There are 7 ways to get from Calabasas to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Los Angeles International Airport to Chicago Midway International Airport
best- Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane LAX - MDW
7h 31m$141–620Fly Los Angeles International Airport to Chicago O'Hare International Airport
cheapest- Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane LAX - ORD
7h 46m$111–450Train (Amtrak)
- Take the train from Los Angeles to Chicago Union Stationtrain Southwest Chief / ...
46h 35m$604–1,404Bus
- Take the bus from Park Granada & Calabasas Rd to Flower St & Olympic Blvdbus 423
- 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$374–735Drive 2,033.6 mi
- Drive from Calabasas to Chicagocar 2,033.6 mi
31h 55m$372–537Fly Burbank Bob Hope Airport to Chicago Midway International Airport
- Fly from Burbank Bob Hope Airport (BUR) to Chicago Midway International Airport (MDW)plane BUR - MDW
7h 51m$161–718Bus to Long Beach Airport, fly to Chicago Midway International Airport
- Take the bus from Park Granada & Calabasas Rd to Flower St & 7th Stbus
- Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane LGB - MDW
9h 9m$181–815
Calabasas to Chicago by bus, subway, and train (Amtrak)
Questions & Answers
The cheapest way to get from Calabasas to Chicago is to fly which costs $110 - $450 and takes 7h 46m.
The fastest way to get from Calabasas to Chicago is to fly which takes 7h 31m and costs $140 - $650.
No, there is no direct bus from Calabasas to Chicago station. However, there are services departing from Park Granada & Calabasas Rd and arriving at Chicago Bus Station via Olympic Blvd and Flower St, El Monte Bus Stop and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 2h.
The distance between Calabasas and Chicago is 1808 miles. The road distance is 2045.4 miles.
The best way to get from Calabasas to Chicago without a car is to train which takes 46h 35m and costs $600 - $1,400.
It takes approximately 7h 31m to get from Calabasas to Chicago, including transfers.
Calabasas to Chicago bus services, operated by LA DOT, depart from Park Granada & Calabasas Rd station.
The best way to get from Calabasas to Chicago is to fly which takes 7h 31m and costs $140 - $650. Alternatively, you can train, which costs $600 - $1,400 and takes 46h 35m, you could also bus, which costs $370 - $750 and takes 2 days 2h.
Calabasas to Chicago bus services, operated by LA DOT, arrive at Flower St & Olympic Blvd station.
Chicago is 2h ahead of Calabasas. It is currently 5:06 PM in Calabasas and 7:06 PM in Chicago.
What companies run services between Calabasas, CA, USA and Chicago, IL, USA?
Southwest Airlines flies from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Los Angeles to Chicago Union Station once daily. Tickets cost $600–1,400 and the journey takes 43h 23m.
- Website
- southwest.com
Flights from Los Angeles International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 59m
- When
- Every day
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $130–650
Flights from Los Angeles International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $75–350
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 58m
- When
- Every day
- Estimated price
- $150–700
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 7h 3m
- When
- Monday to Saturday
- Estimated price
- $150–700
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 7h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–750
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $150–700
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 55m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $170–800
Flights from Long Beach Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $190–850
- Website
- united.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $75–350
- Website
- aa.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $75–350
- Website
- spirit.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $95–430
- Website
- delta.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–350
- Website
- flyfrontier.com
Flights from Los Angeles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $75–350
- Website
- allegiantair.com
Flights from Burbank Bob Hope Airport to Chicago Midway International Airport via Provo
- Ave. Duration
- 8h 9m
- When
- Thursday and Sunday
- Estimated price
- $150–700
Rome2Rio's guide to Amtrak
Contact 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
- $600–1,400
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 213-808-2273
- Website
- ladottransit.com
Bus from Park Granada & Calabasas Rd to Flower St & Olympic Blvd
- Ave. Duration
- 1h 23m
- