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
15h 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
17h 50m€306–1,143Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Lisbon-Portela Airport (LIS)plane MDW - LIS
13h 58m€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 8:12 PM in Chicago and 2:12 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
- 11h 18m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 12h 8m
- When
- Monday to Saturday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 13h 9m
- When
- Every day
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 12h 20m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 15h 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
- 10h 22m
- When
- Every day
- Estimated price
- €260–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 16h 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
- 12h 14m
- When
- Monday to Saturday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 11h 18m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 13h 9m
- When
- Every day
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport
- Ave. Duration
- 12h 20m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- €290–1,100
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 15h 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
- 10h 22m
- When
- Every day
- Estimated price
- €260–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 16h 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 25m
- When
- Every day
- Estimated price
- €190–750
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 17h 18m
- When
- Every day
- Estimated price
- €310–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 14h 3m
- When
- Every day
- Estimated price
- €340–1,300
Flights from South Bend to Lisbon-Portela Airport via Charlotte, Madrid
- Ave. Duration
- 15h 53m
- 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
- 15h 5m
- When
- Every day
- Estimated price
- €370–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 14h 45m
- When
- Every day
- Estimated price
- €260–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Charlotte, Madrid
- Ave. Duration
- 13h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €310–1,200
- 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 General Mitchell International Airport to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 14h 3m
- When
- Every day
- Estimated price
- €340–1,300
Flights from South Bend to Lisbon-Portela Airport via Chicago O'Hare International Airport, Madrid
- Ave. Duration
- 15h 5m
- When
- Every day
- Estimated price
- €370–1,400
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Philadelphia
- Ave. Duration
- 14h 45m
- When
- Every day
- Estimated price
- €260–1,100
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Charlotte, Madrid
- Ave. Duration
- 13h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- 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, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- €200–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 12h 29m
- When
- Monday to Saturday
- Estimated price
- €300–1,200
Flights from General Mitchell International Airport to Lisbon-Portela Airport via New York JFK
- Ave. Duration
- 20h 40m
- When
- Every day
- Estimated price
- €310–1,200
- 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, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- €200–800
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Boston
- Ave. Duration
- 12h 29m
- When
- Monday to Saturday
- Estimated price
- €300–1,200
- 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
- 14h 45m
- When
- Every day
- Estimated price
- €260–1,100
- Website
- united.com
Flights from General Mitchell International Airport to Lisbon-Portela Airport via Newark
- Ave. Duration
- 16h 15m
- When
- Every day
- Estimated price
- €310–1,200
Flights from South Bend to Lisbon-Portela Airport via Washington Dulles
- Ave. Duration
- 16h 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 25m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €220–1,000
Flights from Chicago Midway International Airport to Lisbon-Portela Airport via Hartford, Dublin
- Ave. Duration
- 15h 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
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