There are 9 ways to get from Little Portugal to Chicago by plane, train (Amtrak), bus (Flixbus, Amtrak), car, tram, bus, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Toronto Pearson International Airport to Chicago O'Hare International Airport
best- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 20m$388–1,014Bus
cheapest- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus FlixBus N2706 / ...
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
15h 59m$78–135Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
12h 11m$128–385Bus via Dearborn
- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus FlixBus N2706 / ...
- Take the bus from Dearborn to Chicago Union Stationbus Amtrak Thruway Connecting Service
15h 29m$113–176Drive 510.3 mi
- Drive from Little Portugal to Chicagocar 510.3 mi
8h 35m$117–169Line 501 tram to Toronto Island Airport, fly to Chicago O'Hare International Airport
- Take the tram from Queen St East at Sudbury St to York St at Adelaide St Westtram
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
5h 31m$194–1,507Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Toronto Pearson Airport to Buffalo Niagara International Airportbus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
8h 31m$184–349Bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Toronto Pearson Airport to Buffalo Niagara International Airportbus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
8h 48m$194–339Train
- Take the train from Toronto Union Station to Buffalotrain VIA Rail
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain Lake Shore Limited
17h 16m$162–482
Little Portugal to Chicago by tram, foot, train, and car
Comparing Your Travel Options
The cheapest way to get from Little Portugal to Chicago is to bus which costs $75 - $140 and takes 15h 59m.
The fastest way to get from Little Portugal to Chicago is to fly which takes 5h 20m and costs $380 - $1,100.
No, there is no direct bus from Little Portugal to Chicago station. However, there are services departing from Toronto Pearson Airport and arriving at Chicago Union Station via Jefferson & Griswold and Dearborn. The journey, including transfers, takes approximately 15h 29m.
No, there is no direct train from Little Portugal to Chicago station. However, there are services departing from Queen St East at Sudbury St and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 12h 11m.
The distance between Little Portugal and Chicago is 469 miles. The road distance is 513.3 miles.
The best way to get from Little Portugal to Chicago without a car is to bus via Dearborn which takes 15h 29m and costs $110 - $180.
It takes approximately 5h 20m to get from Little Portugal to Chicago, including transfers.
Little Portugal to Chicago bus services, operated by Flixbus USA, depart from Toronto Pearson Airport station.
Little Portugal to Chicago train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Little Portugal to Chicago is to fly which takes 5h 20m and costs $380 - $1,100. Alternatively, you can train via Detroit, which costs $120 - $390 and takes 12h 11m, you could also bus via Dearborn, which costs $110 - $180 and takes 15h 29m.
What companies run services between Little Portugal, ON, Canada and Chicago, IL, USA?
American Airlines, Air Canada, and two other airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a vehicle from Queen St East at Sudbury St to Chicago Union Station via York St at Adelaide St West, Toronto Union Station, Windsor, and Detroit in around 12h 11m.
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $40–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $45–270
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $65–330
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $65–340
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $50–310
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–150
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $65–150
- Economy Plus
- $70–160
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–170
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–170
- Economy
- $30–95
- Economy Plus
- $35–110
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 25m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Buffalo Niagara International Airport
- Ave. Duration
- 3h 35m
- Frequency
- 5 times a week
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Buffalo Niagara International Airport
- Ave. Duration
- 3h 35m
- Frequency
- 5 times a week
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 25m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Little Portugal to Chicago bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago is 1h behind Little Portugal. It is currently 10:20 AM in Little Portugal and 9:20 AM in Chicago.
Little Portugal to Chicago train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Little Portugal to Chicago is 513 miles. It takes approximately 8h 35m to drive from Little Portugal to Chicago.
There are 1285+ hotels available in Chicago.






