Flights from Chicago starting at USD 318

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Best Flight Deals from Chicago

USD
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Chicago (ORD)to

Lisbon (LIS)
25/09/2025 - 04/10/2025
From
USD 471
Viewed 13 hours ago
Round-trip
Economy

Chicago (ORD)to

Rome (FCO)
22/08/2025 - 30/08/2025
From
USD 337
Viewed 22 hours ago
Round-trip
Economy

Chicago (ORD)to

Madrid (MAD)
31/08/2025 - 08/09/2025
From
USD 318
Viewed 23 hours ago
Round-trip
Economy

Chicago (ORD)to

Porto (OPO)
24/08/2025 - 30/08/2025
From
USD 512
Viewed 12 hours ago
Round-trip
Economy

Chicago (ORD)to

Casablanca (CMN)
14/09/2025 - 25/10/2025
From
USD 675
Viewed 9 hours ago
Round-trip
Economy

Chicago (ORD)to

Barcelona (BCN)
13/09/2025 - 21/09/2025
From
USD 382
Viewed 6 minutes ago
Round-trip
Economy

Chicago (ORD)to

Paris (ORY)
06/09/2025 - 15/09/2025
From
USD 443
Viewed 2 hours ago
Round-trip
Economy

Chicago (ORD)to

Malaga (AGP)
14/07/2025 - 24/07/2025
From
USD 997
Viewed 10 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

USD

Chicago (ORD)to

Lisbon (LIS)
25/09/2025 - 04/10/2025

Round-trip

Business

From
USD 2,746
Viewed 13 hours ago

Chicago (ORD)to

Lisbon (LIS)
03/08/2025 - 28/08/2025

Round-trip

Business

From
USD 3,323
Viewed 12 hours ago

Chicago (ORD)to

Rome (FCO)
18/08/2025 - 27/08/2025

Round-trip

Business

From
USD 2,749
Viewed 10 hours ago

Chicago (ORD)to

Rome (FCO)
08/08/2025 - 21/08/2025

Round-trip

Business

From
USD 2,749
Viewed 6 hours ago

Chicago (ORD)to

Madrid (MAD)
21/08/2025 - 04/09/2025

Round-trip

Business

From
USD 3,132
Viewed 11 hours ago

Chicago (ORD)to

Madrid (MAD)
25/08/2025 - 10/09/2025

Round-trip

Business

From
USD 3,132
Viewed 15 hours ago

Chicago (ORD)to

Porto (OPO)
23/08/2025 - 06/09/2025

Round-trip

Business

From
USD 3,501
Viewed 8 hours ago

Chicago (ORD)to

Porto (OPO)
24/08/2025 - 30/08/2025

Round-trip

Business

From
USD 3,501
Viewed 12 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

USD
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Plan early and get the best prices
From
To
Fare Type
Dates
Price
Chicago (ORD)Lisbon (LIS)Round-trip
|
Economy
25/09/2025 - 04/10/2025

From

USD 471

Viewed 13 hours ago

Chicago (ORD)Lisbon (LIS)Round-trip
|
Economy
08/09/2025 - 15/09/2025

From

USD 501

Viewed 3 minutes ago

Chicago (ORD)Rome (FCO)Round-trip
|
Economy
22/08/2025 - 30/08/2025

From

USD 337

Viewed 22 hours ago

Chicago (ORD)Rome (FCO)Round-trip
|
Economy
11/03/2026 - 19/03/2026

From

USD 337

Viewed 23 hours ago

Chicago (ORD)Madrid (MAD)Round-trip
|
Economy
31/08/2025 - 08/09/2025

From

USD 318

Viewed 23 hours ago

Chicago (ORD)Madrid (MAD)Round-trip
|
Economy
09/10/2025 - 24/10/2025

From

USD 341

Viewed 11 hours ago

Chicago (ORD)Porto (OPO)Round-trip
|
Economy
09/11/2025 - 14/12/2025

From

USD 512

Viewed 13 hours ago

Chicago (ORD)Porto (OPO)Round-trip
|
Economy
24/08/2025 - 30/08/2025

From

USD 512

Viewed 12 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.