There are 9 ways to get from Chicago to Regina by plane, train, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Regina
best- Fly from Chicago O'Hare International Airport (ORD) to Regina (YQR)plane ORD - YQR
8h 4m$173–1,207Train, bus, drive
- Take the train from Chicago Union Station to Shelby Amtrak Stationtrain
- Take the bus from Shelby Transit Center to Port of Sweet Grassbus
- Drive from Port of Sweet Grass to Lethbridgecar
- Take the bus from Lethbridge to Reginabus
39h 58m$529–1,155Drive 1,845.8 km
- Drive from Chicago to Reginacar 1,845.8 km
19h 59m$357–516Fly Chicago Midway International Airport to Regina
- Fly from Chicago Midway International Airport (MDW) to Regina (YQR)plane MDW - YQR
7h 42m$273–1,307Train to South Bend, fly to Regina
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Regina (YQR)plane SBN - YQR
15h 6m$288–1,320Train to General Mitchell International Airport, fly to Regina
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Regina (YQR)plane MKE - YQR
10h 44m$369–1,678Fly Chicago Midway International Airport to Ring Rock Ranch Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Ring Rock Ranch Airport (XWA)plane MDW - XWA
- Drive from Ring Rock Ranch Airport (XWA) to Reginacar
9h 55m$198–842Bus, train
- Take the bus from Chicago Bus Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Torontobus
- Take the train from Toronto Union Station to Portage la Prairietrain
- Take the bus from Portage la Prairie, MB to Regina, SK - 2820B Avonhurstbus
2d 12h$397–630Train, bus
- Take the train from Chicago Union Station to Buffalo Depew Stationtrain
- Take the train from Buffalo to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Portage la Prairietrain
- Take the bus from Portage la Prairie, MB to Regina, SK - 2820B Avonhurstbus
2d 13h$502–928
Chicago O'Hare International Airport (ORD) to Regina (YQR) flights
Questions & Answers
The cheapest way to get from Chicago to Regina is to drive which costs $350 - $550 and takes 19h 59m.
The fastest way to get from Chicago to Regina is to fly which takes 7h 42m and costs $270 - $1,400.
The distance between Chicago and Regina is 1618 km. The road distance is 1845.8 km.
The best way to get from Chicago to Regina without a car is to bus and train which takes 2 days 12h and costs $390 - $650.
It takes approximately 8h 4m to get from Chicago to Regina, including transfers.
Regina is 1h behind Chicago. It is currently 2:45 AM in Chicago and 1:45 AM in Regina.
Yes, the driving distance between Chicago to Regina is 1846 km. It takes approximately 19h 59m to drive from Chicago to Regina.
There are 89+ hotels available in Regina.
What companies run services between Chicago, IL, USA and Regina, SK, Canada?
United Airlines, WestJet, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Regina (YQR) every 4 hours.
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Regina via Calgary
- Ave. Duration
- 6h 50m
- When
- Monday and Friday
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Regina via Minneapolis
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Regina via Minneapolis
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $280–2,000
Flights from Chicago Midway International Airport to Regina via Las Vegas
- Ave. Duration
- 7h 56m
- When
- Thursday
- Estimated price
- $410–1,700
Flights from Chicago Midway International Airport to Regina via Phoenix
- Ave. Duration
- 10h 26m
- When
- Thursday and Sunday
- Estimated price
- $410–1,700
Flights from South Bend to Regina via Minneapolis
- Ave. Duration
- 13h 26m
- When
- Every day
- Estimated price
- $290–2,000
Flights from South Bend to Regina via Detroit, Calgary
- Ave. Duration
- 11h 2m
- When
- Tuesday
- Estimated price
- $440–2,300
Flights from South Bend to Regina via Detroit, Minneapolis
- Ave. Duration
- 12h 11m
- When
- Every day
- Estimated price
- $330–2,100
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 17h 55m
- When
- Every day
- Estimated price
- $370–2,200
Flights from South Bend to Regina via Washington Dulles, Toronto
- Ave. Duration
- 16h 20m
- When
- Every day
- Estimated price
- $440–2,300
Flights from General Mitchell International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $340–2,400
Flights from General Mitchell International Airport to Regina via Phoenix
- Ave. Duration
- 9h 1m
- When
- Thursday and Sunday
- Estimated price
- $500–2,100
Flights from Chicago Midway International Airport to Ring Rock Ranch Airport via Minneapolis
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $140–750
- Website
- westjet.com
Flights from Chicago O'Hare International Airport to Regina via Calgary
