There are 9 ways to get from Little Portugal to Chicago by plane, train (Amtrak), bus (Flixbus, Amtrak), car, 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 30m$48–264Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
11h 59m$208–454Bus 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 29mDrive 507.2 mi
- Drive from Little Portugal to Chicagocar 507.2 mi
8h 34m$105–151Fly Toronto Island Airport to Chicago O'Hare International Airport
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
5h 26m$205–1,321Fly Toronto Pearson International Airport to Chicago Midway International Airport
- Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane YYZ - MDW
7h 21m$63–364Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
9h 26m$206–374Bus
- 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$83–145Train
- 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 23m$322–622
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 $80 - $150 and takes 15h 59m.
The fastest way to get from Little Portugal to Chicago is to fly which takes 5h 26m and costs $200 - $1,400.
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 King St West at Joe Shuster Way and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 11h 59m.
The distance between Little Portugal and Chicago is 469 miles. The road distance is 510.1 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 .
It takes approximately 5h 30m 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 30m and costs $45 - $270. Alternatively, you can train via Detroit, which costs $200 - $460 and takes 11h 59m, you could also bus via Dearborn, which costs and takes 15h 29m.
What companies run services between Little Portugal, ON, Canada and Chicago, IL, USA?
American Airlines, Air Canada, and United Airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a vehicle from King St West at Joe Shuster Way to Chicago Union Station via King St West at University Ave East Side - St Andrew Station, Toronto Union Station, Windsor, and Detroit in around 11h 59m.
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
- Website
- southwest.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h
- When
- Monday, Thursday, and Sunday
- Estimated price
- $75–410
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Monday to Thursday
- Estimated price
- $85–440
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 45m
- When
- Monday to Thursday
- Estimated price
- $55–350
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 35m
- When
- Monday to Thursday
- Estimated price
- $65–380
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $60–370
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–450
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $170–800
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $55–350
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $60–370
- 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 18m
- 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
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $150–240
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $290–450
- Website
- Amtrak
- 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
- $35–60
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $17–26
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 25m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Dearborn to Chicago Union Station
- Ave. Duration
- 5h 9m
- Frequency
- Once a week
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–29
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $50–80
- Website
- Greyhound
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 3:57 AM in Little Portugal and 2:57 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 510 miles. It takes approximately 8h 34m to drive from Little Portugal to Chicago.
There are 1310+ hotels available in Chicago.
















