Cheap Flights to Cuenca del Guadarrama from $285 (2026/2027)

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A historic building with multiple towers and a reflection in the water.

San Lorenzo de El Escorial

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San Lorenzo de El Escorial
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El Escorial

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El Escorial

How Much Does it Cost To Fly To Cuenca del Guadarrama?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Jan 30 - Mon, Feb 8
MIA
Miami Intl.
MAD
Adolfo Suárez Madrid-Barajas
$437 Roundtrip, found 3 hours ago
$437
Roundtrip
found 3 hours ago
Select Scandinavian Airlines flight, departing Sat, Jan 30 from Miami Intl. to Adolfo Suárez Madrid-Barajas, returning Mon, Feb 8, priced at $437 found 3 hours ago
Mon, Apr 5 - Fri, Apr 23
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$490 Roundtrip, found 5 days ago
$490
Roundtrip
found 5 days ago
Select Condor flight, departing Mon, Apr 5 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Apr 23, priced at $490 found 5 days ago
Thu, Oct 1 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
MAD
Adolfo Suárez Madrid-Barajas
$519 Roundtrip, just found
$519
Roundtrip
just found
Select TAP Portugal flight, departing Thu, Oct 1 from Newark Liberty Intl. Airport to Adolfo Suárez Madrid-Barajas, returning Wed, Oct 7, priced at $519 just found
Fri, Nov 6 - Wed, Nov 11
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$589 Roundtrip, found 1 hour ago
$589
Roundtrip
found 1 hour ago
Select Air Europa flight, departing Fri, Nov 6 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Wed, Nov 11, priced at $589 found 1 hour ago
Wed, Nov 18 - Fri, Dec 18
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$616 Roundtrip, found 4 days ago
$616
Roundtrip
found 4 days ago
Select British Airways flight, departing Wed, Nov 18 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Dec 18, priced at $616 found 4 days ago
Wed, Nov 18 - Fri, Dec 18
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$616 Roundtrip, found 4 days ago
$616
Roundtrip
found 4 days ago
Select Finnair flight, departing Wed, Nov 18 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Dec 18, priced at $616 found 4 days ago
Sun, Oct 4 - Tue, Oct 20
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$616 Roundtrip, found 1 day ago
$616
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Oct 4 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Oct 20, priced at $616 found 1 day ago
Tue, Oct 6 - Tue, Oct 20
EWR
Newark Liberty Intl. Airport
MAD
Adolfo Suárez Madrid-Barajas
$616 Roundtrip, found 1 day ago
$616
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 6 from Newark Liberty Intl. Airport to Adolfo Suárez Madrid-Barajas, returning Tue, Oct 20, priced at $616 found 1 day ago
OriginDestinationTravel DatesFlights From*
LTNMadridSeptember 8 to September 10$57
FCOMadridSeptember 8 to September 12$65
FRAMadridJuly 23 to July 27$200
JFKMadridSeptember 25 to October 4$519
MIAMadridSeptember 7 to September 18$569
LAXMadridSeptember 19 to October 4$619
SCLMadridAugust 10 to August 26$834
MEXMadridAugust 11 to September 1$945
LIMMadridOctober 6 to October 14$1,089
UIOMadridSeptember 10 to September 21$1,124
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FCOMadridJuly 12 to July 15$123
LTNMadridJuly 12 to August 13$175
JFKMadridJuly 12 to July 18$865
MIAMadridJuly 11 to July 16$969
LIMMadridJuly 10 to July 12$1,049
LAXMadridJuly 12 to July 27$1,167
SCLMadridJuly 10 to August 11$1,272
UIOMadridJuly 10 to July 16$1,539
TLCMadridJuly 11 to July 21$1,569
*Prices include taxes and fees

Best Cuenca del Guadarrama Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
CH Las Murallas
1.0-star property

CH Las Murallas

Aug 20 - Aug 27

7 night stay

Miami (MIA) to Madrid (MAD)

TAP Portugal • Non-stop roundtrip • Coach
Price was $1,104, price is now $859 per person
$859
per person
found 21 hours ago
C. H. Chelo
2.5-star property

C. H. Chelo

Aug 20 - Aug 27

7 night stay

Miami (MIA) to Madrid (MAD)

TAP Portugal • Non-stop roundtrip • Coach
Price was $1,278, price is now $907 per person
$907
per person
found 21 hours ago
Relais & Châteaux Hotel Orfila
5.0-star property

Relais & Châteaux Hotel Orfila

Jul 16 - Jul 20

4 night stay

Miami (MIA) to Madrid (MAD)

TAP Portugal • Non-stop roundtrip • Coach
Price was $2,291, price is now $1,741 per person
$1,741
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Miami to Cuenca del Guadarrama
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Travelers ❤️ These Cuenca del Guadarrama 🏨

Hotel101- Madrid

Hotel101- Madrid

4 out of 5
Av. de las Fuerzas Armadas, 328 Madrid
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 Park are located nearby.
9.6/10 Exceptional! (790 reviews)
"Super fresh and tidy hotel close to the airport. Perfect for short layovers or overnight stays. The bathroom was super clean and fresh. Amenities provided were superb."