- Ave. Duration
- 6h 50m
- When
- Monday and Friday
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Regina via Minneapolis
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Regina via Minneapolis
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $280–2,000
Flights from Chicago Midway International Airport to Regina via Las Vegas
- Ave. Duration
- 7h 56m
- When
- Thursday
- Estimated price
- $410–1,700
Flights from Chicago Midway International Airport to Regina via Phoenix
- Ave. Duration
- 10h 26m
- When
- Thursday and Sunday
- Estimated price
- $410–1,700
Flights from South Bend to Regina via Minneapolis
- Ave. Duration
- 13h 26m
- When
- Every day
- Estimated price
- $290–2,000
Flights from South Bend to Regina via Washington Dulles, Toronto
- Ave. Duration
- 16h 20m
- When
- Every day
- Estimated price
- $440–2,300
Flights from General Mitchell International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $340–2,400
Flights from General Mitchell International Airport to Regina via Phoenix
- Ave. Duration
- 9h 1m
- When
- Thursday and Sunday
- Estimated price
- $500–2,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Regina via Denver
- Ave. Duration
- 6h 46m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Regina via Toronto
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Regina via Vancouver
- Ave. Duration
- 9h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $250–1,100
Flights from Chicago Midway International Airport to Regina via Denver
- Ave. Duration
- 7h 51m
- When
- Monday, Thursday, and Friday
- Estimated price
- $270–1,300
Flights from South Bend to Regina via Washington Dulles, Toronto
- Ave. Duration
- 14h 24m
- When
- Every day
- Estimated price
- $330–1,500
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 15h 59m
- When
- Every day
- Estimated price
- $270–1,300
Flights from General Mitchell International Airport to Regina via Denver
- Ave. Duration
- 6h 41m
- When
- Saturday
- Estimated price
- $340–1,600
Flights from Chicago Midway International Airport to Ring Rock Ranch Airport via Denver
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $200–950
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Regina via Toronto
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Regina via Vancouver
- Ave. Duration
- 9h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $250–1,100
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 15h 59m
- When
- Every day
- Estimated price
- $270–1,300
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Shelby Amtrak Station
- Ave. Duration
- 28h 8m
- Frequency
- 3 times a day
- Estimated price
- $440–1,100
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $25–60
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $160–370
- 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
- $18–20
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $18–20
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Toronto Union Station to Portage la Prairie
- Ave. Duration
- 38h 9m
- Frequency
- Twice a week
- Estimated price
- $200–290
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $200–290
- Economy Adult - Advanced Booking
- $250–290
- Economy Escape Advanced Booking - Adult
- $220–260
Train from Buffalo to Toronto Union Station
- Ave. Duration
- 4h 14m
- Frequency
- Once daily
- Estimated price
- $30–120
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–120
- Economy Adult - Advanced Booking
- $35–95
- Economy Escape Advanced Booking - Adult
- $30–50
- Phone
- +1 406-470-0727
- tctransit@gmail.com
- Website
- northern.rural-transit.com
Bus from Shelby Transit Center to Port of Sweet Grass
- Ave. Duration
- 40 min
- Frequency
- Once daily
- Schedules at
- northern.rural-transit.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Lethbridge to Regina
- Ave. Duration
- 7h 50m
- Frequency
- 5 times a week
- Estimated price
- $60–110
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $45–80
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto
- Ave. Duration
- 6h 55m
- Frequency
- 4 times a day
- Estimated price
- $40–70
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $60–120
- Website
- https://www.greyhound.com/
- Phone
- 1-833-583-3636
- contact@riderexpress.ca
- Website
- riderexpress.ca
Bus from Portage la Prairie, MB to Regina, SK - 2820B Avonhurst
- Ave. Duration
- 5h 45m
- Frequency
- Twice daily
- Estimated price
- $100–140
- Website
- https://riderexpress.ca/
- Standard
- $100–140
Want to know more about travelling around Canada
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