There are 10 ways to get from Chicago to Simi Valley by plane, train, bus (Greyhound, Flixbus), train (Amtrak), 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 Burbank Bob Hope Airport, train
best- Fly from Chicago Midway International Airport (MDW) to Burbank Bob Hope Airport (BUR)plane MDW - BUR
- Take the train from Burbank Airport - South to Moorparktrain
9h 29m$212–921Fly Chicago O'Hare International Airport to Los Angeles International Airport, train
cheapest- 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 Moorparktrain
10h 38m$114–295Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Las Vegas Bus Terminalbus
- Take the bus from Las Vegas Bus Terminal to Los Angelesbus
46h 52m$356–551Train (Amtrak)
- Take the train from Chicago Union Station to Los Angelestrain Southwest Chief / ...
- Take the train from Los Angeles to Simi Valley Amtraktrain Pacific Surfliner
47h 14m$1,245–1,913Drive 2,031.6 mi
- Drive from Chicago to Simi Valleycar 2,031.6 mi
32h 9m$336–485Fly 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 Moorparktrain
10h 23m$160–515Fly 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)plane ORD - SNA
- Take the train from Santa Ana to Moorpark Amtraktrain
12h 9m$156–581Fly Chicago Midway International Airport to Long Beach Airport, train
- Fly from Chicago Midway International Airport (MDW) to Long Beach Airport (LGB)plane MDW - LGB
- Take the train from L.A. Union Station to Moorparktrain
12h 3m$188–828Fly Chicago Midway International Airport to Ontario International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Ontario International Airport (ONT)plane MDW - ONT
- Take the train from Rancho Cucamonga to L.A. Union Stationtrain
- Take the train from L.A. Union Station to Moorparktrain
12h 24m$176–728Fly Chicago Midway International Airport to San Diego International Airport, train
- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)plane MDW - SAN
- Take the train from San Diego to Moorpark Amtraktrain
13h 14m$260–914
Chicago to Simi Valley by bus and foot
Comparing Your Travel Options
The cheapest way to get from Chicago to Simi Valley is to fly and train which costs $110 - $300 and takes 10h 38m.
The fastest way to get from Chicago to Simi Valley is to fly and train which takes 9h 29m and costs $210 - $950.
No, there is no direct bus from Chicago station to Simi Valley. However, there are services departing from Chicago Bus Station and arriving at Cochran Street and First Street via Denver Union Station, Las Vegas Bus Terminal, North Hollywood Station and Metrolink Chatsworth. The journey, including transfers, takes approximately 46h 52m.
No, there is no direct train from Chicago station to Simi Valley. However, there are services departing from Chicago Union Station and arriving at Simi Valley Amtrak via Los Angeles. The journey, including transfers, takes approximately 47h 14m.
The distance between Chicago and Simi Valley is 1801 miles. The road distance is 2043.5 miles.
The best way to get from Chicago to Simi Valley without a car is to bus which takes 46h 52m and costs $350 - $550.
It takes approximately 9h 29m to get from Chicago to Simi Valley, including transfers.
Chicago to Simi Valley bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Simi Valley train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Simi Valley is to bus which takes 46h 52m and costs $350 - $550. Alternatively, you can train, which costs $1,200 - $2,000 and takes 47h 14m.
What companies run services between Chicago, IL, USA and Simi Valley, CA, USA?
