Flights from Chicago starting at USD 493

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Best Flight Deals from Chicago

USD

Chicago (ORD)to

Lisbon (LIS)
22/03/2026 - 01/04/2026
From
USD 781
Viewed 18 hours ago
Round-trip
Economy

Chicago (ORD)to

Barcelona (BCN)
22/03/2026 - 31/03/2026
From
USD 518
Viewed 1 hour ago
Round-trip
Economy

Chicago (ORD)to

Rome (FCO)
01/04/2026 - 08/04/2026
From
USD 782
Viewed 10 hours ago
Round-trip
Economy

Chicago (ORD)to

Madrid (MAD)
11/03/2026 - 18/03/2026
From
USD 493
Viewed 12 hours ago
Round-trip
Economy

Chicago (ORD)to

Paris (ORY)
11/03/2026 - 13/03/2026
From
USD 669
Viewed 12 hours ago
Round-trip
Economy

Chicago (ORD)to

Sevilla (SVQ)
22/03/2026 - 01/04/2026
From
USD 700
Viewed 15 hours ago
Round-trip
Economy

Chicago (ORD)to

London (LHR)
04/04/2026 - 07/04/2026
From
USD 876
Viewed 11 hours ago
Round-trip
Economy

Chicago (ORD)to

Dublin (DUB)
07/04/2026 - 14/04/2026
From
USD 1,179
Viewed 11 hours ago
Round-trip
Economy

Chicago (ORD)to

Malaga (AGP)
17/03/2026 - 24/03/2026
From
USD 1,345
Viewed 21 hours ago
Round-trip
Economy

Chicago (ORD)to

London (LGW)
13/03/2026 - 17/03/2026
From
USD 1,811
Viewed 11 hours ago
Round-trip
Economy

Chicago (ORD)to

Marrakech (RAK)
04/04/2026 - 17/04/2026
From
USD 878
Viewed 16 hours ago
Round-trip
Economy

Chicago (ORD)to

Valencia (VLC)
13/03/2026 - 19/03/2026
From
USD 2,224
Viewed 19 hours ago
Round-trip
Economy

Chicago (ORD)to

Geneva (GVA)
11/03/2026 - 17/03/2026
From
USD 557
Viewed 17 hours ago
Round-trip
Economy

*The fares shown have been updated in the last 24 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
Plan early and get the best prices
From
To
Fare Type
Dates
Price
Chicago (ORD)Lisbon (LIS)Round-trip
|
Economy
19/04/2026 - 29/04/2026

From

USD 560

Viewed 42 minutes ago

Chicago (ORD)Barcelona (BCN)Round-trip
|
Economy
09/12/2026 - 13/12/2026

From

USD 508

Viewed 19 hours ago

Chicago (ORD)Rome (FCO)Round-trip
|
Economy
19/04/2026 - 29/04/2026

From

USD 529

Viewed 2 hours ago

Chicago (ORD)Madrid (MAD)Round-trip
|
Economy
26/07/2026 - 06/08/2026

From

USD 701

Viewed 4 hours ago

Chicago (ORD)Porto (OPO)Round-trip
|
Economy
22/04/2026 - 13/05/2026

From

USD 579

Viewed 13 hours ago

Chicago (ORD)Paris (ORY)Round-trip
|
Economy
01/05/2026 - 05/05/2026

From

USD 712

Viewed 10 hours ago

Chicago (ORD)Sevilla (SVQ)Round-trip
|
Economy
25/07/2026 - 31/07/2026

From

USD 960

Viewed 5 hours ago

Chicago (ORD)London (LHR)Round-trip
|
Economy
22/04/2026 - 06/05/2026

From

USD 596

Viewed 3 hours ago

Chicago (ORD)Dublin (DUB)Round-trip
|
Economy
26/04/2026 - 30/04/2026

From

USD 672

Viewed 11 hours ago

Chicago (ORD)Funchal (FNC)Round-trip
|
Economy
01/11/2026 - 08/11/2026

From

USD 627

Viewed 7 hours ago

Chicago (ORD)Malaga (AGP)Round-trip
|
Economy
01/05/2026 - 22/05/2026

From

USD 563

Viewed 8 hours ago

Chicago (ORD)Athens (ATH)Round-trip
|
Economy
17/07/2026 - 29/07/2026

From

USD 891

Viewed 12 hours ago

Chicago (ORD)Ponta Delgada (PDL)Round-trip
|
Economy
02/05/2026 - 09/05/2026

From

USD 787

Viewed 5 hours ago

Chicago (ORD)Accra (ACC)Round-trip
|
Economy
11/07/2026 - 31/07/2026

From

USD 1,364

Viewed 3 hours ago

Chicago (ORD)Frankfurt (FRA)Round-trip
|
Economy
30/12/2026 - 03/01/2027

From

USD 1,164

Viewed 13 hours ago

Chicago (ORD)Milan (MXP)Round-trip
|
Economy
18/07/2026 - 08/08/2026

From

USD 955

Viewed 2 hours ago

Chicago (ORD)Naples (NAP)Round-trip
|
Economy
17/05/2026 - 03/06/2026

From

USD 880

Viewed 12 hours ago

Chicago (ORD)Valencia (VLC)Round-trip
|
Economy
31/05/2026 - 14/06/2026

From

USD 1,244

Viewed 11 hours ago

Chicago (ORD)Berlin (BER)Round-trip
|
Economy
10/07/2026 - 01/08/2026

From

USD 974

Viewed 7 hours ago

Chicago (ORD)Casablanca (CMN)Round-trip
|
Economy
23/08/2026 - 27/10/2026

From

USD 919

Viewed 9 hours ago

*The fares shown have been updated in the last 24 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.