There are 9 ways to get from Simi Valley to Chicago by train, plane, train (Amtrak), bus (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.
Train to Burbank Bob Hope Airport, fly to Chicago Midway International Airport
best- 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 47m$142–621Train to Los Angeles International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Moorpark to L.A. Union Stationtrain
- Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane LAX - ORD
8h 47m$124–466Train (Amtrak)
- Take the train from Simi Valley Amtrak to Los Angelestrain Pacific Surfliner
- Take the train from Los Angeles to Chicago Union Stationtrain Southwest Chief / ...
47h 10m$206–602Bus
- Take the bus from Chatsworth Metrolink Station to Flower St & Olympic Blvdbus 419
- Take the bus from Los Angeles Union Station to Las Vegas Bus Terminalbus
- Take the bus from Las Vegas Bus Terminal to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
2d 1h$204–498Drive 2,031.3 mi
- Drive from Simi Valley to Chicagocar 2,031.3 mi
32h 12m$371–536Train to Los Angeles International Airport, fly to Chicago Midway International Airport
- Take the train from Moorpark to L.A. Union Stationtrain
- Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane LAX - MDW
8h 49m$134–536Train to Long Beach Airport, fly to Chicago Midway International Airport
- Take the train from Moorpark to L.A. Union Stationtrain
- Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane LGB - MDW
10h 29m$169–678Train, train to Ontario International Airport, fly to Chicago Midway International Airport
- Take the train from Moorpark to L.A. Union Stationtrain
- 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 58m$198–878Train to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport
- Take the train from Simi Valley Amtrak to Fullerton Amtrak Stationtrain
- Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane SNA - ORD
12h 8m$166–870
Simi Valley to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Simi Valley to Chicago is to train and fly which costs $120 - $470 and takes 8h 47m.
The fastest way to get from Simi Valley to Chicago is to train and fly which takes 7h 47m and costs $140 - $650.
No, there is no direct bus from Simi Valley to Chicago station. However, there are services departing from First Street and Cochran Street and arriving at Chicago Bus Station via Chatsworth Metrolink Station, Main / 11th, Los Angeles Union Station, Las Vegas Bus Terminal and Denver Union Station. The journey, including transfers, takes approximately 2 days 1h.
The distance between Simi Valley and Chicago is 1801 miles. The road distance is 2043.2 miles.
The best way to get from Simi Valley to Chicago without a car is to train which takes 47h 10m and costs $200 - $600.
It takes approximately 7h 47m to get from Simi Valley to Chicago, including transfers.
Simi Valley to Chicago bus services, operated by LA DOT, depart from Chatsworth Metrolink Station.
The best way to get from Simi Valley to Chicago is to train which takes 47h 10m and costs $200 - $600. Alternatively, you can bus, which costs $200 - $500 and takes 2 days 1h.
Simi Valley to Chicago bus services, operated by LA DOT, arrive at Flower St & Olympic Blvd station.
Chicago is 2h ahead of Simi Valley. It is currently 5:34 AM in Simi Valley and 7:34 AM in Chicago.
What companies run services between Simi Valley, CA, USA and Chicago, IL, USA?
You can take a bus from Los Angeles Avenue and First Street to Chicago Union Station via Metrolink Simi Valley, Simi Valley Amtrak, and Los Angeles in around 47h 10m. Alternatively, you can take a bus from First Street and Cochran Street to Chicago Bus Station via Chatsworth Metrolink Station, Flower St & Olympic Blvd, Main / 11th, Los Angeles Union Station, Las Vegas Bus Terminal, and Denver Union Station in around 2d 1h.
- Website
- southwest.com
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 45m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $130–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 25m
- When
- Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $140–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Albuquerque
- Ave. Duration
- 6h 15m
- When
- Monday
- Estimated price
- $130–600
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 7h 25m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $150–650
Flights from Los Angeles International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $110–500
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $110–500
Flights from Los Angeles International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 6h 15m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 55m
- When
- Tuesday and Wednesday
- Estimated price
- $110–500
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–650
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 40m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $150–650
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $150–700
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 53m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $150–650
Flights from Long Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $180–750
Flights from Long Beach Airport to Chicago Midway International Airport via Austin
- Ave. Duration
- 6h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $180–750
Flights from Long Beach Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 35m
- When
- Tuesday and Wednesday
- Estimated price
- $170–750
Flights from Ontario International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 45m
- When
- Every day
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 41m
- When
- Monday to Thursday
- Estimated price
- $180–850
Flights from Ontario International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $190–850
Flights from Ontario International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 5h 57m
- When
- Wednesday and Saturday
- Estimated price
- $210–900
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h
- When
- Monday to Thursday
- Estimated price
- $90–400
- Website
- united.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $70–320
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $90–400
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 54m
- When
- Every day
- Estimated price
- $90–400
- Website
- aa.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $70–320
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $90–400
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $90–410
- Website
- spirit.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $95–410
- Website
- delta.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $70–320
- Website
- flyfrontier.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 48m
- When
- Friday
- Estimated price
- $70–320
- 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 Moorpark to L.A. Union Station
- Ave. Duration
- 1h 19m
- Frequency
- Every 4 hours
- Estimated price
- $9–13
- Website
- https://metrolinktrains.com
Train from L.A. Union Station to Rancho Cucamonga
- Ave. Duration
- 1h 23m
- Frequency
- Hourly
- Estimated price
- $3–4
- Website
- https://metrolinktrains.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Simi Valley Amtrak to Los Angeles
- Ave. Duration
- 1h 5m
- Frequency
- 5 times a day
- Estimated price
- $16–120
- Website
- https://www.amtrak.com/home.html
Train from Los Angeles to Chicago Union Station
- Ave. Duration
- 43h 23m
- Frequency
- Once daily
- Estimated price
- $190–480
- Website
- https://www.amtrak.com/home.html
Train from Simi Valley Amtrak to Fullerton Amtrak Station
- Ave. Duration
- 1h 58m
- Frequency
- 5 times a day
- Estimated price
- $20–110
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 213-808-2273
- Website
- ladottransit.com
Bus from Chatsworth Metrolink Station to Flower St & Olympic Blvd
- Ave. Duration
- 1h 21m
- Frequency
- Every 4 hours
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Los Angeles Union Station to Las Vegas Bus Terminal
- Ave. Duration
- 5h 35m
- Frequency
- Every 4 hours
- Estimated price
- $45–90
- Website
- https://www.greyhound.com/
Bus from Las Vegas Bus Terminal to Denver Union Station
- Ave. Duration
- 16h 5m
- Frequency
- Once daily
- Estimated price
- $70–160
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $85–240
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Simi Valley to Chicago is 2043 miles. It takes approximately 32h 12m to drive from Simi Valley to Chicago.
There are 1304+ hotels available in Chicago.










