Cheap flights To Sierra de Guadarrama (MAD) from $161

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Cheap Flights to Sierra de Guadarrama from $161 One Way, $347 Round Trip

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

Wed, Jan 14 - Wed, Mar 18
ORD
O'Hare Intl.
MAD
Adolfo Suárez Madrid-Barajas
$347 Roundtrip, found 3 hours ago
$347
Roundtrip
found 3 hours ago
Select TAP Portugal flight, departing Wed, Jan 14 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Wed, Mar 18, priced at $347 found 3 hours ago
Mon, Mar 9 - Sun, Mar 15
MIA
Miami Intl.
MAD
Adolfo Suárez Madrid-Barajas
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select TAP Portugal flight, departing Mon, Mar 9 from Miami Intl. to Adolfo Suárez Madrid-Barajas, returning Sun, Mar 15, priced at $348 found 2 days ago
Sun, Nov 2 - Mon, Nov 10
MIA
Miami Intl.
MAD
Adolfo Suárez Madrid-Barajas
$348 Roundtrip, just found
$348
Roundtrip
just found
Select ITA Airways flight, departing Sun, Nov 2 from Miami Intl. to Adolfo Suárez Madrid-Barajas, returning Mon, Nov 10, priced at $348 just found
Tue, Feb 17 - Wed, Mar 4
IAD
Washington Dulles Intl.
MAD
Adolfo Suárez Madrid-Barajas
$348 Roundtrip, just found
$348
Roundtrip
just found
Select TAP Portugal flight, departing Tue, Feb 17 from Washington Dulles Intl. to Adolfo Suárez Madrid-Barajas, returning Wed, Mar 4, priced at $348 just found
Mon, Oct 13 - Fri, Oct 24
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select TAP Portugal flight, departing Mon, Oct 13 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Oct 24, priced at $348 found 2 days ago
Tue, Sep 30 - Tue, Jan 20
EWR
Newark Liberty Intl. Airport
MAD
Adolfo Suárez Madrid-Barajas
$353 Roundtrip, found 5 days ago
$353
Roundtrip
found 5 days ago
Select United flight, departing Tue, Sep 30 from Newark Liberty Intl. Airport to Adolfo Suárez Madrid-Barajas, returning Tue, Jan 20, priced at $353 found 5 days ago
Tue, Nov 11 - Tue, Nov 25
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$353 Roundtrip, found 3 days ago
$353
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 11 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Nov 25, priced at $353 found 3 days ago
Thu, Sep 18 - Wed, Sep 24
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$353 Roundtrip, found 2 days ago
$353
Roundtrip
found 2 days ago
Select Air Europa flight, departing Thu, Sep 18 from John F. Kennedy Intl. to Adolfo Suárez Madrid-Barajas, returning Wed, Sep 24, priced at $353 found 2 days ago
Tue, Nov 25 - Tue, Dec 9
IAD
Washington Dulles Intl.
MAD
Adolfo Suárez Madrid-Barajas
$353 Roundtrip, found 3 days ago
$353
Roundtrip
found 3 days ago
Select Iberia flight, departing Tue, Nov 25 from Washington Dulles Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 9, priced at $353 found 3 days ago
Mon, Oct 6 - Thu, Nov 6
MIA
Miami Intl.
MAD
Adolfo Suárez Madrid-Barajas
$353 Roundtrip, just found
$353
Roundtrip
just found
Select British Airways flight, departing Mon, Oct 6 from Miami Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 6, priced at $353 just found

Sierra de Guadarrama Flight Information

Traveling To
Sierra de Guadarrama
Destination Airport IATA Code
MAD
Number of Airlines Serving
Airlines
TAP Portugal, Aer Lingus, Air Europa, Lufthansa, Delta, Virgin Atlantic, ITA Airways, United, American Airlines, Iberia, British Airways
Flight Price
$347
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Sierra de Guadarrama economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel ILUNION Alcalá Norte
4.0-star property

Hotel ILUNION Alcalá Norte

Sep 16 - Sep 23

7 night stay

Newark Liberty Intl. Airport (EWR) to Madrid (MAD)

United • Non-stop roundtrip • Coach
per person
found 1 day ago
Barceló Imagine
5.0-star property

Barceló Imagine

Sep 16 - Sep 23

7 night stay

Newark Liberty Intl. Airport (EWR) to Madrid (MAD)

Air Canada • Non-stop • Coach

Madrid (MAD) to Newark Liberty Intl. Airport (EWR)

United • Non-stop • Coach
Save 100% on your flight
per person
found 2 days ago
Hotel Riu Plaza España
4.0-star property

Hotel Riu Plaza España

Sep 17 - Sep 19

2 night stay

Newark Liberty Intl. Airport (EWR) to Madrid (MAD)

Air Canada • Non-stop • Coach

Madrid (MAD) to Newark Liberty Intl. Airport (EWR)

United • Non-stop • Coach
per person
found 23 hours ago
Don't see what you're looking for?
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Sierra de Guadarrama business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Pinar Plaza
3.5-star property

Hotel Pinar Plaza

9.4/10 Exceptional! (100 reviews)

Sep 20 - Sep 25

5 night stay

San Juan (SJU) to Madrid (MAD)

Avianca • Non-stop roundtrip • BusinessClass
per person
found 14 hours ago
Bless Hotel Madrid, a member of The Leading Hotels of the World
5.0-star property

Bless Hotel Madrid, a member of The Leading Hotels of the World

9.2/10 Wonderful! (548 reviews)

Sep 20 - Sep 25

5 night stay

San Juan (SJU) to Madrid (MAD)

Avianca • Non-stop roundtrip • BusinessClass
per person
found 14 hours ago
What a terrific hotel perfectly located in Madrid! Our room was ready at 10 am after an overnight flight from the US (Bonus!), the bed was an oversized king, the room was spacious with a very large bathroom and shower and walk-in closet, and the service was excellent. I would stay at the Bless Hotel in Madrid again in a heartbeat.