You can take a bus from Chicago Bus Station to Cochran Street and First Street via Denver Union Station, Las Vegas Bus Terminal, Los Angeles, North Hollywood Station, Chatsworth Station, and Metrolink Chatsworth in around 46h 52m. Alternatively, you can take a train from Chicago Union Station to Los Angeles Avenue and First Street via Los Angeles, Simi Valley Amtrak, and Metrolink Simi Valley in around 47h 14m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Denver
- Ave. Duration
- 6h 53m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Phoenix
- Ave. Duration
- 6h 24m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Burbank Bob Hope Airport via Las Vegas
- Ave. Duration
- 6h 53m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Phoenix
- Ave. Duration
- 6h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 48m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Long Beach Airport
- Ave. Duration
- 4h 32m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Long Beach Airport via Phoenix
- Ave. Duration
- 6h 38m
- When
- Monday, Thursday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Long Beach Airport via Las Vegas
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Long Beach Airport via Denver
- Ave. Duration
- 6h 55m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Long Beach Airport via Dallas
- Ave. Duration
- 6h 50m
- When
- Thursday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Ontario International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Ontario International Airport via Las Vegas
- Ave. Duration
- 7h 10m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Ontario International Airport via Denver
- Ave. Duration
- 6h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Ontario International Airport via Phoenix
- Ave. Duration
- 6h 59m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Ontario International Airport via Dallas
- Ave. Duration
- 6h 40m
- When
- Saturday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 28m
- 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
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to San Diego International Airport via Kansas City
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $160–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $70–320
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Phoenix
- Ave. Duration
- 7h 14m
- When
- Every day
- Estimated price
- $110–500
- Website
- united.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $70–320
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Denver
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $110–500
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $70–320
Flights from Chicago O'Hare International Airport to John Wayne Airport Orange County via Salt Lake City
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $110–550
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $95–260
- Phone
- (800) 371-LINK (5465)
- Website
- Metrolink Trains
Train from Burbank Airport - South to Moorpark
- Ave. Duration
- 52 min
- Frequency
- 5 times a day
- Estimated price
- $8–12
- Website
- Metrolink Trains
Train from L.A. Union Station to Moorpark
- Ave. Duration
- 1h 14m
- Frequency
- 5 times a day
- Estimated price
- $9–13
- Website
- Metrolink Trains
Train from L.A. Union Station to Moorpark
- Ave. Duration
- 1h 14m
- Frequency
- 5 times a day
- Estimated price
- $9–13
- Website
- Metrolink Trains
Train from L.A. Union Station to Moorpark
- Ave. Duration
- 1h 14m
- Frequency
- 5 times a day
- Estimated price
- $9–13
- Website
- Metrolink Trains
Train from Rancho Cucamonga to L.A. Union Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 2 hours
- Estimated price
- $8–12
- Website
- Metrolink Trains
Train from L.A. Union Station to Moorpark
- Ave. Duration
- 1h 14m
- Frequency
- 5 times a day
- Estimated price
- $3–5
- Website
- Metrolink Trains
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Los Angeles
- Ave. Duration
- 43h 32m
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Los Angeles to Simi Valley Amtrak
- Ave. Duration
- 57 min
- Frequency
- Every 4 hours
- Estimated price
- $19–30
- Website
- Amtrak
Train from Santa Ana to Moorpark Amtrak
- Ave. Duration
- 2h 20m
- Frequency
- 5 times a day
- Estimated price
- $40–70
- Website
- Amtrak
Train from San Diego to Moorpark Amtrak
- Ave. Duration
- 4h 23m
- Frequency
- 5 times a day
- Estimated price
- $95–150
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Greyhound
Bus from Denver Union Station to Las Vegas Bus Terminal
- Ave. Duration
- 15h 25m
- Frequency
- Once daily
- Estimated price
- $130–210
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Las Vegas Bus Terminal to Los Angeles
- Ave. Duration
- 4h 40m
- Frequency
- Once daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Chicago to Simi Valley bus services, operated by Greyhound USA, arrive at Denver Union Station.
Simi Valley is 2h behind Chicago. It is currently 1:44 AM in Chicago and 11:44 PM in Simi Valley.
Chicago to Simi Valley train services, operated by Amtrak, arrive at Los Angeles station.
Yes, the driving distance between Chicago to Simi Valley is 2043 miles. It takes approximately 32h 9m to drive from Chicago to Simi Valley.
Book your Chicago to Simi Valley train tickets online with Omio.
There are 188+ hotels available in Simi Valley.

















