There are 8 ways to get from Chicago to Regina by plane, bus, train, 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 23m$173–1,107Bus, 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 11h$409–703Drive 1,845.8 km
- Drive from Chicago to Reginacar 1,845.8 km
19h 51m$361–522Fly Chicago Midway International Airport to Regina
- Fly from Chicago Midway International Airport (MDW) to Regina (YQR)plane MDW - YQR
8h 26m$253–1,107Train 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
11h 48m$348–1,520Train 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 43m$384–1,763Fly 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
10h 37m$188–792Train, 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$418–841
Chicago O'Hare International Airport (ORD) to Regina (YQR) flights
Questions & Answers
The cheapest way to get from Chicago to Regina is to fly and drive which costs $180 - $800 and takes 10h 37m.
The fastest way to get from Chicago to Regina is to fly which takes 8h 23m and costs $170 - $1,200.
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 11h and costs $400 - $750.
It takes approximately 8h 23m to get from Chicago to Regina, including transfers.
Yes, the driving distance between Chicago to Regina is 1846 km. It takes approximately 19h 51m to drive from Chicago to Regina.
There are 82+ hotels available in Regina.
What companies run services between Chicago, IL, USA and Regina, SK, Canada?
Delta, 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 Minneapolis
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $170–950
Flights from Chicago O'Hare International Airport to Regina via Calgary
- Ave. Duration
- 6h 48m
- When
- Monday and Friday
- Estimated price
- $170–950
Flights from Chicago Midway International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 12m
- When
- Every day
- Estimated price
- $290–1,900
Flights from Chicago Midway International Airport to Regina via Las Vegas
- Ave. Duration
- 8h 11m
- When
- Thursday
- Estimated price
- $370–1,500
Flights from Chicago Midway International Airport to Regina via Phoenix
- Ave. Duration
- 10h 25m
- When
- Thursday and Sunday
- Estimated price
- $370–1,500
Flights from South Bend to Regina via Minneapolis
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- $400–2,500
Flights from South Bend to Regina via Detroit, Minneapolis
- Ave. Duration
- 11h
- When
- Every day
- Estimated price
- $440–2,600
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 11h 32m
- When
- Wednesday to Sunday
- Estimated price
- $480–2,700
Flights from South Bend to Regina via Chicago O'Hare International Airport, Minneapolis
- Ave. Duration
- 9h 56m
- When
- Every day
- Estimated price
- $400–2,500
Flights from General Mitchell International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 17m
- When
- Every day
- Estimated price
- $400–2,600
Flights from General Mitchell International Airport to Regina via Phoenix
- Ave. Duration
- 8h 15m
- When
- Thursday and Sunday
- Estimated price
- $500–2,100
Flights from General Mitchell International Airport to Regina via Las Vegas
- Ave. Duration
- 9h 6m
- When
- Thursday
- Estimated price
- $500–2,100
Flights from Chicago Midway International Airport to Ring Rock Ranch Airport via Minneapolis
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $130–700
- Website
- westjet.com
Flights from Chicago O'Hare International Airport to Regina via Minneapolis
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $170–950
Flights from Chicago O'Hare International Airport to Regina via Calgary
- Ave. Duration
- 6h 48m
- When
- Monday and Friday
- Estimated price
- $170–950
Flights from Chicago Midway International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 12m
- When
- Every day
- Estimated price
- $290–1,900
Flights from Chicago Midway International Airport to Regina via Las Vegas
- Ave. Duration
- 8h 11m
- When
- Thursday
- Estimated price
- $370–1,500
Flights from Chicago Midway International Airport to Regina via Phoenix
- Ave. Duration
- 10h 25m
- When
- Thursday and Sunday
- Estimated price
- $370–1,500
Flights from South Bend to Regina via Minneapolis
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- $400–2,500
Flights from South Bend to Regina via Chicago O'Hare International Airport, Minneapolis
- Ave. Duration
- 9h 56m
- When
- Every day
- Estimated price
- $400–2,500
Flights from General Mitchell International Airport to Regina via Minneapolis
- Ave. Duration
- 7h 17m
- When
- Every day
- Estimated price
- $400–2,600
Flights from General Mitchell International Airport to Regina via Phoenix
- Ave. Duration
- 8h 15m
- When
- Thursday and Sunday
- Estimated price
- $500–2,100
Flights from General Mitchell International Airport to Regina via Las Vegas
- Ave. Duration
- 9h 6m
- When
- Thursday
- Estimated price
- $500–2,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Regina via Denver
- Ave. Duration
- 6h 52m
- When
- Tuesday to Sunday
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Regina via Toronto
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $200–900
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
- $280–1,200
Flights from Chicago Midway International Airport to Regina via Denver
- Ave. Duration
- 6h 36m
- When
- Monday
- Estimated price
- $250–1,100
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 9h 34m
- When
- Every day
- Estimated price
- $330–1,500
Flights from General Mitchell International Airport to Regina via Denver
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $350–1,600
Flights from Chicago Midway International Airport to Ring Rock Ranch Airport via Denver
- Ave. Duration
- 6h 7m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–850
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Regina via Toronto
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $200–900
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
- $280–1,200
Flights from South Bend to Regina via Detroit, Toronto
- Ave. Duration
- 9h 34m
- When
- Every day
- Estimated price
- $330–1,500
- 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
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 1h 58m
- Frequency
- Every 2 hours
- Estimated price
- $18–20
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $18–20
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- 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
- $75–280
- Website
- https://www.amtrak.com/home.html
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
- $45–110
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–130
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto
- Ave. Duration
- 6h 25m
- Frequency
- 3 times a day
- Estimated price
- $50–130
- Schedules at
- flixbus.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
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