Reviewed on Nov 21, 2024

Pestana Collection Plaza Mayor
4.0-star property

Pestana Collection Plaza Mayor

9.6/10 Exceptional! (987 reviews)

Sep 20 - Sep 25

5 night stay

San Juan (SJU) to Madrid (MAD)

Avianca • Non-stop roundtrip • BusinessClass
per person
found 14 hours ago
Excelente hotel y la atención del personal muy buena!

Reviewed on Jun 22, 2025

Don't see what you're looking for?
See all available trips from San Juan to Sierra de Guadarrama
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Sierra de Guadarrama first class flight packages

Price found within the past 48 hours. Click for updated prices.
Casa Rural La Breña
2.5-star property

Casa Rural La Breña

8.8/10 Excellent! (21 reviews)

Sep 8 - Sep 12

4 night stay

Chicago (ORD) to Madrid (MAD)

United • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
Parador de Plasencia
4.0-star property

Parador de Plasencia

9.4/10 Exceptional! (210 reviews)

Sep 8 - Sep 12

4 night stay

Chicago (ORD) to Madrid (MAD)

United • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
Aqua et Oleum Hotel
3.5-star property

Aqua et Oleum Hotel

10/10 Exceptional! (6 reviews)

Sep 8 - Sep 12

4 night stay

Chicago (ORD) to Madrid (MAD)

United • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
Don't see what you're looking for?
See all available trips from Chicago to Sierra de Guadarrama
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Sierra de Guadarrama

Orbitz uses cutting edge mobile technology to help get you the best deals on Sierra de Guadarrama flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Sierra de Guadarrama Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Sierra de Guadarrama, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Sierra de Guadarrama can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Sierra de Guadarrama. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Sierra de Guadarrama to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Sierra de Guadarrama?
Look up the deals from the 20 airlines that provide services to Sierra de Guadarrama. Whether you're eager to get comfy in first class or cut costs in economy, they'll have a seat for you. Jet off to Adolfo Suarez Madrid-Barajas Airport (MAD) with one of these international carriers:

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

How much is a flight to Sierra de Guadarrama?
Travelers from near and far landed return-flight deals ranging between $347 and $353 this week. Traveling from New York (EWR)? The most affordable one-way prices were $161.
How to book the cheapest flight to Sierra de Guadarrama?
Using Orbitz, you'll find some of the best flight deals around from a big range of airlines. But if you want to boost your chances of picking up cheap flights to Sierra de Guadarrama, here are some suggestions to consider:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival options). Sometimes, alternative departure points will have cheaper fares.
  • If your plans aren't cast in stone, click on the 'Show flexible dates' link to check out the flight deals for a variety of departure dates. You may find an amazing fare.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding deals, so purchase your seats once you've settled on your travel dates. The most affordable fares get snapped up first and prices climb as the departure date nears.
  • Save even more on your trip by combining your flights, hotels and car rentals into a package with Orbitz. Your travel budget will thank you.
  • If possible, don't travel in the most popular seasons. Airfares often hit their highest during summer, school breaks and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Sierra de Guadarrama?
Reserve your tickets to Sierra de Guadarrama in January. This is a fantastic month for low prices, closely followed by February and August. Land cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Sierra de Guadarrama?
If you're after inexpensive airfares to Sierra de Guadarrama, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Sierra de Guadarrama?
Look into departing early in the week for cheap flights to Sierra de Guadarrama. Orbitz data from 2020 indicates Monday is normally the most inexpensive day to start your trip, followed by Tuesday. Saturday was found to have the most expensive airfares. This is probably because many travelers prefer to begin their break when the weekend rolls around.
What is the cheapest month to fly to Sierra de Guadarrama?
If you have some wiggle room with your travel plans, think about departing during August. Orbitz data shows that this is generally the best month to take a trip if you're after cheap flights to Sierra de Guadarrama. As you might imagine, fares get pricier in June and flights book out fast.
Which airlines allow free cancellation?
Flexible travel is more important than ever, that's why Orbitz lets you search for airlines that won't slap you with a fee for any amendments. Enter your departure and arrival points, then click on "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Sierra de Guadarrama?
It's good to be ready for anything when going on a trip. Keep in mind the following pointers for a smooth flight:

  • Nothing is more important than your identification documents. Which to bring and how many depend on whether you're flying domestic or international. 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 Sierra de Guadarrama. If you're tired of watching that series on your phone, give your eyes a much-needed rest from all that screen time and listen to some music instead.
  • Temperatures in the cabin can go from hot to cold quickly, so it's wise to bring an extra layer. Also consider wearing compression socks. They can help prevent your legs from getting achy.

How do I get cheap first-class/business deals to Sierra de Guadarrama?
If you think a business or first-class airfare is out of your reach, think again. Here are some tips to help you book a premium flight to Sierra de Guadarrama for less:

  • Be flexible with your travel dates and hold out for huge sales on business or first-class airfares.
  • Search for a low-cost airline that offers business-class seats. They often come with extra legroom and a glass of bubbly — but without the premium price.
  • Bid for an upgrade in online auctions or upgrade your fare with points earned through loyalty programs.

Nearby

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.