$295 Cheap flights to Cuenca del Guadarrama

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Cheap flights to Cuenca del Guadarrama from $295 One Way, $186 Round Trip

$186 return flights and $295 one-way flights to Cuenca del Guadarrama were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 22 - Tue, Oct 27
EWR
New York
MAD
Madrid
$529 Roundtrip, found 20 hours ago
$529
Roundtrip
found 20 hours ago
Select TAP Portugal flight, departing Thu, Oct 22 from New York to Madrid, returning Tue, Oct 27, priced at $529 found 20 hours ago
Thu, Oct 29 - Mon, Nov 2
JFK
New York
MAD
Madrid
$529 Roundtrip, found 20 hours ago
$529
Roundtrip
found 20 hours ago
Select TAP Portugal flight, departing Thu, Oct 29 from New York to Madrid, returning Mon, Nov 2, priced at $529 found 20 hours ago
Sun, Sep 20 - Thu, Oct 1
IAD
Washington
MAD
Madrid
$550 Roundtrip, found 20 hours ago
$550
Roundtrip
found 20 hours ago
Select TAP Portugal flight, departing Sun, Sep 20 from Washington to Madrid, returning Thu, Oct 1, priced at $550 found 20 hours ago
Fri, Jan 15 - Sun, Jan 24
JFK
New York
MAD
Madrid
$579 Roundtrip, found 9 hours ago
$579
Roundtrip
found 9 hours ago
Select Scandinavian Airlines flight, departing Fri, Jan 15 from New York to Madrid, returning Sun, Jan 24, priced at $579 found 9 hours ago
Sun, May 2 - Sun, May 30
JFK
New York
MAD
Madrid
$589 Roundtrip, found 2 days ago
$589
Roundtrip
found 2 days ago
Select Air Europa flight, departing Sun, May 2 from New York to Madrid, returning Sun, May 30, priced at $589 found 2 days ago
Mon, Feb 1 - Fri, Feb 26
MIA
Miami
MAD
Madrid
$592 Roundtrip, just found
$592
Roundtrip
just found
Select TAP Portugal flight, departing Mon, Feb 1 from Miami to Madrid, returning Fri, Feb 26, priced at $592 just found
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
FCOMadridAugust 22 to September 9$186
LTNMadridAugust 22 to August 29$246
FRAMadridAugust 22 to August 25$312
LAXMadridAugust 21 to September 14$758
MIAMadridAugust 22 to August 28$820
JFKMadridAugust 21 to September 15$969
MEXMadridAugust 21 to August 28$1,064
SCLMadridAugust 23 to September 13$1,164
LIMMadridAugust 22 to August 26$1,624
UIOMadridAugust 22 to October 19$1,627
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Our Top Cuenca del Guadarrama Apartment Hotels

ApartaHotel CollaRubio

ApartaHotel CollaRubio

3 out of 5
Leon, 4 Collado Mediano Madrid
$67 nightly
The price is $73 total per night from Aug 23 to Aug 24
$73 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this ski hotel in Collado Mediano. Enjoy breakfast (surcharge), onsite spa services, and an airport shuttle (surcharge). Popular attractions Monumento ...
8.6/10 Excellent! (28 reviews)
"Very clean and well equipped. Very good shower in bathroom. Aircon downstairs very good but could do with more chippings upstairs as the weather was very hot. Owner was very helpful with directions and also with suggestions for watching the total eclipse. The fourth key dies not got the door to the ..."

Reviewed on Aug 14, 2026

Opens in a new windowApartaHotel CollaRubio
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 Cuenca del Guadarrama Accommodation Deals

Hotel101- Madrid

Hotel101- Madrid

4 out of 5
Av. de las Fuerzas Armadas, 328 Madrid
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $70 total per night from Aug 23 to Aug 24
$70 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Bernabéu Stadium and El Retiro ...
Opens in a new windowHotel101- Madrid
Hotel Regina

Hotel Regina

4 out of 5
Alcala 19 Madrid Madrid
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $196 total per night from Aug 24 to Aug 25
$196 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
9.8/10 Exceptional! (2,363 reviews)
"The front desk workers were most helpful with everything.They purchased train tickets for the first leg of my journey as well as how to buy them at the station. I had forgot an item and got it back on my way out of Madrid. Good system. The location was convenient, museums were walkable or a short ..."