Reviewed on Jul 8, 2026

Opens in a new windowHotel101- Madrid
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
C/ Gran Via, 84 Madrid
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 our reviews. Popular attractions Royal Palace of Madrid and Gran Via are located nearby.
9.4/10 Exceptional! (5,023 reviews)
"."

Reviewed on Jul 7, 2026

Opens in a new windowHotel Riu Plaza España
Hotel Regina

Hotel Regina

4 out of 5
Alcala 19 Madrid Madrid
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 staff in our reviews. Popular attractions Gran Via and Puerta del Sol are located nearby.
9.8/10 Exceptional! (2,309 reviews)
"Excelente servicio y atención de todo el personal del hotel. Habitaciones impecables, desayuno estupendo. Volveré nuevamente en siguiente viaje."

Reviewed on Jul 7, 2026

Opens in a new windowHotel Regina
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Hotel Emperador

Hotel Emperador

4 out of 5
Gran Via 53 Madrid Madrid
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 in our reviews. Popular attractions Puerta del Sol and Gran Via are located nearby.
9.2/10 Wonderful! (2,177 reviews)
"Comfortable accommodations, excellent breakfast, helpful and pleasant staff."

Reviewed on Jul 8, 2026

Opens in a new windowHotel Emperador
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 Cuenca del Guadarrama?
A roundtrip flight to Cuenca del Guadarrama cost as little as $57 during the last seven days. When you're ready to book, we'll help you land a great deal. This price was available on Travelocity for flights to Cuenca del Guadarrama departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Cuenca del Guadarrama?
Spend more of your money on great experiences rather than airline tickets by hopping on a plane to Cuenca del Guadarrama in January. This is the best-priced month to jet to this place based on Travelocity's direct return flight demand between January and December last year. Take a peek at our list of flights and get away from it all on the cheap.
How can I check my flight status to Cuenca del Guadarrama?
There are a couple of useful ways to track your flight status. You'll find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Log in or open an account in seconds — you'll then be able to view and amend your bookings whenever you want to. For those on the move, the Travelocity app can also help you check the status of your flight to Cuenca del Guadarrama, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Cuenca del Guadarrama?
It's always wise to book ahead of schedule, and if you can, avoid traveling during the busy tourist season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for surrounding days. In the last seven days, the best price for a roundtrip flight to Cuenca del Guadarrama was $57. 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 Cuenca del Guadarrama with Travelocity?
Pack your suitcase and get ready for an epic trip with Travelocity. It's our mission to find you the best deals on cheap flights to Cuenca del Guadarrama. Whether you're seeking airfares with flexible cancellation policies or cheap family flights from budget airlines, we'll make it happen.
What are the most popular flight routes to Cuenca del Guadarrama?
As a sought-after destination for travelers, you'll find terrific connections to Cuenca del Guadarrama. Check out this sample of major routes:

  • Barcelona (BCN-Barcelona Intl.) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 3,523 flights a month.
  • Lisbon (LIS-Humberto Delgado) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 3,302 flights a month.
  • Palma de Mallorca (PMI) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 2,912 flights a month.

How much is a flight to Cuenca del Guadarrama on average?
Roundtrip flights to Cuenca del Guadarrama cost between $57 and $1,569 in the last seven days. If you spot a ticket price that suits your budget, get in quick. Cheap deals don't last long! 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 Cuenca del Guadarrama?
The length of your direct flight to Cuenca del Guadarrama is dependent on your departure point. For a good idea of what to expect, here are the average journey times for a number of top routes to Cuenca del Guadarrama:

  • Barcelona (BCN-Barcelona Intl.) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 1 hour and 29 minutes
  • Lisbon (LIS-Humberto Delgado) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 1 hour and 28 minutes
  • Palma de Mallorca (PMI) to Adolfo Suarez Madrid-Barajas Airport (MAD) - 1 hour and 56 minutes

What can I expect on a flight to Cuenca del Guadarrama?
The flight time and whether you're traveling with a low-cost or full-service carrier play a major role. If you're searching for long-haul flights to Cuenca del Guadarrama, entertainment, food and drinks should be standard inclusions. After cheap flights for family vacations? Check out the fares with budget carriers. These airlines usually don't offer as many inclusions, or you'll need to pay an extra fee for them.