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 16m€346–875Fly from Chicago Midway International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Lisbon-Portela Airport (LIS)plane MDW - LIS
13h 39m€336–1,325Train 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
15h 45m€366–1,334Train 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
15h 13m€410–1,481
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 €340 - €900 and takes 12h 16m.
The fastest way to get from Chicago to Cascais is to fly which takes 12h 16m and costs €340 - €900.
The distance between Chicago and Cascais is 6504 km.
It takes approximately 12h 16m to get from Chicago to Cascais, including transfers.
Cascais is 6h ahead of Chicago. It is currently 3:44 AM in Chicago and 9:44 AM in Cascais.
There are 7405+ hotels available in Cascais.
What companies run services between Chicago, IL, USA and Cascais, Portugal?
TAP Portugal, British Airways, and three 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 10m
- When
- Wednesday to Thursday
- Estimated price
- €360–750
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 10h 21m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- €410–1,500
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 32m
- When
- Wednesday to Thursday
- Estimated price
- €410–1,500
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 49m
- When
- Thursday, Wednesday, Friday, and Sunday
- Estimated price
- €440–1,600
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 10h 17m
- When
- Tuesday and Wednesday
- Estimated price
- €390–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 14h 30m
- When
- Saturday and Sunday
- Estimated price
- €490–1,200
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport
- Ave. Duration
- 8h 10m
- When
- Wednesday to Thursday
- Estimated price
- €360–750
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 10h 21m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- €410–1,500
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 32m
- When
- Wednesday to Thursday
- Estimated price
- €410–1,500
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 14h 4m
- When
- Every day
- Estimated price
- €440–1,600
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 49m
- When
- Thursday, Wednesday, Friday, and Sunday
- Estimated price
- €440–1,600
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 10h 17m
- When
- Tuesday and Wednesday
- Estimated price
- €390–1,400
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 12h 2m
- When
- Every day
- Estimated price
- €350–850
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 55m
- When
- Every day
- Estimated price
- €350–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 14h 7m
- When
- Monday, Tuesday, Wednesday, Friday, and Saturday
- Estimated price
- €390–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 11h 45m
- When
- Saturday
- Estimated price
- €340–1,300
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- €320–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 9h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €380–1,400
Flights from General Mitchell International Airport to Lisbon-Portela Airport via New York JFK
- Ave. Duration
- 19h 15m
- When
- Every day
- Estimated price
- €380–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 10h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- €330–1,300
- Website
- britishairways.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 12h 2m
- When
- Every day
- Estimated price
- €350–850
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 11h 45m
- When
- Saturday
- Estimated price
- €340–1,300
- Website
- united.com
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 14h 13m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- €350–1,300
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 14h 35m
- When
- Every day
- Estimated price
- €380–1,400
- Website
- airfrance.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- €320–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 10h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- €330–1,300
- Website
- aerlingus.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Dublin
- Ave. Duration
- 12h 30m
- When
- Wednesday, Friday, Saturday, and Sunday
- Estimated price
- €400–1,500
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Hartford, Dublin
- Ave. Duration
- 15h 5m
- When
- Friday and Sunday
- Estimated price
- €500–2,000
- Website
- iberia.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 55m
- When
- Every day
- Estimated price
- €350–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 11h 45m
- When
- Saturday
- Estimated price
- €340–1,300
- Website
- ryanair.com
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 13h 53m
- When
- Tuesday
- Estimated price
- €380–1,400
- Website
- azoresairlines.pt
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 14h 30m
- When
- Saturday and Sunday
- Estimated price
- €490–1,200
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- €11–13
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- €11–13
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- €24–50
- 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




