There are 11 ways to get from Chicago to Thousand Oaks by plane, bus, train, bus (Flixbus, Greyhound), 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 Midway International Airport to Los Angeles International Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to Los Angeles International Airport (LAX)MDW - LAX
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd
9h 46m$110–475Fly Chicago O'Hare International Airport to Los Angeles International Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Los Angeles International Airport (LAX)ORD - LAX
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd
10h 5m$96–365Train, bus
- Take the train from Chicago Union Station to Los AngelesSouthwest Chief / ...
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd422
46h 31m$234–1,207Bus
- Take the bus from Chicago Bus Station to St Louis Bus Station
- Take the bus from St Louis Bus Station to Los Angeles Union Station
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd422
2d 1h$166–493Drive 2,046.7 mi
- Drive from Chicago to Thousand Oaks2,046.7 mi
31h 55m$374–540Fly Chicago Midway International Airport to Burbank Bob Hope Airport, train
- Fly from Chicago Midway International Airport (MDW) to Burbank Bob Hope Airport (BUR)MDW - BUR
- Take the train from Burbank Airport - South to Moorpark
9h 34m$160–669Fly Chicago Midway International Airport to Long Beach Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Long Beach Airport (LGB)MDW - LGB
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd
11h$142–615Fly Chicago Midway International Airport to Ontario International Airport, train, bus
- Fly from Chicago Midway International Airport (MDW) to Ontario International Airport (ONT)MDW - ONT
- Take the train from Rancho Cucamonga to L.A. Union Station
- Take the bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd
11h 35m$188–824Fly Chicago Midway International Airport to San Diego International Airport, train
- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)MDW - SAN
- Take the train from San Diego Old Town Transportation Center to Moorpark Amtrak
12h 57m$198–804Fly Chicago O'Hare International Airport to San Diego International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)ORD - SAN
- Take the train from San Diego Old Town Transportation Center to Moorpark Amtrak
13h 21m$124–444Fly Chicago O'Hare International Airport to John Wayne Airport Orange County, train
- Fly from Chicago O'Hare International Airport (ORD) to John Wayne Airport Orange County (SNA)ORD - SNA
- Take the train from Fullerton Amtrak Station to Moorpark Amtrak
13h 35m$140–458
Chicago to Thousand Oaks by train, tram, and bus
Questions & Answers
The cheapest way to get from Chicago to Thousand Oaks is to fly and bus which costs $95 - $370 and takes 10h 5m.
The fastest way to get from Chicago to Thousand Oaks is to fly and train which takes 9h 34m and costs $160 - $700.
No, there is no direct bus from Chicago station to Thousand Oaks. However, there are services departing from Chicago Bus Station and arriving at Thousand Oaks Blvd & Hampshire Rd via St Louis Bus Station, Patsaouras Transit Plaza and Figueroa St & 12th St. The journey, including transfers, takes approximately 2 days 1h.
The distance between Chicago and Thousand Oaks is 1827 miles. The road distance is 2058.6 miles.
The best way to get from Chicago to Thousand Oaks without a car is to train and bus which takes 46h 31m and costs $230 - $1,300.
It takes approximately 9h 46m to get from Chicago to Thousand Oaks, including transfers.
Chicago to Thousand Oaks bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Thousand Oaks bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
Thousand Oaks is 2h behind Chicago. It is currently 1:59 AM in Chicago and 11:59 PM in Thousand Oaks.
Yes, the driving distance between Chicago to Thousand Oaks is 2059 miles. It takes approximately 31h 55m to drive from Chicago to Thousand Oaks.
What companies run services between Chicago, IL, USA and Thousand Oaks, Ventura County, CA, USA?
