There are 8 ways to get from Redlands to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Ontario International Airport to Chicago Midway International Airport
best- Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane ONT - MDW
7h 48m$196–876Fly Ontario International Airport to Chicago O'Hare International Airport
cheapest- Fly from Ontario International Airport (ONT) to Chicago O'Hare International Airport (ORD)plane ONT - ORD
8h 11m$116–516Train (Amtrak)
- Take the train from San Bernardino to Chicago Union Stationtrain Southwest Chief
43h 6m$607–1,414Bus
- Take the bus from Montclair Transcenter to St Louis Bus Stationbus Greyhound US1210
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus FlixBus N2521 / ...
2d 2h$372–727Drive 1,977.8 mi
- Drive from Redlands to Chicagocar 1,977.8 mi
30h 58m$361–522Train to Los Angeles International Airport, fly to Chicago Midway International Airport
- Take the train from San Bernardino - Downtown to L.A. Union Stationtrain
- Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane LAX - MDW
9h 24m$154–641Bus to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport
- Take the bus from San Bernardino to Harbor + Katellabus
- Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane SNA - ORD
11h 13m$163–673Train to Long Beach Airport, fly to Chicago Midway International Airport
- Take the train from San Bernardino - Downtown to L.A. Union Stationtrain
- Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane LGB - MDW
10h 57m$193–834
Redlands to Chicago by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Redlands to Chicago is to fly which costs $110 - $550 and takes 8h 11m.
The fastest way to get from Redlands to Chicago is to fly which takes 7h 48m and costs $190 - $900.
No, there is no direct bus from Redlands to Chicago station. However, there are services departing from Redlands Mall and arriving at Chicago Bus Station via Fontana Metrolink Transit Center, Montclair Transcenter and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 2h.
The distance between Redlands and Chicago is 1752 miles. The road distance is 1989.3 miles.
The best way to get from Redlands to Chicago without a car is to train which takes 43h 6m and costs $600 - $1,500.
It takes approximately 7h 48m to get from Redlands to Chicago, including transfers.
Redlands to Chicago bus services, operated by Greyhound USA, depart from Montclair Transcenter station.
The best way to get from Redlands to Chicago is to fly which takes 7h 48m and costs $190 - $900. Alternatively, you can train, which costs $600 - $1,500 and takes 43h 6m, you could also bus, which costs $370 - $750 and takes 2 days 2h.
Redlands to Chicago bus services, operated by Greyhound USA, arrive at St Louis Bus Station.
Chicago is 2h ahead of Redlands. It is currently 4:46 PM in Redlands and 6:46 PM in Chicago.
What companies run services between Redlands, CA, USA and Chicago, IL, USA?
Southwest Airlines flies from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from San Bernardino to Chicago Union Station once daily. Tickets cost $600–1,400 and the journey takes 41h 39m.
- Website
- southwest.com
Flights from Ontario International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 45m
- When
- Every day
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 43m
- When
- Monday to Friday
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 57m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 30m
- When
- Saturday and Sunday
- Estimated price
- $200–950
Flights from Ontario International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 50m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $220–950
Flights from Ontario International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $110–500
Flights from Ontario International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–490
Flights from Ontario International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–490
Flights from Los Angeles International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 59m
- When
- Every day
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $130–650
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $95–440
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 55m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $190–850
- Website
- aa.com
Flights from Ontario International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $110–500
Flights from Ontario International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $120–550
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $95–440
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $95–440
- Website
- united.com
Flights from Ontario International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $100–490
Flights from Ontario International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $100–490
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $95–440
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $95–440
- Website
- delta.com
Flights from Ontario International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $110–500
- Website
- flyfrontier.com
Flights from Ontario International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 7h 18m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–490
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from San Bernardino to Chicago Union Station
- Ave. Duration
- 41h 39m
- Frequency
- Once daily
- Estimated price
- $600–1,400
- Website
- https://www.amtrak.com/home.html
- Phone
- (800) 371-LINK (5465)
- Website
- metrolinktrains.com
Train from San Bernardino - Downtown to L.A. Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $9–14
- Website
- https://metrolinktrains.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Montclair Transcenter to St Louis Bus Station
- Ave. Duration
- 39h 10m
- Frequency
- Twice daily
- Estimated price
- $330–650
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $40–75
- Schedules at
- flixbus.com
- Phone
- +1 (951) 565-5002
- Website
- riversidetransit.com
Bus from San Bernardino to Harbor + Katella
- Ave. Duration
- 1h 53m
- Frequency
- Every 2 hours
- Estimated price
- $1–5
- Website
- http://www.riversidetransit.com
- Children 46" tall and under
- $1–4
- Seniors 60+, Disabled, Medicare
- $1–4
- Adults and children over 46" tall
- $1–5
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More Questions & Answers
Yes, the driving distance between Redlands to Chicago is 1989 miles. It takes approximately 30h 58m to drive from Redlands to Chicago.
There are 2081+ hotels available in Chicago.











