Flights from Chicago to Spain from USD 585
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1 Passenger, Economy
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Best Flight Deals from Chicago to Spain
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USD
Chicago (ORD)to
Madrid (MAD)22/11/2026 - 01/12/2026
From
USD 585
Viewed 1 day ago
Round trip
Economy
Chicago (ORD)to
Barcelona (BCN)22/11/2026 - 01/12/2026
From
USD 603
Viewed 1 day ago
Round trip
Economy
Chicago (ORD)to
Barcelona (BCN)13/01/2027 - 26/01/2027
From
USD 615
Viewed 1 day ago
Round trip
Economy
Chicago (ORD)to
Madrid (MAD)10/02/2027 - 19/02/2027
From
USD 590
Viewed 20 hours ago
Round trip
Economy
Chicago (ORD)to
Sevilla (SVQ)20/11/2026 - 27/11/2026
From
USD 1,772
Viewed 18 hours ago
Round trip
Economy
Chicago (ORD)to
Valencia (VLC)04/12/2026 - 28/02/2027
From
USD 649
Viewed 1 day 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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USD
Chicago (ORD)to
Barcelona (BCN)
11/12/2026 - 15/01/2027
Round trip
Business
From
USD 3,527
Viewed 19 hours ago
Chicago (ORD)to
Madrid (MAD)
22/11/2026 - 01/12/2026
Round trip
Business
From
USD 3,918
Viewed 1 day ago
Chicago (ORD)to
Barcelona (BCN)
22/11/2026 - 01/12/2026
Round trip
Business
From
USD 3,871
Viewed 1 day ago
Chicago (ORD)to
Madrid (MAD)
29/11/2026 - 20/05/2027
Round trip
Business
From
USD 3,930
Viewed 17 hours ago
Chicago (ORD)to
Sevilla (SVQ)
20/11/2026 - 27/11/2026
Round trip
Business
From
USD 6,061
Viewed 18 hours ago
Chicago (ORD)to
Valencia (VLC)
04/12/2026 - 28/02/2027
Round trip
Business
From
USD 3,838
Viewed 1 day 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.
Best Flight Deals from Chicago to Spain
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USD
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Chicago (ORD) | Madrid (MAD) | Round trip | Economy | 22/11/2026 - 01/12/2026 | From USD 585 Viewed 1 day ago | |
| Chicago (ORD) | Barcelona (BCN) | Round trip | Economy | 22/11/2026 - 01/12/2026 | From USD 603 Viewed 1 day ago | |
| Chicago (ORD) | Barcelona (BCN) | Round trip | Economy | 13/01/2027 - 26/01/2027 | From USD 615 Viewed 1 day ago | |
| Chicago (ORD) | Madrid (MAD) | Round trip | Economy | 10/02/2027 - 19/02/2027 | From USD 590 Viewed 20 hours ago | |
| Chicago (ORD) | Sevilla (SVQ) | Round trip | Economy | 20/11/2026 - 27/11/2026 | From USD 1,772 Viewed 18 hours ago | |
| Chicago (ORD) | Valencia (VLC) | Round trip | Economy | 04/12/2026 - 28/02/2027 | From USD 649 Viewed 1 day 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.