There are 4 ways to get from Chicago to Cascais by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Lisbon-Portela Airport (LIS)plane ORD - LIS
12h 14m€256–883Fly from Chicago Midway International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Lisbon-Portela Airport (LIS)plane MDW - LIS
13h 17m€236–933Train to South Bend, fly
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Lisbon-Portela Airport (LIS)plane SBN - LIS
16h 9m€306–1,141Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Lisbon-Portela Airport (LIS)plane MKE - LIS
14h 55m€334–1,331
Chicago O'Hare International Airport (ORD) to Lisbon-Portela Airport (LIS) flights
Questions & Answers
The cheapest way to get from Chicago to Cascais is to fly which costs €250 - €900 and takes 12h 14m.
The fastest way to get from Chicago to Cascais is to fly which takes 12h 14m and costs €250 - €900.
The distance between Chicago and Cascais is 6504 km.
It takes approximately 12h 14m to get from Chicago to Cascais, including transfers.
Cascais is 6h ahead of Chicago. It is currently 12:27 PM in Chicago and 6:27 PM in Cascais.
There are 7046+ hotels available in Cascais.
What companies run services between Chicago, IL, USA and Cascais, Portugal?
TAP Portugal, American Airlines, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Lisbon-Portela Airport (LIS) 5 times a day.
- Website
- flytap.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport
- Ave. Duration
- 8h
- When
- Friday and Sunday
- Estimated price
- €290–900
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 45m
- When
- Friday and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 14h 35m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 19h
- When
- Thursday and Friday
- Estimated price
- €320–1,300
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 12h 13m
- When
- Every day
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 12h 55m
- When
- Friday and Sunday
- Estimated price
- €310–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 9h 35m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €230–900
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 13h 51m
- When
- Thursday and Friday
- Estimated price
- €270–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 15h 50m
- When
- Friday and Sunday
- Estimated price
- €350–950
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport
- Ave. Duration
- 8h
- When
- Friday and Sunday
- Estimated price
- €290–900
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 45m
- When
- Friday and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 14h 35m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- €290–1,100
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 21m
- When
- Thursday, Friday, and Sunday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 12h 13m
- When
- Every day
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 12h 55m
- When
- Friday and Sunday
- Estimated price
- €310–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 9h 35m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €230–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 12h 56m
- When
- Every day
- Estimated price
- €200–850
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 10m
- When
- Monday to Saturday
- Estimated price
- €220–900
Flights from South Bend to Lisbon-Portela Airport via Charlotte, Madrid
- Ave. Duration
- 13h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €340–1,300
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 15h 9m
- When
- Monday to Saturday
- Estimated price
- €380–1,600
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 16h 33m
- When
- Every day
- Estimated price
- €310–1,300
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 9h 20m
- When
- Tuesday to Sunday
- Estimated price
- €230–950
- Website
- britishairways.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 12h 56m
- When
- Every day
- Estimated price
- €200–850
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 9h 20m
- When
- Tuesday to Sunday
- Estimated price
- €230–950
- Website
- airfrance.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- €210–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 14h 5m
- When
- Every day
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via New York JFK
- Ave. Duration
- 18h 55m
- When
- Every day
- Estimated price
- €310–1,200
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- €210–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 14h 5m
- When
- Every day
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via New York JFK
- Ave. Duration
- 18h 55m
- When
- Every day
- Estimated price
- €310–1,200
- Website
- united.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 12h 5m
- When
- Wednesday to Saturday
- Estimated price
- €200–800
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 15h 55m
- When
- Every day
- Estimated price
- €290–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 15h 11m
- When
- Every day
- Estimated price
- €310–1,200
- Website
- iberia.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 10m
- When
- Monday to Saturday
- Estimated price
- €220–900
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 15h 9m
- When
- Monday to Saturday
- Estimated price
- €380–1,600
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 9h 20m
- When
- Tuesday to Sunday
- Estimated price
- €230–950
- Website
- azoresairlines.pt
Flights from South Bend to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 19h
- When
- Thursday and Friday
- Estimated price
- €320–1,300
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 13h 51m
- When
- Thursday and Friday
- Estimated price
- €270–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 15h 50m
- When
- Friday and Sunday
- Estimated price
- €350–950
- Website
- aerlingus.com
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Hartford, Dublin
- Ave. Duration
- 14h 45m
- When
- Thursday
- Estimated price
- €330–1,400
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 1h 58m
- Frequency
- Every 2 hours
- Estimated price
- €11–13
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- €11–13
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- €19–35
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around Portugal
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide




