Flights from Chicago starting at USD 451

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Best Flight Deals from Chicago

USD
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Chicago (ORD)to

Lisbon (LIS)
02/05/2026 - 15/05/2026
From
USD 511
Viewed 21 hours ago
Round trip
Economy

Chicago (ORD)to

Madrid (MAD)
10/04/2026 - 14/04/2026
From
USD 465
Viewed 14 minutes ago
Round trip
Economy

Chicago (ORD)to

Rome (FCO)
11/03/2026 - 17/03/2026
From
USD 451
Viewed 1 hour ago
Round trip
Economy

Chicago (ORD)to

Barcelona (BCN)
26/04/2026 - 03/05/2026
From
USD 490
Viewed 7 hours ago
Round trip
Economy

Chicago (ORD)to

Paris (ORY)
18/04/2026 - 25/04/2026
From
USD 461
Viewed 22 hours ago
Round trip
Economy

Chicago (ORD)to

Porto (OPO)
06/03/2026 - 11/03/2026
From
USD 551
Viewed 11 hours ago
Round trip
Economy

Chicago (ORD)to

Sevilla (SVQ)
02/05/2026 - 15/05/2026
From
USD 470
Viewed 1 hour ago
Round trip
Economy

Chicago (ORD)to

Dublin (DUB)
11/04/2026 - 18/04/2026
From
USD 603
Viewed 7 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)
02/05/2026 - 15/05/2026

Round trip

Business

From
USD 3,872
Viewed 21 hours ago

Chicago (ORD)to

Lisbon (LIS)
08/03/2026 - 18/03/2026

Round trip

Business

From
USD 4,272
Viewed 4 hours ago

Chicago (ORD)to

Madrid (MAD)
15/03/2026 - 20/03/2026

Round trip

Business

From
USD 3,435
Viewed 39 minutes ago

Chicago (ORD)to

Madrid (MAD)
10/04/2026 - 14/04/2026

Round trip

Business

From
USD 3,485
Viewed 14 minutes ago

Chicago (ORD)to

Rome (FCO)
15/03/2026 - 18/03/2026

Round trip

Business

From
USD 3,124
Viewed 8 hours ago

Chicago (ORD)to

Rome (FCO)
15/03/2026 - 19/03/2026

Round trip

Business

From
USD 3,124
Viewed 8 hours ago

Chicago (ORD)to

Barcelona (BCN)
08/03/2026 - 12/03/2026

Round trip

Business

From
USD 3,788
Viewed 47 minutes ago

Chicago (ORD)to

Barcelona (BCN)
11/03/2026 - 14/03/2026

Round trip

Business

From
USD 4,518
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.

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
02/05/2026 - 15/05/2026

From

USD 511

Viewed 21 hours ago

Chicago (ORD)Lisbon (LIS)Round trip
|
Economy
19/04/2026 - 29/04/2026

From

USD 511

Viewed 3 minutes ago

Chicago (ORD)Madrid (MAD)Round trip
|
Economy
10/04/2026 - 14/04/2026

From

USD 465

Viewed 14 minutes ago

Chicago (ORD)Madrid (MAD)Round trip
|
Economy
12/04/2026 - 19/04/2026

From

USD 495

Viewed 38 minutes ago

Chicago (ORD)Rome (FCO)Round trip
|
Economy
10/04/2026 - 17/04/2026

From

USD 501

Viewed 9 hours ago

Chicago (ORD)Rome (FCO)Round trip
|
Economy
26/04/2026 - 30/04/2026

From

USD 541

Viewed 13 hours ago

Chicago (ORD)Barcelona (BCN)Round trip
|
Economy
24/10/2026 - 01/11/2026

From

USD 480

Viewed 8 hours ago

Chicago (ORD)Barcelona (BCN)Round trip
|
Economy
26/04/2026 - 03/05/2026

From

USD 490

Viewed 7 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.

Top TAP Air Portugal Routes from Chicago