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 39m$155–624Train to Burbank Bob Hope Airport, fly to Chicago Midway International Airport
cheapest- 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$122–571Bus, 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$555–1,308Bus
- 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$340–635Drive 2,046.3 mi
- Drive from Thousand Oaks to Chicagocar 2,046.3 mi
32h 10m$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 57m$135–384Bus 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 50m$202–865Bus, 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 43m$138–575
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 $130 - $390 and takes 8h 57m.
The fastest way to get from Thousand Oaks to Chicago is to train and fly which takes 7h 59m and costs $120 - $600.
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 $550 - $1,400.
It takes approximately 8h 39m 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 6:14 PM in Thousand Oaks and 8:14 PM in Chicago.
Yes, the driving distance between Thousand Oaks to Chicago is 2058 miles. It takes approximately 32h 10m 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 56m
- When
- Every day
- Estimated price
- $110–500
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 35m
- When
- Monday to Wednesday
- Estimated price
- $110–500
Flights from Los Angeles International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 30m
- When
- Saturday
- Estimated price
- $120–550
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 41m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $110–500
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $110–550
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 31m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 25m
- When
- Sunday, Tuesday, and Wednesday
- Estimated price
- $130–600
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 51m
- When
- Every day
- Estimated price
- $190–850
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 38m
- When
- Monday to Wednesday
- Estimated price
- $200–850
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $200–900
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $200–850
Flights from Ontario International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $120–550
Flights from Ontario International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 35m
- When
- Sunday, Monday, Thursday, Friday, and Saturday
- Estimated price
- $130–550
Flights from Ontario International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 39m
- When
- Saturday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $120–550
Flights from Ontario International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 36m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $120–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Los Angeles to Chicago Union Station
- Ave. Duration
- 43h 23m
- Frequency
- Once daily
- Estimated price
- $550–1,300
- Website
- Amtrak
- Phone
- +1 213-808-2273
- Website
- Ladot
Bus from Hampshire Rd & Townsgate Rd to Flower St & 7th St
- Ave. Duration
- 2h 2m
- Frequency
- Every 2 hours
- Estimated price
- $3–4
- Website
- Ladot
- 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
- Ladot
- 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
- Ladot
- 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
- Ladot
- 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
- Ladot
- 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
- Ladot
- Adult
- $3–4
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