There are 8 ways to get from Osseo to Chicago by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Line 724 bus, bus, fly to Chicago Midway International Airport
best- Take the bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate Cbus
- Take the bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Stationbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW)plane MSP - MDW
4h 53m$63–372Train (Amtrak)
- Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain Borealis / ...
9h 40m$167–314Bus
- Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus Greyhound US0150 / ...
11h 10m$67–132Drive 421.3 mi
- Drive from Osseo to Chicagocar 421.3 mi
6h 56m$77–112Line 724 bus, bus, fly to Chicago O'Hare International Airport
- Take the bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate Cbus
- Take the bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Stationbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago O'Hare International Airport (ORD)plane MSP - ORD
5h 4m$228–462Fly to South Bend, train
- Fly from Minneapolis–Saint Paul International Airport (MSP) to South Bend (SBN)plane MSP - SBN
- Take the train from South Bend Airport to Van Buren St.train
7h 18m$114–622Line 724 bus, bus, fly to General Mitchell International Airport, train
- Take the bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate Cbus
- Take the bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Stationbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to General Mitchell International Airport (MKE)plane MSP - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 3m$635–1,082Bus via Milwaukee Airport (MKE)
- Take the bus from Minneapolis Bus Station to Milwaukee Mitchell Airportbus FlixBus 2548
- Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus Wisconsin Coach Lines
13h 31m$94–146
Osseo to Chicago by bus and foot
Questions & Answers
The cheapest way to get from Osseo to Chicago is to bus which costs $65 - $140 and takes 11h 10m.
The fastest way to get from Osseo to Chicago is to line 724 bus and bus and fly which takes 4h 53m and costs $60 - $380.
No, there is no direct bus from Osseo to Chicago station. However, there are services departing from Central Ave NW & 4th St NW and arriving at Chicago Bus Station via Northtown Transit Ctr Gate A and Minneapolis Bus Station. The journey, including transfers, takes approximately 11h 10m.
No, there is no direct train from Osseo station to Chicago station. However, there are services departing from Target Field Station Platform 2 and arriving at Chicago Union Station via St. Paul-Minneapolis. The journey, including transfers, takes approximately 9h 40m.
The distance between Osseo and Chicago is 387 miles. The road distance is 423.8 miles.
The best way to get from Osseo to Chicago without a car is to train which takes 9h 40m and costs $160 - $320.
It takes approximately 4h 53m to get from Osseo to Chicago, including transfers.
Osseo to Chicago bus services, operated by Greyhound USA, depart from Minneapolis Bus Station.
Osseo to Chicago train services, operated by Amtrak, depart from St. Paul-Minneapolis station.
The best way to get from Osseo to Chicago is to train which takes 9h 40m and costs $160 - $320. Alternatively, you can bus, which costs $65 - $140 and takes 11h 10m.
What companies run services between Osseo, MN, USA and Chicago, IL, USA?
Amtrak operates a train from St. Paul-Minneapolis to Chicago Union Station 3 times a day. Tickets cost $130–270 and the journey takes 7h 32m. Alternatively, Greyhound USA operates a bus from Minneapolis Bus Station to Chicago Bus Station 3 times a day. Tickets cost $65–130 and the journey takes 8h 30m. Flixbus USA also services this route once daily.
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $55–360
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $45–300
Flights from Minneapolis–Saint Paul International Airport to South Bend
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $95–600
Flights from Minneapolis–Saint Paul International Airport to South Bend via Detroit
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $130–700
Flights from Minneapolis–Saint Paul International Airport to General Mitchell International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $75–500
- Website
- southwest.com
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $55–360
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $85–440
Flights from Minneapolis–Saint Paul International Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 3h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–550
- Website
- united.com
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $45–300
Flights from Minneapolis–Saint Paul International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $95–600
- Website
- aa.com
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $45–300
- Website
- suncountry.com
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Monday, Tuesday, Friday, and Thursday
- Estimated price
- $45–300
Flights from Minneapolis–Saint Paul International Airport to General Mitchell International Airport
- Ave. Duration
- 1h 11m
- When
- Thursday
- Estimated price
- $75–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Paul-Minneapolis to Chicago Union Station
- Ave. Duration
- 7h 32m
- Frequency
- 3 times a day
- Estimated price
- $130–270
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 612-373-3333
- Website
- metrotransit.org
Bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate C
- Ave. Duration
- 20 min
- Frequency
- Every 15 minutes
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Station
- Ave. Duration
- 29 min
- Frequency
- Every 5 minutes
- Estimated price
- $2–3
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate C
- Ave. Duration
- 20 min
- Frequency
- Every 15 minutes
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Station
- Ave. Duration
- 29 min
- Frequency
- Every 5 minutes
- Estimated price
- $2–3
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Bus from Starlite Transit Center & Gate A to Brooklyn Ctr Transit Ctr Gate C
- Ave. Duration
- 20 min
- Frequency
- Every 15 minutes
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Bus from Brooklyn Ctr Transit Ctr Gate F to 8th St & Hennepin Station
- Ave. Duration
- 29 min
- Frequency
- Every 5 minutes
- Estimated price
- $2–3
- Website
- https://www.metrotransit.org
- Schedules at
- https://www.metrotransit.org/schedules-maps
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Minneapolis Bus Station to Chicago Bus Station
- Ave. Duration
- 8h 30m
- Frequency
- 3 times a day
- Estimated price
- $65–130
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Minneapolis Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $70–120
- Schedules at
- flixbus.com
Bus from Minneapolis Bus Station to Milwaukee Mitchell Airport
- Ave. Duration
- 7h 50m
- Frequency
- Once daily
- Estimated price
- $55–100
- Schedules at
- flixbus.com
- Phone
- (866) 912 6224
- [email protected]
- Website
- coachusa.com
Bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $35–39
- Website
- https://www.coachusa.com/wisconsin-coach?gad_source=1&gclid=CjwKCAiAt4C-BhBcEiwA8Kp0Cc3RRg_kOdc3CzsoiFSe4BX-r10-kIOeuDNMfsAKsG5uubvoAmxcrRoC5LwQAvD_BwE
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More Questions & Answers
Osseo to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Osseo to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Osseo to Chicago is 424 miles. It takes approximately 6h 56m to drive from Osseo to Chicago.
There are 1328+ hotels available in Chicago.