Reviewed on Aug 19, 2026

Opens in a new windowHotel Regina
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
C/ Gran Via, 84 Madrid
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $219 total per night from Aug 23 to Aug 24
$219 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ...
9.4/10 Exceptional! (5,176 reviews)
"Thats good"

Reviewed on Aug 19, 2026

Opens in a new windowHotel Riu Plaza España
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Hard Rock Hotel Madrid

Hard Rock Hotel Madrid

4.5 out of 5
Ronda de Atocha 17 Madrid
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $152 total per night from Aug 23 to Aug 24
$152 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this luxury hotel in Madrid. Enjoy free WiFi, an outdoor pool, and 3 bars/lounges. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (2,867 reviews)
"Good walkable location. Lobby was hot even to sit for a cocktail. Pool chairs were very limited and drinks (not even water) were not allowed in pool area even when it's 42°! Staff were helpful and food in restaurant was delicious and reasonably priced. Roof top bar was fun!"

Reviewed on Aug 19, 2026

Opens in a new windowHard Rock Hotel Madrid
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 Cuenca del Guadarrama

ApartaHotel CollaRubio
Great for families

ApartaHotel CollaRubio

3 out of 5
Leon, 4 Collado Mediano Madrid
$67 nightly
The price is $73 total per night from Aug 23 to Aug 24
$73 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this ski hotel in Collado Mediano. Enjoy breakfast (surcharge), onsite spa services, and an airport shuttle (surcharge). Popular attractions Monumento ...
8.6/10 Excellent! (28 reviews)

Families like: Kitchen, playground, skiing nearby, bicycle rentals

Travelers say...
"Very clean and well equipped. Very good shower in bathroom. Aircon downstairs very good but could do with more chippings upstairs as the weather was very hot. Owner was very helpful with directions and also with suggestions for watching the total eclipse. The fourth key dies not got the door to the ..."

Reviewed on Aug 14, 2026

Opens in a new windowApartaHotel CollaRubio
El Torreón de Navacerrada

El Torreón de Navacerrada

3 out of 5
C/ La Tejera, 18 Navacerrada Madrid
$132 nightly
The price is $145 total per night from Sep 1 to Sep 2
$145 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this country house in Navacerrada. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Riscos de la Majadilla Verde and De ...
8.8/10 Excellent! (65 reviews)
"It Is a real country Hotel , very nice to stay."

Reviewed on Dec 31, 2025

Opens in a new windowEl Torreón de Navacerrada
Hotel El Ancla

Hotel El Ancla

1 out of 5
calle Camargo,7 Villanueva de la Canada
$57 nightly
The price is $63 total per night from Aug 21 to Aug 22
$63 total
Aug 21 - Aug 22
Total with taxes and fees
Stay at this hotel in Villanueva de la Canada. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Aquopolis and La Dehesa ...
8/10 Very Good! (65 reviews)
"Location is great close to many great breakfast , lunch and dining options . The only thing about this property is that the bathrooms are very small other than that everything else is great"

Reviewed on Jan 7, 2025

Opens in a new windowHotel El Ancla
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Hotel Florida

Hotel Florida

3 out of 5
Calle Floridablanca 12-14 San Lorenzo de El Escorial Madrid
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $79 total per night from Aug 23 to Aug 24
$79 total
Aug 23 - Aug 24
Total with taxes and fees
Stay at this hotel in San Lorenzo de El Escorial. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions El Real Coliseo de Carlos III ...
8/10 Very Good! (218 reviews)
"The location of this property is outstanding. The property itself could use a little TLC but is certainly functional as it is. The staff is extremely helpful and friendly, but only one of four that I spoke to was able to speak English fluently. As such, we were unable to understand what amenities ..."

Reviewed on Jul 20, 2026

Opens in a new windowHotel Florida
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

Cuenca del Guadarrama

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You can now book flights to Cuenca del Guadarrama on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Cuenca del Guadarrama flights.

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Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Cuenca del Guadarrama. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Cuenca del Guadarrama flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Cuenca del Guadarrama?
With 12 airlines waiting to whisk you away to Cuenca del Guadarrama, finding the perfect flight will be a cinch. Lock in a ticket with one of these top international carriers that touch down in Adolfo Suarez Madrid-Barajas Airport (MAD):

  • Iberia - 1,816 flights to Cuenca del Guadarrama per month
  • Air Europa - 780 flights to Cuenca del Guadarrama per month
  • Ryanair - 467 flights to Cuenca del Guadarrama per month

What is the best airport to fly to in Cuenca del Guadarrama?
Touch down at Adolfo Suarez Madrid-Barajas Airport (MAD), the main entry point to Cuenca del Guadarrama. Booking your flight to this region doesn't get much easier.
How much is a flight to Cuenca del Guadarrama?
Fares for round-trip flights dropped as low as $186 this past week to Cuenca del Guadarrama, and reached a high of $1,627. Several lucky travelers journeying out of New York (EWR) managed to secure one-way flights from just $295.
How to book the cheapest flight to Cuenca del Guadarrama?
Snapping up cheap flights to Cuenca del Guadarrama is as easy as booking with Orbitz. But if you're eager to make sure you're grabbing the best flight deals around, here are some tips your budget will love:

