Flights from Chicago starting at USD 472

Best Flight Deals from Chicago

USD
Select travel class

Chicago (ORD)to

Lisbon (LIS)
29/01/2025 - 02/02/2025
From
USD 524*
Viewed 37 minutes ago
Round-trip
|
Economy

Chicago (ORD)to

Madrid (MAD)
09/03/2025 - 19/03/2025
From
USD 487*
Viewed 2 hours ago
Round-trip
|
Economy

Chicago (ORD)to

Barcelona (BCN)
02/02/2025 - 11/02/2025
From
USD 477*
Viewed 23 hours ago
Round-trip
|
Economy

Chicago (ORD)to

Rome (FCO)
16/04/2025 - 07/05/2025
From
USD 582*
Viewed 17 hours ago
Round-trip
|
Economy

Chicago (ORD)to

Porto (OPO)
13/04/2025 - 23/04/2025
From
USD 559*
Viewed 12 hours ago
Round-trip
|
Economy

Chicago (ORD)to

Funchal (FNC)
09/02/2025 - 21/02/2025
From
USD 671*
Viewed 23 hours ago
Round-trip
|
Economy

Chicago (ORD)to

Malaga (AGP)
12/04/2025 - 02/05/2025
From
USD 628*
Viewed 3 hours ago
Round-trip
|
Economy

Chicago (ORD)to

London (LHR)
30/03/2025 - 04/04/2025
From
USD 678*
Viewed 19 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)
13/04/2025 - 23/04/2025

Round-trip

|

Business

From
USD 3,489*
Viewed 23 hours ago
Chicago (ORD) to Lisbon (LIS) 13/04/2025 - 23/04/2025 Round-trip Business From USD 3,489 Viewed 23 hours ago

Chicago (ORD)to

Lisbon (LIS)
02/03/2025 - 19/03/2025

Round-trip

|

Business

From
USD 3,341*
Viewed 2 hours ago
Chicago (ORD) to Lisbon (LIS) 02/03/2025 - 19/03/2025 Round-trip Business From USD 3,341 Viewed 2 hours ago

Chicago (ORD)to

Madrid (MAD)
09/03/2025 - 19/03/2025

Round-trip

|

Business

From
USD 3,931*
Viewed 2 hours ago
Chicago (ORD) to Madrid (MAD) 09/03/2025 - 19/03/2025 Round-trip Business From USD 3,931 Viewed 2 hours ago

Chicago (ORD)to

Barcelona (BCN)
13/04/2025 - 19/04/2025

Round-trip

|

Business

From
USD 3,499*
Viewed 3 hours ago
Chicago (ORD) to Barcelona (BCN) 13/04/2025 - 19/04/2025 Round-trip Business From USD 3,499 Viewed 3 hours ago

Chicago (ORD)to

Barcelona (BCN)
02/02/2025 - 11/02/2025

Round-trip

|

Business

From
USD 3,884*
Viewed 23 hours ago
Chicago (ORD) to Barcelona (BCN) 02/02/2025 - 11/02/2025 Round-trip Business From USD 3,884 Viewed 23 hours ago

Chicago (ORD)to

Madrid (MAD)
05/03/2025 - 16/03/2025

Round-trip

|

Business

From
USD 3,931*
Viewed 20 hours ago
Chicago (ORD) to Madrid (MAD) 05/03/2025 - 16/03/2025 Round-trip Business From USD 3,931 Viewed 20 hours ago

Chicago (ORD)to

Rome (FCO)
16/04/2025 - 07/05/2025

Round-trip

|

Business

From
USD 3,847*
Viewed 17 hours ago
Chicago (ORD) to Rome (FCO) 16/04/2025 - 07/05/2025 Round-trip Business From USD 3,847 Viewed 17 hours ago

Chicago (ORD)to

Rome (FCO)
26/04/2025 - 02/05/2025

Round-trip

|

Business

From
USD 3,847*
Viewed 23 hours ago
Chicago (ORD) to Rome (FCO) 26/04/2025 - 02/05/2025 Round-trip Business From USD 3,847 Viewed 23 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
Cash
Plan early and get the best prices
From
To
Fare Type
Dates
Price
FromChicago (ORD)ToLisbon (LIS)Round-trip
|
Economy
03/10/2025 - 11/10/2025

From

USD 472*

Viewed 21 hours ago

From Chicago To Lisbon Fare Type Round-trip Economy Dates 03/10/2025 - 11/10/2025 From USD 472 Viewed 21 hours ago
FromChicago (ORD)ToLisbon (LIS)Round-trip
|
Economy
09/04/2025 - 23/04/2025

From

USD 570*

Viewed 6 hours ago

From Chicago To Lisbon Fare Type Round-trip Economy Dates 09/04/2025 - 23/04/2025 From USD 570 Viewed 6 hours ago
FromChicago (ORD)ToMadrid (MAD)Round-trip
|
Economy
09/03/2025 - 19/03/2025

From

USD 487*

Viewed 2 hours ago

From Chicago To Madrid Fare Type Round-trip Economy Dates 09/03/2025 - 19/03/2025 From USD 487 Viewed 2 hours ago
FromChicago (ORD)ToMadrid (MAD)Round-trip
|
Economy
03/05/2025 - 17/05/2025

From

USD 572*

Viewed 8 hours ago

From Chicago To Madrid Fare Type Round-trip Economy Dates 03/05/2025 - 17/05/2025 From USD 572 Viewed 8 hours ago
FromChicago (ORD)ToBarcelona (BCN)Round-trip
|
Economy
08/10/2025 - 21/10/2025

From

USD 477*

Viewed 3 hours ago

From Chicago To Barcelona Fare Type Round-trip Economy Dates 08/10/2025 - 21/10/2025 From USD 477 Viewed 3 hours ago
FromChicago (ORD)ToPorto (OPO)Round-trip
|
Economy
04/05/2025 - 17/05/2025

From

USD 630*

Viewed 22 hours ago

From Chicago To Porto Fare Type Round-trip Economy Dates 04/05/2025 - 17/05/2025 From USD 630 Viewed 22 hours ago
FromChicago (ORD)ToBarcelona (BCN)Round-trip
|
Economy
02/04/2025 - 01/05/2025

From

USD 477*

Viewed 14 hours ago

From Chicago To Barcelona Fare Type Round-trip Economy Dates 02/04/2025 - 01/05/2025 From USD 477 Viewed 14 hours ago
FromChicago (ORD)ToRome (FCO)Round-trip
|
Economy
18/10/2025 - 24/10/2025

From

USD 567*

Viewed 6 hours ago

From Chicago To Rome Fare Type Round-trip Economy Dates 18/10/2025 - 24/10/2025 From USD 567 Viewed 6 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.