There are 8 ways to get from Thousand Oaks to Chicago by bus, plane, train, bus (Greyhound, Flixbus), 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.
Bus to Los Angeles International Airport, fly to Chicago Midway International Airport
best- Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus
- Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane LAX - MDW
8h 38m$145–724Bus, train
- Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 5th Stbus 422 / ...
- Take the train from Los Angeles to Chicago Union Stationtrain Southwest Chief / ...
46h 47m$705–1,508Bus
- Take the bus from Hampshire Rd & Townsgate Rd to Figueroa St & Pico Blvdbus 422 / ...
- Take the bus from El Monte Bus Stop to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
2d 2h$365–695Drive 2,046.3 mi
- Drive from Thousand Oaks to Chicagocar 2,046.3 mi
32h 9m$374–540Bus to Los Angeles International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus
- Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane LAX - ORD
8h 54m$195–404Train to Burbank Bob Hope Airport, fly to Chicago Midway International Airport
- Take the train from Moorpark to Burbank Airport - Southtrain
- Fly from Burbank Bob Hope Airport (BUR) to Chicago Midway International Airport (MDW)plane BUR - MDW
7h 59m$152–621Bus to Long Beach Airport, fly to Chicago Midway International Airport
- Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus
- Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane LGB - MDW
9h 55m$152–615Bus, train to Ontario International Airport, fly to Chicago Midway International Airport
- Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus
- Take the train from L.A. Union Station to Rancho Cucamongatrain
- Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane ONT - MDW
10h 42m$158–675
Thousand Oaks to Chicago by bus and train
Questions & Answers
The cheapest way to get from Thousand Oaks to Chicago is to bus and fly which costs $190 - $410 and takes 8h 54m.
The fastest way to get from Thousand Oaks to Chicago is to train and fly which takes 7h 59m and costs $150 - $650.
No, there is no direct bus from Thousand Oaks to Chicago station. However, there are services departing from Hampshire Rd & Townsgate Rd and arriving at Chicago Bus Station via Figueroa / Pico, El Monte Bus Stop and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 2h.
The distance between Thousand Oaks and Chicago is 1829 miles. The road distance is 2058.2 miles.
The best way to get from Thousand Oaks to Chicago without a car is to bus and train which takes 46h 47m and costs $700 - $1,600.
It takes approximately 8h 38m to get from Thousand Oaks to Chicago, including transfers.
Thousand Oaks to Chicago bus services, operated by LA DOT, depart from Hampshire Rd & Townsgate Rd station.
Thousand Oaks to Chicago bus services, operated by LA DOT, arrive at Figueroa St & Pico Blvd station.
Chicago is 2h ahead of Thousand Oaks. It is currently 5:45 PM in Thousand Oaks and 7:45 PM in Chicago.
Yes, the driving distance between Thousand Oaks to Chicago is 2058 miles. It takes approximately 32h 9m to drive from Thousand Oaks to Chicago.
What companies run services between Thousand Oaks, Ventura County, CA, USA and Chicago, IL, USA?
You can take a bus from Hampshire Rd & Townsgate Rd to Chicago Bus Station via Figueroa St & Pico Blvd, Figueroa / Pico, El Monte Bus Stop, and St Louis Bus Station in around 2d 2h.
- Website
- southwest.com
Flights from Los Angeles International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $130–550
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 51m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $130–550
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $130–550
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $140–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 45m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $140–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 15m
- When
- Sunday
- Estimated price
- $160–650
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $140–600
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 46m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $140–600
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 55m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $140–600
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $140–600
Flights from Long Beach Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 35m
- When
- Tuesday and Wednesday
- Estimated price
- $160–650
Flights from Long Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 50m
- When
- Sunday
- Estimated price
- $170–700
Flights from Ontario International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $140–650
Flights from Ontario International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 35m
- When
- Saturday, Sunday, Friday, Monday, and Thursday
- Estimated price
- $150–650
Flights from Ontario International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 41m
- When
- Tuesday and Sunday
- Estimated price
- $150–650
Flights from Ontario International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 57m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $150–650
Flights from Ontario International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $180–700
- Website
- united.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $110–450
- Website
- aa.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $110–450
- Website
- delta.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $110–450
- Website
- flyfrontier.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $170–380
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Los Angeles to Chicago Union Station
- Ave. Duration
- 43h 23m
- Frequency
- Once daily
- Estimated price
- $700–1,500
- Website
- https://www.amtrak.com/home.html
- Phone
- (800) 371-LINK (5465)
- Website
- metrolinktrains.com
Train from Moorpark to Burbank Airport - South
- Ave. Duration
- 52 min
- Frequency
- Every 4 hours
- Estimated price
- $8–12
- Website
- https://metrolinktrains.com
Train from L.A. Union Station to Rancho Cucamonga
- Ave. Duration
- 1h 23m
- Frequency
- Hourly
- Estimated price
- $8–12
- Website
- https://metrolinktrains.com
- Phone
- +1 213-808-2273
- Website
- ladottransit.com
Bus from Hampshire Rd & Townsgate Rd to Flower St & 7th St
- Ave. Duration
- 2h 2m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Bus from Hampshire Rd & Townsgate Rd to Flower St & 5th St
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Bus from Hampshire Rd & Townsgate Rd to Figueroa St & Pico Blvd
- Ave. Duration
- 2h 6m
- Frequency
- Every 2 hours
- Estimated price
- $4
- Website
- https://www.ladottransit.com/
- Adult
- $4
Bus from Hampshire Rd & Townsgate Rd to Flower St & 7th St
- Ave. Duration
- 2h 2m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Bus from Hampshire Rd & Townsgate Rd to Flower St & 7th St
- Ave. Duration
- 2h 2m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Bus from Hampshire Rd & Townsgate Rd to Flower St & 7th St
- Ave. Duration
- 2h 2m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from El Monte Bus Stop to St Louis Bus Station
- Ave. Duration
- 39h 45m
- Frequency
- Twice daily
- Estimated price
- $400–550
- Book at
- https://www.jeffersonlines.com
- Adult
- $400–550
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $75–110
- Book at
- https://www.jeffersonlines.com
- Adult
- $75–110
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from El Monte Bus Stop to St Louis Bus Station
- Ave. Duration
- 39h 45m
- Frequency
- Once daily
- Estimated price
- $310–600
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $50–85
- Schedules at
- flixbus.com
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