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 9m€266–585Train 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 54m€331–1,280Train 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 56m€306–1,143Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Lisbon-Portela Airport (LIS)plane MDW - LIS
13h 33m€266–1,035
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 €260 - €600 and takes 12h 9m.
The fastest way to get from Chicago to Cascais is to fly which takes 12h 9m and costs €260 - €600.
The distance between Chicago and Cascais is 6504 km.
It takes approximately 12h 9m to get from Chicago to Cascais, including transfers.
Cascais is 6h ahead of Chicago. It is currently 8:27 PM in Chicago and 2:27 AM in Cascais.
There are 7061+ hotels available in Cascais.
What companies run services between Chicago, IL, USA and Cascais, Portugal?
TAP Portugal, American Airlines, and five 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
- 7h 55m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €300–650
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 18m
- When
- Wednesday and Friday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 8m
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 11h 47m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 11h 26m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 14h 40m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- €290–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 9h 40m
- When
- Tuesday to Saturday
- Estimated price
- €260–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 15h 55m
- When
- Tuesday and Thursday
- Estimated price
- €260–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 12h 40m
- When
- Friday
- Estimated price
- €400–1,000
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport
- Ave. Duration
- 7h 55m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €300–650
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 14m
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 18m
- When
- Wednesday and Friday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 11h 47m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 11h 26m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 14h 40m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- €290–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 9h 40m
- When
- Tuesday to Saturday
- Estimated price
- €260–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 15h 55m
- When
- Tuesday and Thursday
- Estimated price
- €260–1,000
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 13h 55m
- When
- Every day
- Estimated price
- €190–750
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 16h 29m
- When
- Every day
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Charlotte, Madrid
- Ave. Duration
- 14h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €330–1,300
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 14h 11m
- When
- Every day
- Estimated price
- €370–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 12h 15m
- When
- Saturday and Sunday
- Estimated price
- €260–1,100
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h
- When
- Every day
- Estimated price
- €200–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 29m
- When
- Monday to Friday
- Estimated price
- €300–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via New York JFK
- Ave. Duration
- 19h 40m
- When
- Tuesday to Sunday
- Estimated price
- €310–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 25m
- When
- Every day
- Estimated price
- €250–1,000
- Website
- iberia.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Barcelona
- Ave. Duration
- 11h 55m
- When
- Saturday
- Estimated price
- €200–800
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Madrid
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €210–800
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 14h 11m
- When
- Every day
- Estimated price
- €370–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 12h 15m
- When
- Saturday and Sunday
- Estimated price
- €260–1,100
- Website
- airfrance.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h
- When
- Every day
- Estimated price
- €200–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 29m
- When
- Monday to Friday
- Estimated price
- €300–1,200
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 11h 25m
- When
- Every day
- Estimated price
- €250–1,000
- Website
- britishairways.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via London Heathrow
- Ave. Duration
- 13h 25m
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 12h 15m
- When
- Saturday and Sunday
- Estimated price
- €260–1,100
- Website
- united.com
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 14h 31m
- When
- Monday, Tuesday, Wednesday, and Sunday
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 15h 58m
- When
- Every day
- Estimated price
- €280–1,100
- Website
- aerlingus.com
Flights from Chicago O'Hare International Airport to Lisbon-Portela Airport via Dublin
- Ave. Duration
- 12h 20m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- €220–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Hartford, Dublin
- Ave. Duration
- 14h 55m
- When
- Monday and Thursday
- Estimated price
- €360–1,600
- Website
- ryanair.com
Flights from South Bend to Lisbon-Portela Airport via Detroit, Dublin
- Ave. Duration
- 17h 59m
- When
- Monday
- Estimated price
- €320–1,300
- Website
- azoresairlines.pt
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Boston, Ponta Delgada
- Ave. Duration
- 12h 40m
- When
- Friday
- Estimated price
- €400–1,000
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
- €16–40
- Website
- https://www.amtrak.com/home.html
- 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
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