You can take a bus from Chicago Bus Station to Thousand Oaks Blvd & Hampshire Rd via St Louis Bus Station, Patsaouras Transit Plaza, Main / 11th, and Figueroa St & 12th St in around 2d 1h.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- southwest.com
Flights from Chicago Midway International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $100–460
Flights from Chicago Midway International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 10m
- When
- Friday to Sunday
- Estimated price
- $100–460
Flights from Chicago Midway International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 8m
- When
- Monday to Friday
- Estimated price
- $100–460
Flights from Chicago Midway International Airport to Los Angeles International Airport via Kansas City
- Ave. Duration
- 6h
- When
- Sunday
- Estimated price
- $100–460
Flights from Chicago Midway International Airport to Los Angeles International Airport via Phoenix
- Ave. Duration
- 6h 10m
- When
- Monday to Friday
- Estimated price
- $110–470
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 25m
- When
- Saturday
- Estimated price
- $90–390
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Denver
- Ave. Duration
- 6h
- When
- Friday to Sunday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Las Vegas
- Ave. Duration
- 6h 24m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Phoenix
- Ave. Duration
- 6h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Long Beach Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Long Beach Airport via Denver
- Ave. Duration
- 6h 5m
- When
- Friday and Sunday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Long Beach Airport via Las Vegas
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Long Beach Airport via Phoenix
- Ave. Duration
- 6h 27m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–600
Flights from Chicago Midway International Airport to Long Beach Airport via Dallas
- Ave. Duration
- 6h 45m
- When
- Monday to Friday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Ontario International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Ontario International Airport via Las Vegas
- Ave. Duration
- 6h 48m
- When
- Friday to Sunday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Ontario International Airport via Phoenix
- Ave. Duration
- 6h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Ontario International Airport via Denver
- Ave. Duration
- 6h 46m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Ontario International Airport via Sacramento
- Ave. Duration
- 7h 20m
- When
- Monday to Friday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ontario International Airport via Dallas
- Ave. Duration
- 7h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 9m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to San Diego International Airport via Omaha
- Ave. Duration
- 6h
- When
- Monday
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to San Diego International Airport via Albuquerque
- Ave. Duration
- 7h 30m
- When
- Monday to Friday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to San Diego International Airport via Kansas City
- Ave. Duration
- 8h 5m
- When
- Friday and Sunday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 5m
- When
- Saturday
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Las Vegas
- Ave. Duration
- 6h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Phoenix
- Ave. Duration
- 6h 25m
- When
- Friday to Sunday
- Estimated price
- $130–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $85–390
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 22m
- When
- Every day
- Estimated price
- $90–390
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Denver
- Ave. Duration
- 6h 22m
- When
- Every day
- Estimated price
- $130–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $85–390
Flights from Chicago O'Hare International Airport to Los Angeles International Airport via Phoenix
- Ave. Duration
- 6h 25m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $90–400
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 19m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Phoenix
- Ave. Duration
- 6h 22m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $130–600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $85–390
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Minneapolis
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $140–600
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Salt Lake City
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $130–600
- Website
- volaris.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 39m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $70–390
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 39m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–390
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Los Angeles
- Ave. Duration
- 43h 32m
- Frequency
- Once daily
- Estimated price
- $220–1,200
- Website
- https://www.amtrak.com/home.html
Train from San Diego Old Town Transportation Center to Moorpark Amtrak
- Ave. Duration
- 4h 12m
- Frequency
- 5 times a day
- Estimated price
- $35–45
- Website
- https://www.amtrak.com/home.html
Train from Fullerton Amtrak Station to Moorpark Amtrak
- Ave. Duration
- 2h 4m
- Frequency
- 5 times a day
- Estimated price
- $23–25
- Website
- https://www.amtrak.com/home.html
- Phone
- (800) 371-LINK (5465)
- Website
- metrolinktrains.com
Train from Burbank Airport - South to Moorpark
- Ave. Duration
- 52 min
- Frequency
- Every 4 hours
- Estimated price
- $7–10
- Website
- https://metrolinktrains.com
- Passenger
- $7–10
Train from Rancho Cucamonga to L.A. Union Station
- Ave. Duration
- 1h 16m
- Frequency
- Hourly
- Estimated price
- $8–11
- Website
- https://metrolinktrains.com
- Passenger
- $8–11
- Phone
- +1 213-808-2273
- Website
- ladottransit.com
Bus from Figueroa St & 12th St to Thousand Oaks Blvd & Hampshire Rd
- Ave. Duration
- 1h 42m
- Frequency
- Every 4 hours
- Estimated price
- $4
- Website
- https://www.ladottransit.com/
- Adult
- $4
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- 3 times a day
- Estimated price
- $40–100
- 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 St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 38h 45m
- Frequency
- Twice daily
- Estimated price
- $120–390
- Website
- https://www.greyhound.com/
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