Flights from Chicago starting at USD 589
Best Flight Deals from Chicago
Chicago (ORD)to
Lisbon (LIS)
Chicago (ORD)to
Porto (OPO)
Chicago (ORD)to
Barcelona (BCN)
Chicago (ORD)to
Funchal (FNC)
Chicago (ORD)to
Madrid (MAD)
Chicago (ORD)to
Rome (FCO)
Chicago (ORD)to
Paris (ORY)
Chicago (ORD)to
Faro (FAO)Business Flights Deals
Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Chicago (ORD)to
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Plan early and get the best prices
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Chicago (ORD) | Lisbon (LIS) | Round trip | Economy | 27/11/2026 - 04/12/2026 | From USD 681 Viewed 1 hour ago | |
| Chicago (ORD) | Lisbon (LIS) | Round trip | Economy | 10/10/2026 - 22/11/2026 | From USD 686 Viewed 47 minutes ago | |
| Chicago (ORD) | Porto (OPO) | Round trip | Economy | 04/10/2026 - 25/12/2026 | From USD 691 Viewed 13 hours ago | |
| Chicago (ORD) | Porto (OPO) | Round trip | Economy | 27/09/2026 - 03/10/2026 | From USD 825 Viewed 14 hours ago | |
| Chicago (ORD) | Barcelona (BCN) | Round trip | Economy | 11/11/2026 - 21/11/2026 | From USD 638 Viewed 7 hours ago | |
| Chicago (ORD) | Barcelona (BCN) | Round trip | Economy | 09/04/2027 - 25/04/2027 | From USD 659 Viewed 2 hours ago | |
| Chicago (ORD) | Funchal (FNC) | Round trip | Economy | 05/03/2027 - 12/03/2027 | From USD 776 Viewed 13 hours ago | |
| Chicago (ORD) | Funchal (FNC) | Round trip | Economy | 08/10/2026 - 13/10/2026 | From USD 886 Viewed 10 hours ago |
Travelling from Chicago
Flying from Chicago is easier and more affordable thanks to TAP Airlines. Use our website for a simple booking experience, and our Mobile Check-in allows you to check in to your flight up to 36 hours before boarding.
Flying from Chicago
Depart from O’Hare International Airport (ORD), one of the largest and busiest airports in the world. Take advantage of the wide array of shopping and dining. The airport also offers Wi-Fi, and relaxing spas and lounges.
Reaching the airport
O’Hare is located 30 km northwest of downtown Chicago. Despite the distance, the airport is easily accessible by public transportation, like the CTA Blue Line. For more convenience, hire a taxi or airport shuttle, though beware of traffic. However you arrive, book your flight from Chicago with TAP Air Portugal today, and fly in comfort and style.