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TravelFly to Spain from Chicago, Miami and other US cities from $371...

Fly to Spain from Chicago, Miami and other US cities from $371 round-trip


The deals for European travel keep coming.

We’ve just been tipped off to a big sale on flights to a number of popular destinations in Spain, including Alicante, Barcelona, Bilbao, Madrid and Tenerife in the Canary Islands. Departure cities include Chicago, Houston, Miami, Newark and Washington, D.C.

This sale’s travel window involves flights between September and March of next year — potentially one of the best times to visit Spain, depending on your destination. For example, fall in the Canary Islands is generally a pleasant affair, thanks to mild temperatures and a low chance of rain. But take note: The flights in this sale all involve layovers.

A carry-on is included in this sale for most airlines. Checking a bag will cost between $75 and $85 each way. However, if you book a fare on TAP Air Portugal and need to bring a large suitcase, consider upgrading to the “Classic” tier for an extra $65 each way. That will cost less than paying for the checked bag fee separately.

Tibidabo mountain and Sagrat Cor church at sunset in Barcelona. ALEXANDER SPATARI/GETTY IMAGES

Deal basics

Airline: Air Canada, American Airlines, Air Europa, British Airways, Delta Air Lines, Iberia, Lufthansa, TAP Air Portugal and United Airlines

Routes: From Chicago, Houston, Miami, Newark and Washington, D.C. to Alicante, Barcelona, Bilbao, Ibiza, La Palma de Canaria, Madrid, Malaga, Palma, Seville, Tenerife and Valencia, Spain

How to book: Browse Google Flights, then book directly with the airline

Travel dates: Availability from September 2024 through March 2025 (holidays are excluded)

This deal was originally sent out by the deal alert company Going. Sign up for Going to get up to 90% off select flights via its Premium membership, which users can try for free for 14 days and then $69 per year. You can also upgrade to the Elite tier for $199 per year for access to all the Premium deals, plus premium economy, business-class and first-class alerts.

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Sample flights

Let’s start by showing you a great deal out of Chicago to Madrid. You can book flights in September from O’Hare International Airport (ORD) to Adolfo Suárez Madrid-Barajas Airport (MAD) on TAP Air Portugal for just $379 round-trip.

GOOGLE FLIGHTS

According to Google Flights, that’s is an incredible deal for this route.

GOOGLE FLIGHTS

If you have your sights set on partaking in the legendary party vibes of Ibiza, you can fly from Chicago to Ibiza Airport (IBZ) in late October for less than $500 round-trip on Iberia.

GOOGLE FLIGHTS

We found flights from Miami to Bilbao at steeply-discounted prices. Here’s one itinerary we found in November from Miami International Airport (MIA) to Bilbao Airport (BIO) available on Iberia for only $464 round-trip.

GOOGLE FLIGHTS

The same route in the spring of 2025 is available at $470 round-trip.

GOOGLE FLIGHTS

There are some good deals from the tri-state area to the Canary Islands in this deal as well. TAP Air Portugal has round-trip flights to Tenerife South Airport (TFS) from Newark Liberty International Airport (EWR) in October available for $450, an excellent price. It’s also an ideal time to visit the Canaries.

GOOGLE FLIGHTS

I love knowing when I get a good deal, and I’m sure I’m not the only one. Google Flights data shows this price is about as low as it gets for this route.

GOOGLE FLIGHTS

If you live in the Washington, D.C. area, consider taking a trip to Spain’s capital city. TAP Air Portugal has good availability for flights from Dulles International Airport (IAD) to Madrid in the fall for under $400 round-trip. November had lots of options to consider.

GOOGLE FLIGHTS

Maximize your purchase

Be sure to use a credit card that earns bonus points on airfare purchases, such as:

Bottom line

This is one of those sales where travelers who can get by with a well-packed carry-on bag can really save big on an overseas ticket. Oh, and if you decide to book a trip to Ibiza but aren’t interested in party-hopping on the island, read TPG’s guide on how to explore the party-free side of the popular Canary Island.

Related reading:

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