Flights from Chicago to Spain from USD 566
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1 Passenger, Economy
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Promo Code
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Best Flight Deals from Chicago to Spain
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USD
Chicago (ORD)to
Madrid (MAD)15/11/2026 - 25/11/2026
From
USD 590
Viewed 4 hours ago
Round trip
Economy
Chicago (ORD)to
Madrid (MAD)10/03/2027 - 23/03/2027
From
USD 566
Viewed 1 day ago
Round trip
Economy
Chicago (ORD)to
Barcelona (BCN)09/12/2026 - 14/12/2026
From
USD 896
Viewed 2 hours ago
Round trip
Economy
Chicago (ORD)to
Sevilla (SVQ)15/11/2026 - 24/11/2026
From
USD 1,132
Viewed 23 hours ago
Round trip
Economy
Chicago (ORD)to
Valencia (VLC)04/12/2026 - 13/12/2026
From
USD 650
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
Madrid (MAD)
18/11/2026 - 02/12/2026
Round trip
Business
From
USD 3,906
Viewed 6 hours ago
Chicago (ORD)to
Madrid (MAD)
15/11/2026 - 25/11/2026
Round trip
Business
From
USD 4,080
Viewed 4 hours ago
Chicago (ORD)to
Valencia (VLC)
04/12/2026 - 13/12/2026
Round trip
Business
From
USD 4,540
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 | 10/03/2027 - 23/03/2027 | From USD 566 Viewed 1 day ago | |
| Chicago (ORD) | Madrid (MAD) | Round trip | Economy | 02/04/2027 - 16/04/2027 | From USD 610 Viewed 1 day ago | |
| Chicago (ORD) | Barcelona (BCN) | Round trip | Economy | 09/12/2026 - 14/12/2026 | From USD 896 Viewed 2 hours ago | |
| Chicago (ORD) | Valencia (VLC) | Round trip | Economy | 04/12/2026 - 13/12/2026 | From USD 650 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.