didn't fancy another of the pubs excellent full English breakfast so asked for porridges and a sausage bap. I was told that I was only allowed one item off the menu even though I feel ..."

Reviewed on Jul 26, 2026

Opens in a new windowThe White Lion Inn
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $67 total per night from Aug 11 to Aug 12
$67 total
Aug 11 - Aug 12
Total with taxes and fees
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 ...
8/10 Very Good! (811 reviews)
"Clean &comfortable"

Reviewed on Jul 26, 2026

Opens in a new windowRedwings Lodge Uppingham
Save an average of 15% on thousands of hotels when you're signed in
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Sign up, it's free
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $156 total per night from Aug 16 to Aug 17
$156 total
Aug 16 - Aug 17
Total with taxes and fees
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 ...
Opens in a new windowThe Barnsdale, Rutland
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Rutland

End your search for discount fares on flights to Rutland. Orbitz has all the best prices on Rutland flights. With Orbitz, you can expect:

Cheap Deals on Flights to Rutland

We offer big discounts and last-minute savings on Rutland flights. We make it easy for you to research, plan, and book your flight to Rutland — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Rutland flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Rutland flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Rutland flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Rutland flights to the actual booking. If you want to cancel your flight to Rutland, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Rutland with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Rutland?
Lock in an airfare with one of the 12 airlines that jet into East Midlands Airport (EMA) and come prepared for new adventures. This airport is the jumping-off point for exploring Rutland. When it's time to check off this region, these quality carriers will take you there:

  • Ryanair - 208 flights to Rutland per month
  • Jet2 - 120 flights to Rutland per month
  • Flybe - 30 flights to Rutland per month

What is the best airport to fly to in Rutland?
There's one main entry point for this area — East Midlands Airport (EMA). Book your airfares for this popular gateway and explore all that Rutland has to offer.
How much is a flight to Rutland?
The cost for a round-trip flight to Rutland this week ranged between $127 and $352. If you were traveling one-way out of Heraklion (HER), you could have scored tickets from as low as $99.
How to book the cheapest flight to Rutland?
Scoring cheap flights to Rutland is as simple as booking with Orbitz. But if you'd like to make sure you're grabbing the best flight deals around, here are some suggestions to keep in mind:

  • Consider nearby airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' link to compare flight deals for a variety of departure dates. You may find an amazing fare.
  • Select 'Show options' to fine tune your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Once you've worked out your travel dates, lock in your flight. Airfares generally rise as the departure date gets closer.
  • Make even more savings on your getaway by bundling your flights, hotels and car rentals into an Orbitz package deal. Your travel budget will thank you for it.
  • If practical, avoid flying in high seasons. Airfares usually surge during school breaks, summer and other vacation periods like Thanksgiving and Christmas.

What is the best time to book a flight to Rutland?
Pick up a bargain and book your tickets to Rutland in January. If you've missed this month, you're still in luck. February and August often have low airfares available. Just be careful you don't sleep on a sale though — cheap flights appear and vanish in the click of a mouse!
What day of the week is the cheapest to book a flight to Rutland?
When it comes to cheap flights to Rutland, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Rutland?
Look into flying early in the week to nab cheap flights to Rutland. Orbitz data from 2020 suggests Monday is typically the most inexpensive day to start your trip, followed by Tuesday. Saturday was found to have the highest airfares. Presumably, this is because most travelers choose to start their break on a weekend.
What is the cheapest month to fly to Rutland?
To pick up cheap flights to Rutland, you should pack your bags and travel in August. Orbitz data shows that this is generally an excellent month to save serious money on your fare. If you're thinking of flying to Rutland during June, it's worth remembering that this is the most expensive time of year to travel.
Which airlines allow free cancellation?
Life changes, and your ticket should be able to as well. That's why Orbitz makes it a cinch to search for airlines with free cancellation and no change fees. Just enter your departure and arrival points and then select "Filter by flexible change policies." That's what we call peace of mind!
What do I need for the flight to Rutland?
It's wise to be ready for anything when embarking on a trip. Keep in mind the following for a smooth flight:

  • Nothing is more important than having your travel documents. Which to bring and how many depend on whether you're flying international or domestic. It's best to check with your airline. In both cases, you'll need to present photo identification.
  • Have some extra entertainment for your long trip to Rutland. When you're done watching movies, give your eyes a much-needed break from all that screen time and listen to an audio book.
  • Cabin temperatures can get real chilly. Carry a sweater even if you're heading off during the peak of summer.

How many direct flights are there to Rutland?
Right now, there are 95 direct flights each month to Rutland. When it comes to airlines that will fly you there, you have plenty of options. Ryanair, Jet2 and TUI Airways are some of the most sought-after. Flybe, Blue Islands and Aurigny Air Services are some other dependable carriers that offer nonstop services.
How do I get cheap first-class/business deals to Rutland?
There are ways of booking first or business-class tickets to Rutland that won't burn through your budget. Bag a seat in the pointy end of the plane for less with these handy tips:

  • Flexibility is key. By being open to a few travel dates, you'll have more chances of finding a deal on business or first-class airfares.
  • Budget airlines offer business-class seats at a fraction of the normal price. Skip the full-service carriers and check out these cheaper options.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. You can also bid for an upgrade in an online auction if available.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.