There are 9 ways to get from Weyburn to Chicago by car, plane, bus, 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.
Drive to Regina, fly to Chicago O'Hare International Airport
best- Drive from Weyburn to Regina-Airport-YQRcar
- Fly from Regina (YQR) to Chicago O'Hare International Airport (ORD)plane YQR - ORD
7h 18m$359–1,129Drive to Ring Rock Ranch Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Weyburn to Ring Rock Ranch Airport (XWA)car
- Fly from Ring Rock Ranch Airport (XWA) to Chicago O'Hare International Airport (ORD)plane XWA - ORD
7h 46m$98–413Drive, bus, train
- Drive from Weyburn to Reginacar
- Take the bus from Regina to Lethbridgebus
- Drive from Lethbridge to Port of Sweet Grasscar
- Take the bus from Port of Sweet Grass to Shelby Transit Centerbus
- Take the train from Shelby Amtrak Station to Chicago Union Stationtrain
41h 58m$476–1,035Drive 1,075.5 mi
- Drive from Weyburn to Chicagocar 1,075.5 mi
18h 38m$247–356Drive to Regina, fly to Chicago Midway International Airport
- Drive from Weyburn to Regina-Airport-YQRcar
- Fly from Regina (YQR) to Chicago Midway International Airport (MDW)plane YQR - MDW
8h 27m$169–729Drive to Ring Rock Ranch Airport, fly to Chicago Midway International Airport
- Drive from Weyburn to Ring Rock Ranch Airport (XWA)car
- Fly from Ring Rock Ranch Airport (XWA) to Chicago Midway International Airport (MDW)plane XWA - MDW
8h 45m$113–463Drive to Minot International Airport, fly to Chicago O'Hare International Airport
- Drive from Weyburn to Minot International Airport (MOT)car
- Fly from Minot International Airport (MOT) to Chicago O'Hare International Airport (ORD)plane MOT - ORD
8h 54m$107–412Drive to Minot International Airport, fly to Chicago Midway International Airport
- Drive from Weyburn to Minot International Airport (MOT)car
- Fly from Minot International Airport (MOT) to Chicago Midway International Airport (MDW)plane MOT - MDW
9h 51m$117–462Drive, bus, train via Saint Paul
- Drive from Weyburn to Reginacar
- Take the bus from Regina to Lethbridgebus
- Drive from Lethbridge to Port of Sweet Grasscar
- Take the bus from Port of Sweet Grass to Shelby Transit Centerbus
- Take the train from Shelby Amtrak Station to St. Paul-Minneapolistrain
- Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus
42h 41m$421–905
Regina (YQR) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Weyburn to Chicago is to drive and fly which costs $95 - $420 and takes 7h 46m.
The fastest way to get from Weyburn to Chicago is to drive and fly which takes 7h 18m and costs $350 - $1,200.
The distance between Weyburn and Chicago is 1085 miles. The road distance is 1081.8 miles.
It takes approximately 7h 18m to get from Weyburn to Chicago, including transfers.
Chicago is 1h ahead of Weyburn. It is currently 2:36 AM in Weyburn and 3:36 AM in Chicago.
Yes, the driving distance between Weyburn to Chicago is 1082 miles. It takes approximately 18h 38m to drive from Weyburn to Chicago.
There are 1309+ hotels available in Chicago.
What companies run services between Weyburn, SK, Canada and Chicago, IL, USA?
There is no direct connection from Weyburn to Chicago. However, you can drive to Regina-Airport-YQR airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take a vehicle from Weyburn to Chicago Union Station via Regina, Lethbridge, Port of Sweet Grass, Shelby Transit Center, and Shelby Amtrak Station in around 41h 58m.
- Website
- delta.com
Flights from Regina to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $340–1,200
Flights from Regina to Chicago O'Hare International Airport via Calgary
- Ave. Duration
- 7h 5m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $340–1,200
Flights from Regina to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $230–1,300
Flights from Ring Rock Ranch Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $70–370
Flights from Ring Rock Ranch Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $85–420
Flights from Minot International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $65–350
Flights from Minot International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $75–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Shelby Amtrak Station to Chicago Union Station
- Ave. Duration
- 28h 17m
- Frequency
- Twice daily
- Estimated price
- $390–900
- Website
- Amtrak
Train from Shelby Amtrak Station to St. Paul-Minneapolis
- Ave. Duration
- 20h 5m
- Frequency
- Twice daily
- Estimated price
- $280–650
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Regina to Lethbridge
- Ave. Duration
- 8h 5m
- Frequency
- 5 times a week
- Estimated price
- $55–90
- Schedules at
- Flixbus USA
Bus from Regina to Lethbridge
- Ave. Duration
- 8h 5m
- Frequency
- 5 times a week
- Estimated price
- $55–90
- Schedules at
- Flixbus USA
Bus from Saint Paul Union Depot to Chicago Bus Station
- Ave. Duration
- 9h 15m
- Frequency
- Once daily
- Estimated price
- $55–95
- Schedules at
- Flixbus USA
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