Flights from Chicago starting at USD 429
Best Flight Deals from Chicago
Chicago (ORD)to
Madrid (MAD)
Chicago (ORD)to
Porto (OPO)
Chicago (ORD)to
London (LHR)
Chicago (ORD)to
Milan (MXP)
Chicago (ORD)to
Sevilla (SVQ)
Chicago (ORD)to
Casablanca (CMN)
Chicago (ORD)to
Malaga (AGP)
Chicago (ORD)to
Funchal (FNC)*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
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
*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
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| FromChicago (ORD) | ToMadrid (MAD) | Round-trip | Economy | 12/02/2025 - 19/02/2025 | From USD 500* Viewed 5 hours ago | From Chicago To Madrid Fare Type Round-trip Economy Dates 12/02/2025 - 19/02/2025 From USD 500 Viewed 5 hours ago |
| FromChicago (ORD) | ToMadrid (MAD) | Round-trip | Economy | 09/03/2025 - 25/04/2025 | From USD 509* Viewed 8 hours ago | From Chicago To Madrid Fare Type Round-trip Economy Dates 09/03/2025 - 25/04/2025 From USD 509 Viewed 8 hours ago |
| FromChicago (ORD) | ToPorto (OPO) | Round-trip | Economy | 05/03/2025 - 19/03/2025 | From USD 499* Viewed 7 hours ago | From Chicago To Porto Fare Type Round-trip Economy Dates 05/03/2025 - 19/03/2025 From USD 499 Viewed 7 hours ago |
| FromChicago (ORD) | ToPorto (OPO) | Round-trip | Economy | 26/04/2025 - 09/05/2025 | From USD 569* Viewed 11 hours ago | From Chicago To Porto Fare Type Round-trip Economy Dates 26/04/2025 - 09/05/2025 From USD 569 Viewed 11 hours ago |
| FromChicago (ORD) | ToLondon (LHR) | Round-trip | Economy | 16/02/2025 - 27/02/2025 | From USD 588* Viewed 17 hours ago | From Chicago To London Fare Type Round-trip Economy Dates 16/02/2025 - 27/02/2025 From USD 588 Viewed 17 hours ago |
| FromChicago (ORD) | ToLondon (LHR) | Round-trip | Economy | 30/04/2025 - 13/05/2025 | From USD 595* Viewed 10 hours ago | From Chicago To London Fare Type Round-trip Economy Dates 30/04/2025 - 13/05/2025 From USD 595 Viewed 10 hours ago |
| FromChicago (ORD) | ToMilan (MXP) | Round-trip | Economy | 16/02/2025 - 23/02/2025 | From USD 580* Viewed 4 hours ago | From Chicago To Milan Fare Type Round-trip Economy Dates 16/02/2025 - 23/02/2025 From USD 580 Viewed 4 hours ago |
| FromChicago (ORD) | ToMilan (MXP) | Round-trip | Economy | 10/03/2025 - 20/03/2025 | From USD 809* Viewed 8 hours ago | From Chicago To Milan Fare Type Round-trip Economy Dates 10/03/2025 - 20/03/2025 From USD 809 Viewed 8 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.
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.