Find Cheap Flights from Chicago (CHI) to Cascais (LIS) from €989

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Selected flight deals from Chicago to Cascais

The lowest prices found within the past 7 days from Chicago to Cascais were €567 for one-way flights and €989 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 8 Jul - Sat, 18 Jul
ORD
O'Hare Intl.
LIS
Humberto Delgado
€989 Return, found 5 hours ago
€989
Return
found 5 hours ago
Select Air Canada flight, departing Wed, 8 Jul from O'Hare Intl. to Humberto Delgado, returning Sat, 18 Jul, priced at €989 found 5 hours ago
Wed, 8 Jul - Sat, 18 Jul
ORD
O'Hare Intl.
LIS
Humberto Delgado
€993 Return, found 5 hours ago
€993
Return
found 5 hours ago
Select United flight, departing Wed, 8 Jul from O'Hare Intl. to Humberto Delgado, returning Sat, 18 Jul, priced at €993 found 5 hours ago
Wed, 8 Jul - Sat, 18 Jul
ORD
O'Hare Intl.
LIS
Humberto Delgado
€1,005 Return, found 5 hours ago
€1,005
Return
found 5 hours ago
Select Air Canada flight, departing Wed, 8 Jul from O'Hare Intl. to Humberto Delgado, returning Sat, 18 Jul, priced at €1,005 found 5 hours ago
Fri, 10 Jul - Sat, 18 Jul
ORD
O'Hare Intl.
LIS
Humberto Delgado
€1,048 Return, found 1 day ago
€1,048
Return
found 1 day ago
Select Aer Lingus flight, departing Fri, 10 Jul from O'Hare Intl. to Humberto Delgado, returning Sat, 18 Jul, priced at €1,048 found 1 day ago
Wed, 8 Jul - Sat, 18 Jul
ORD
O'Hare Intl.
LIS
Humberto Delgado
€1,049 Return, found 5 hours ago
€1,049
Return
found 5 hours ago
Select Finnair flight, departing Wed, 8 Jul from O'Hare Intl. to Humberto Delgado, returning Sat, 18 Jul, priced at €1,049 found 5 hours ago
Cheap Flights from Chicago to Cascais & Flight Information
Origin airport IATA code
ORD
Destination airport IATA code
LIS
Number of flight options
1
Return price
€988
Average flight time
8 hours 10 mins

Cascais Flight Information

Traveling From
Chicago
Origin Airport IATA Code
CHI
Traveling To
Cascais
Destination Airport IATA Code
LIS
Number of Airlines Serving
Available Airlines
British Airways, Aer Lingus, Iberia, Air Canada, United, Finnair
Distance
Direct Flight Time
Flight Price
€989

Need a car after flight from Chicago to Cascais

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Place to stay after flight from Chicago to Cascais

EVOLUTION Cascais-Estoril Hotel

EVOLUTION Cascais-Estoril Hotel

4 out of 5
Avenida Marginal 7034, Estoril Cascais
Yövy tässä kylpylälomalle soveltuvassa hotellissa kohteessa Cascais. Nauti ilmaisesta Wi-Fi-yhteydestä, täyden palvelun kylpylästä ja 2 ravintolasta. Asiakkaamme ...
9.4/10 Exceptional! (570 reviews)
Pool bar and rooftop restaurant were lovely and the location of the hotel was perfect. Loved our ocean view and balcony. Will come back!

Reviewed on 26 Apr 2026

Opens in a new windowEVOLUTION Cascais-Estoril Hotel
The Albatroz Hotel

The Albatroz Hotel

5 out of 5
Rua Frederico Arouca, 100 Cascais
Yövy tässä ylellisessä hotellissa kohteessa Cascais. Nauti ilmaisesta aamiaisesta, ilmaisesta Wi-Fi-yhteydestä ja ilmaisesta pysäköinnistä. Asiakkaamme kehuvat ...
9.6/10 Exceptional! (815 reviews)
Beautiful.

Reviewed on 26 Apr 2026

Opens in a new windowThe Albatroz Hotel
Hotel Baia

Hotel Baia

4 out of 5
Passeio D. Luís I Cascais
Yövy tässä rannalla sijaitsevassa hotellissa kohteessa Cascais. Nauti ilmaisesta Wi-Fi-yhteydestä, 2 baarista/loungesta ja kattoterassista. Asiakkaamme kehuvat ...
9.2/10 Wonderful! (1,008 reviews)
rooftop bar was excellent

Reviewed on 27 Apr 2026

Opens in a new windowHotel Baia
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Vila Gale Cascais Hotel & Resort

Vila Gale Cascais Hotel & Resort

4 out of 5
Rua Frei Nicolau de Oliveira, 80 Cascais
Yövy tässä kylpylälomalle soveltuvassa hotellissa kohteessa Cascais. Nauti ilmaisesta aamiaisesta, ilmaisesta Wi-Fi-yhteydestä ja ilmaisesta pysäköinnistä. Asiakkaamme ...
8.4/10 Very Good! (1,000 reviews)
Great location, close to everything. Very convenient and friendly staff.

Reviewed on 22 Apr 2026

Opens in a new windowVila Gale Cascais Hotel & Resort
Hotel Londres Estoril

Hotel Londres Estoril

3 out of 5
Avenida Fausto Figueiredo, 279 Cascais
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa Cascais. Nauti ilmaisesta Wi-Fi-yhteydestä, aamiaisesta (lisämaksusta) ja ympäri vuorokauden ...
8.2/10 Very Good! (702 reviews)
Mostly fine walls a bit thin location decent

Reviewed on 10 Apr 2026

Opens in a new windowHotel Londres Estoril
Eurostars Cascais

Eurostars Cascais

4 out of 5
Travessa da Republica, 35-35A Cascais
Yövy tässä hotellissa kohteessa Cascais. Nauti ilmaisesta Wi-Fi-yhteydestä, ulkouima-altaasta ja aamiaisesta (lisämaksusta). Asiakkaamme kehuvat majoituspaikan ...
9.2/10 Wonderful! (870 reviews)
We were very pleased with this hotel. The breakfast was great, the staff were accomodating. We booked the triple room and there was enough room for our luggage and very comfortable beds. We were able to have dinner on our room patio and enjoy the fresh ocean breeze. It was a very enjoyable stay and ...

Reviewed on 26 Apr 2026

Opens in a new windowEurostars Cascais
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Terms & Conditions

Flight prices above are per person all prepaid taxes and online service fees included and subject to availability