Flights from Chicago to Madrid

Discover amazing deals on round trip flights from Chicago to Madrid. Search, compare, and book the best fares today.

Madrid Spain

Flights from Chicago to Madrid

The Chicago to Madrid route connects the Windy City with Spain's dynamic capital. With departures from Chicago O'Hare International Airport (ORD) to Madrid-Barajas Adolfo Suárez Airport (MAD), you'll find excellent options to explore the Royal Palace, world-class museums like the Prado, and the lively tapas bars and plazas of this magnificent city.

Pro Tip: Book 6-8 weeks in advance for the best fares. Midweek departures (Tuesday-Thursday) often offer significant savings!

Direct flights available from ORD to MAD
Flight time: 9-10 hours
Best time to visit: April to June, September to November
Round trip from: $499

Popular Hotels in Madrid

Handpicked accommodations for an unforgettable Madrid experience

Hotel in Madrid

The Westin Palace Madrid

Madrid, Centro

Historic Belle Époque palace near Prado Museum and Retiro Park

From $350/night

Hotel Ritz Madrid

Hotel Ritz Madrid

Madrid, Paseo del Prado

Legendary hotel with stunning gardens and proximity to Golden Triangle of Art

From $480/night

Four Seasons Madrid

Four Seasons Hotel Madrid

Madrid, Centro

Modern luxury in historic buildings near Puerta del Sol and Gran Via

From $520/night

Search All Madrid Hotels

Create Your Custom-Made Journey Through Spain

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Where do you want to visit?

Select as many options as you like

Madrid Spain

Madrid

Spain's vibrant capital with world-class museums, Royal Palace and lively plazas

Barcelona Spain

Barcelona

Gaudi's masterpieces, Gothic Quarter and stunning Mediterranean beaches

Granada Spain

Granada

Home to the legendary Alhambra palace and Moorish heritage

Seville Spain

Seville

Flamenco heartland with stunning Plaza de España and Gothic cathedral

Cordoba Spain

Cordoba

Historic Mezquita mosque-cathedral and charming Jewish Quarter

Malaga Spain

Malaga

Costa del Sol gateway with Picasso Museum and beautiful beaches

Which type of activities do you enjoy?

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Flamenco

Flamenco & Culture

Experience passionate flamenco shows and Spanish traditions

Tapas

Tapas & Wine

Savor authentic tapas, paella and world-renowned Spanish wines

Spanish Art

Art & Architecture

Prado Museum, Royal Palace and centuries of artistic heritage

Beaches

Beaches & Coast

Costa del Sol, Costa Brava and Mediterranean paradise

History

Moorish History

Alhambra, Mezquita and Al-Andalus heritage sites

Nightlife

Nightlife & Festivals

Vibrant nightlife, La Tomatina and local fiestas

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Or call us directly at 1-214-227-6700

Airlines Flying Chicago to Madrid

Choose from top carriers for your journey

American Airlines

American Airlines

United Airlines

United Airlines

Lufthansa

Lufthansa

Air Canada

Air Canada

Finnair

Finnair

Aer Lingus

Aer Lingus

Other Spain Routes from Chicago

Pro Tip: Consider flying into Madrid and out of Barcelona (or vice versa) to see more of Spain without backtracking.

To Barcelona

Chicago to Barcelona

To Malaga

Chicago to Malaga

From New York

From Boston