There are 8 ways to get from Chicago to Upland by plane, train (Amtrak), bus, car, 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.
Fly Chicago Midway International Airport to Ontario International Airport
best- Fly from Chicago Midway International Airport (MDW) to Ontario International Airport (ONT)plane MDW - ONT
6h 17m$230–1,100Fly Chicago O'Hare International Airport to Ontario International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Ontario International Airport (ONT)plane ORD - ONT
6h 45m$160–750Train via San Bernardino (Amtrak)
- Take the train from Chicago Union Station to San Bernardinotrain Southwest Chief
42h 46mBus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus FlixBus N2521 / ...
- Take the bus from St Louis Bus Station to Montclair Transcenterbus Greyhound US1210
47h 24mDrive 1,975.9 mi
- Drive from Chicago to Uplandcar 1,975.9 mi
30h 56m$361–521Fly Chicago O'Hare International Airport to Los Angeles International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Los Angeles International Airport (LAX)plane ORD - LAX
- Take the train from L.A. Union Station to Uplandtrain
9h 9mFly Chicago Midway International Airport to Los Angeles International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Los Angeles International Airport (LAX)plane MDW - LAX
- Take the train from L.A. Union Station to Uplandtrain
8h 57mTrain (Amtrak)
- Take the train from Chicago Union Station to Ontario Amtraktrain Texas Eagle
2d 16h
Chicago Midway International Airport (MDW) to Ontario International Airport (ONT) flights
Questions & Answers
The cheapest way to get from Chicago to Upland is to fly which costs $160 - $750 and takes 6h 45m.
The fastest way to get from Chicago to Upland is to fly which takes 6h 17m and costs $230 - $1,100.
No, there is no direct bus from Chicago station to Upland. However, there are services departing from Chicago Bus Station and arriving at Arrow Highway @ 2nd Avenue via St Louis Bus Station and Montclair Transit Center. The journey, including transfers, takes approximately 47h 24m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Ontario Amtrak. Services depart three times a week, and operate Tuesday, Friday and Sunday. The journey takes approximately 2 days 16h.
The distance between Chicago and Upland is 1728 miles. The road distance is 1987.5 miles.
The best way to get from Chicago to Upland without a car is to train via San Bernardino which takes 42h 46m and costs .
It takes approximately 6h 17m to get from Chicago to Upland, including transfers.
Chicago to Upland bus services, operated by FlixBus-us, depart from Chicago Bus Station.
Chicago to Upland train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Upland is to fly which takes 6h 17m and costs $230 - $1,100. Alternatively, you can train via San Bernardino, which costs and takes 42h 46m, you could also bus, which costs and takes 47h 24m.
What companies run services between Chicago, IL, USA and Upland, CA, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Ontario International Airport (ONT) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to San Bernardino twice daily, and the journey takes 41h 21m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Ontario International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago Midway International Airport to Ontario International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago Midway International Airport to Ontario International Airport via Las Vegas
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Chicago Midway International Airport to Ontario International Airport via Phoenix
- Ave. Duration
- 6h 19m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $230–1,100
Flights from Chicago Midway International Airport to Ontario International Airport via Sacramento
- Ave. Duration
- 6h 55m
- When
- Sunday
- Estimated price
- $280–1,300
Flights from Chicago O'Hare International Airport to Ontario International Airport via Phoenix
- Ave. Duration
- 6h 2m
- When
- Monday to Saturday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Ontario International Airport via Denver
- Ave. Duration
- 6h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Ontario International Airport via Las Vegas
- Ave. Duration
- 7h 12m
- When
- Monday to Friday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Sunday
- Estimated price
- $80–380
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 15m
- When
- Sunday
- Estimated price
- $80–380
Flights from Chicago Midway International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 11m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Kansas City
- Ave. Duration
- 6h 15m
- When
- Sunday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Phoenix
- Ave. Duration
- 6h 23m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $120–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Ontario International Airport via Phoenix
- Ave. Duration
- 6h 36m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Ontario International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 59m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $80–380
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 17m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–380
- Website
- united.com
Flights from Chicago O'Hare International Airport to Ontario International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Ontario International Airport via Denver
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $80–380
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Ontario International Airport via Salt Lake City
- Ave. Duration
- 6h 39m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $80–380
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $100–430
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $80–380
- Website
- amtrak.com
Train from Chicago Union Station to San Bernardino
- Ave. Duration
- 41h 21m
- Frequency
- Twice daily
- Schedules at
- amtrak.com
Train from Chicago Union Station to Ontario Amtrak
- Ave. Duration
- 2d 16h
- Frequency
- 3 times a week
- Schedules at
- amtrak.com
- Website
- metrolinktrains.com
Train from L.A. Union Station to Upland
- Ave. Duration
- 1h 16m
- Frequency
- Hourly
- Schedules at
- metrolinktrains.com
- Website
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- 3 times a day
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from St Louis Bus Station to Montclair Transcenter
- Ave. Duration
- 39h 35m
- Frequency
- Once daily
- Schedules at
- greyhound.com
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More Questions & Answers
Chicago to Upland bus services, operated by FlixBus-us, arrive at St Louis Bus Station.
Upland is 2h behind Chicago. It is currently 11:34 PM in Chicago and 9:34 PM in Upland.
Chicago to Upland train services, operated by Amtrak, arrive at Ontario Amtrak station.
Yes, the driving distance between Chicago to Upland is 1987 miles. It takes approximately 30h 56m to drive from Chicago to Upland.
Book your Chicago to Upland train tickets online with Omio.
There are 398+ hotels available in Upland.