  • Taking off from or arriving at nearby airports may work out to be cheaper. Enter your preferred departure and arrival points. Next, click on the 'Nearby airports' function below the form fields to see your options.
  • If you're flexible with your itinerary, click on the 'Show flexible dates' option. It'll display the flight deals for the days before and after your chosen departure. Airfares often vary depending on what day it is.
  • Hit 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Book your airfare as soon as you've sorted your travel dates. While you can get lucky on occasion, airline tickets rarely get cheaper as your date of departure gets closer.
  • Consider combining your hotels, flights and car rentals into an Orbitz package deal to stretch your budget even further.
  • Where possible, avoid traveling during the busy season. Airfares surge during school breaks, summer and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Cuenca del Guadarrama?
The length of time you spend in the air will depend on several factors, including the location you depart from. We've put together a list of flight times for three of the most popular domestic routes to Cuenca del Guadarrama:

  • Palma de Mallorca (PMI) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 1 hour and 25 minutes
  • Barcelona (BCN-Barcelona Intl.) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 1 hour and 25 minutes
  • Las Palmas (LPA-Gran Canaria) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 2 hours and 45 minutes

What is the best time to book a flight to Cuenca del Guadarrama?
Land a bargain and book your tickets to Cuenca del Guadarrama in January. If you've missed this month, don't stress. February and August often have low airfares available. Just make sure you don't sleep on a sale — cheap flights emerge and disappear in a flash!
What day of the week is the cheapest to book a flight to Cuenca del Guadarrama?
When it comes to cheap flights to Cuenca del Guadarrama, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Cuenca del Guadarrama?
According to Orbitz data from 2020, Monday is generally the best day for cheap flights to Cuenca del Guadarrama. Tuesday also offers wallet-friendly fares, whereas Saturday has the highest ticket prices. Even though leaving at the weekend may be more convenient, you'll have more cash in your pocket to play with if you head out at the start of the week.
What is the cheapest month to fly to Cuenca del Guadarrama?
To book cheap flights to Cuenca del Guadarrama, you should fly out in August. If saving on your plane ticket is your top priority, Orbitz data has found that this is generally the best month to travel. June is when fares are at their highest.
Which airlines allow free cancellation?
Life changes, and your flight should be able to do the same. That's why Orbitz makes it easy to search for flights with free cancellation and no change fees. Just enter your departure and arrival points and then select "Filter by flexible change policies." How's that for peace of mind?
What do I need for the flight to Cuenca del Guadarrama?
A lengthy journey can seem daunting, but it's nothing a little preparation can't fix. We've put together our top tips and tricks to ensure your journey is a stress-free one:

  • In all cases you'll need some identification. How much? This depends on which airport you take off from. When booking your flight tickets, you are encouraged to use the same name, birth date and gender as displayed on your government-issued ID.
  • Pack some extra entertainment for your long trip to Cuenca del Guadarrama. If you're tired of watching movies, give your eyes a break from all that screen time and get stuck into a book.
  • Cabin temperatures are often cold enough to give you goose pimples. Pack a sweater even if you're traveling during the height of summer.

How many direct flights are there to Cuenca del Guadarrama?
At present, there are 1,188 direct flights every month to Cuenca del Guadarrama. When it comes to airlines that will take you there, you have loads of options. Iberia, Air Europa and Iberia Express are some of the most popular. Ryanair, easyJet and TAP Portugal are some other reputable carriers that provide nonstop services.
How do I get cheap first-class/business deals to Cuenca del Guadarrama?
Experienced travelers have a talent for finding business or first-class airfares to Cuenca del Guadarrama that don't cost an arm and a leg. Follow in their footsteps with these handy hints:

  • Flexibility is essential. By being open to other travel dates, you'll have better odds of picking up a rewarding deal on first or business-class airfares.
  • Budget airlines offer business-class seats at a fraction of the usual price. Ditch the full-service carriers and go with one of these cheaper options.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a flight rewards program.

What is the best time to go to Cuenca del Guadarrama?
Cuenca del Guadarrama is a lively place in January, July and October. If you plan to visit during these months, it would be a good idea to book ahead of time to ensure you score the greatest deals. Curious to know what summer's like in Cuenca del Guadarrama? Average daily temperatures normally range between 60 ºF and 80 ºF. Like most of the Northern Hemisphere, summertime begins June 20 here.

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.