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Flights to Chicago (ORD) from 449 EUR
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1 Passenger, Economy
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Best Flight Deals to Chicago
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EUR
Madrid (MAD)to
Chicago (ORD)23/12/2026 - 02/01/2027
From
1,150 EUR
Viewed 19 hours ago
Round trip
Economy
Madrid (MAD)to
Chicago (ORD)23/10/2026 - 06/11/2026
From
449 EUR
Viewed 6 hours ago
Round trip
Economy
Barcelona (BCN)to
Chicago (ORD)20/10/2026 - 15/11/2026
From
591 EUR
Viewed 1 day ago
Round trip
Economy
Barcelona (BCN)to
Chicago (ORD)01/10/2026 - 09/10/2026
From
591 EUR
Viewed 1 day ago
Round trip
Economy
Valencia (VLC)to
Chicago (ORD)22/09/2026 - 02/10/2026
From
561 EUR
Viewed 4 hours ago
Round trip
Economy
Malaga (AGP)to
Chicago (ORD)16/10/2026 - 25/10/2026
From
478 EUR
Viewed 6 hours ago
Round trip
Economy
Sevilla (SVQ)to
Chicago (ORD)04/11/2026 - 11/11/2026
From
459 EUR
Viewed 18 hours ago
Round trip
Economy
Sevilla (SVQ)to
Chicago (ORD)28/10/2026 - 04/11/2026
From
534 EUR
Viewed 19 hours ago
Round trip
Economy
*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.
Business Flights Deals
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EUR
Madrid (MAD)to
Chicago (ORD)
23/10/2026 - 06/11/2026
Round trip
Business
From
2,614 EUR
Viewed 6 hours ago
Barcelona (BCN)to
Chicago (ORD)
20/10/2026 - 15/11/2026
Round trip
Business
From
2,245 EUR
Viewed 1 day ago
Valencia (VLC)to
Chicago (ORD)
22/09/2026 - 02/10/2026
Round trip
Business
From
4,062 EUR
Viewed 4 hours ago
Barcelona (BCN)to
Chicago (ORD)
15/10/2026 - 25/10/2026
Round trip
Business
From
2,245 EUR
Viewed 14 hours ago
Malaga (AGP)to
Chicago (ORD)
16/10/2026 - 25/10/2026
Round trip
Business
From
2,619 EUR
Viewed 6 hours ago
Sevilla (SVQ)to
Chicago (ORD)
28/10/2026 - 04/11/2026
Round trip
Business
From
2,237 EUR
Viewed 19 hours ago
*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.
Plan early and get the best prices
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EUR
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Madrid (MAD) | Chicago (ORD) | Round trip | Economy | 23/10/2026 - 06/11/2026 | From 449 EUR Viewed 6 hours ago | |
| Madrid (MAD) | Chicago (ORD) | Round trip | Economy | 04/05/2027 - 26/05/2027 | From 625 EUR Viewed 7 hours ago | |
| Barcelona (BCN) | Chicago (ORD) | Round trip | Economy | 20/10/2026 - 15/11/2026 | From 591 EUR Viewed 1 day ago | |
| Barcelona (BCN) | Chicago (ORD) | Round trip | Economy | 01/10/2026 - 09/10/2026 | From 591 EUR Viewed 1 day ago | |
| Valencia (VLC) | Chicago (ORD) | Round trip | Economy | 22/09/2026 - 02/10/2026 | From 561 EUR Viewed 4 hours ago | |
| Malaga (AGP) | Chicago (ORD) | Round trip | Economy | 16/10/2026 - 25/10/2026 | From 478 EUR Viewed 6 hours ago | |
| Sevilla (SVQ) | Chicago (ORD) | Round trip | Economy | 04/11/2026 - 11/11/2026 | From 459 EUR Viewed 18 hours ago | |
| Sevilla (SVQ) | Chicago (ORD) | Round trip | Economy | 28/10/2026 - 04/11/2026 | From 534 EUR Viewed 19 hours ago |
*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.
Book flights to Chicago
The Windy City
Visit Chicago, America’s Second City! This Midwestern metropolis is situated on the western shores of Lake Michigan, and is home to some of the most famous architecture in the country. In fact, it has something for every couple, family member or even business people to enjoy. Book with TAP Air Portugal for the very best deals on flights to Chicago.
Discover the city’s wonderful architecture
Chicago is known to be an incubator of innovative and experimental architecture, which you will see when you look around and up, and when you take one of the many city trips dedicated exclusively to the architecture. Skyscrapers are almost like Chicago’s calling card, and the balance between the modern and the classical is a constant of the architectural landscape.
Take time to visit some of the more iconic sites
Navy Pier, on the shores of Lake Michigan, is a must. Extending over more than 20 hectares, it has parks, restaurants, shops and several attractions and forms of entertainment, including museums and the famous Ferris Wheel. It is the perfect place for a family day out, to fall in love or to spend some money.
Must-See Chicago Attractions
- Ride to the top of the Willis Tower for heart-pounding views of the city.
- Enjoy a boat tour along the Chicago River and view the world-famous architecture.
- Explore some of the best museums in the country, including the Art Institute of Chicago, the Shedd Aquarium, and the Field Museum.
- Take the kids to the family-friendly Navy Pier, which hosts a 150-foot Ferris Wheel, musical carousel, restaurants, and games.
Seasons in Chicago
Summers in Chicago can be sweltering, and winters downright cold. Spring and fall are the most temperate. But don’t worry, there is no wrong time to travel to Chicago, as the city is bustling all year round! The easiest decision you’ll make is booking your flight to Chicago with TAP Air Portugal – we’ll save you time and money with our deals and convenience.