$285 Cheap flights to Cuenca del Guadarrama

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Cheap flights to Cuenca del Guadarrama from $285 One Way, $151 Round Trip

$151 return flights and $285 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.

Fri, Nov 6 - Mon, Nov 16
EWR
New York
MAD
Madrid
$529 Roundtrip, just found
$529
Roundtrip
just found
Select TAP Portugal flight, departing Fri, Nov 6 from New York to Madrid, returning Mon, Nov 16, priced at $529 just found
Sat, Nov 14 - Sat, Nov 21
JFK
New York
MAD
Madrid
$529 Roundtrip, just found
$529
Roundtrip
just found
Select TAP Portugal flight, departing Sat, Nov 14 from New York to Madrid, returning Sat, Nov 21, priced at $529 just found
Fri, Oct 23 - Tue, Nov 3
IAD
Washington
MAD
Madrid
$550 Roundtrip, just found
$550
Roundtrip
just found
Select TAP Portugal flight, departing Fri, Oct 23 from Washington to Madrid, returning Tue, Nov 3, priced at $550 just found
Sat, Apr 24 - Sat, May 1
JFK
New York
MAD
Madrid
$560 Roundtrip, found 1 hour ago
$560
Roundtrip
found 1 hour ago
Select Air Europa flight, departing Sat, Apr 24 from New York to Madrid, returning Sat, May 1, priced at $560 found 1 hour ago
Mon, Jan 18 - Sun, Jan 31
MIA
Miami
MAD
Madrid
$581 Roundtrip, found 4 days ago
$581
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Jan 18 from Miami to Madrid, returning Sun, Jan 31, priced at $581 found 4 days ago
Mon, Nov 23 - Mon, Jan 25
MIA
Miami
MAD
Madrid
$588 Roundtrip, found 6 days ago
$588
Roundtrip
found 6 days ago
Select Scandinavian Airlines flight, departing Mon, Nov 23 from Miami to Madrid, returning Mon, Jan 25, priced at $588 found 6 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LTNMadridJune 28 to July 9$151
FCOMadridJune 28 to July 2$186
FRAMadridJune 27 to July 30$245
SCLMadridJune 28 to March 9$949
JFKMadridJune 27 to August 29$952
MEXMadridJune 28 to July 5$1,105
MIAMadridJune 27 to June 30$1,186
LAXMadridJune 28 to July 3$1,254
UIOMadridJune 27 to July 15$1,421
LIMMadridJune 26 to June 28$1,510
*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
$78 nightly
The price is $86 total per night from Jun 30 to Jul 1
$86 total
Jun 30 - Jul 1
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 ...
8.8/10 Excellent! (26 reviews)
"great romantic room and the staff were fantastic and accomodating"

Reviewed on Feb 25, 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

3 out of 5
Av. de las Fuerzas Armadas, 328 Madrid
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Jun 24 to Jun 25
$76 total
Jun 24 - Jun 25
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 Riyadh Air Metropolitano and Bernabéu ...
9.4/10 Exceptional! (575 reviews)
"."

Reviewed on Jun 22, 2026

Opens in a new windowHotel101- Madrid
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
C/ Gran Via, 84 Madrid
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $195 total per night from Jun 28 to Jun 29
$195 total
Jun 28 - Jun 29
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! (4,981 reviews)
"In general the experience was above and beyond what my family and I expected. The only note I would like to leave is that the rooftop experience was a bit overwhelming in that, being a paying guest I didn't expect to compete with non-guests for prime sitting spaces during sunset with views which ..."

Reviewed on Jun 22, 2026

Opens in a new windowHotel Riu Plaza España
Hotel Emperador

Hotel Emperador

4 out of 5
Gran Via 53 Madrid Madrid
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $193 total per night from Jul 19 to Jul 20
$193 total
Jul 19 - Jul 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (2,170 reviews)
"Staff was excellent , everything about the hotel was very good"

Reviewed on Jun 22, 2026

Opens in a new windowHotel Emperador
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Hotel Regina

Hotel Regina

4 out of 5
Alcala 19 Madrid Madrid
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $211 total per night from Jun 28 to Jun 29
$211 total
Jun 28 - Jun 29
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! (2,317 reviews)
"Loved it!"

Reviewed on Jun 22, 2026

Opens in a new windowHotel Regina
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
$78 nightly
The price is $86 total per night from Jun 30 to Jul 1
$86 total
Jun 30 - Jul 1
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 ...
8.8/10 Excellent! (26 reviews)

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

Travelers say...
"great romantic room and the staff were fantastic and accomodating"

Reviewed on Feb 25, 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
$94 nightly
The price is $103 total per night from Jun 24 to Jun 25
$103 total
Jun 24 - Jun 25
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
$65 nightly
The price is $72 total per night from Jul 1 to Jul 2
$72 total
Jul 1 - Jul 2
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
$83 nightly
The price is $91 total per night from Jun 24 to Jun 25
$91 total
Jun 24 - Jun 25
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! (216 reviews)
"Our room was clean and tidy with a fantastic view of the monastery. It gets very noisy down in the street below esp at night. The common areas and the dining room are dark and quite gloomy."

Reviewed on Jun 4, 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

Orbitz makes it easy for you to find cheap prices for flights to Cuenca del Guadarrama. When you search for your tickets on Orbitz, you don’t have to look any further for the best Cuenca del Guadarrama flights available ever again.

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Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Cuenca del Guadarrama flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Cuenca del Guadarrama again.

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Low Prices for Cuenca del Guadarrama Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Cuenca del Guadarrama. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

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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 $151 this past week to Cuenca del Guadarrama, and reached a high of $1,510. Several lucky travelers journeying out of New York (EWR) managed to secure one-way flights from just $285.
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.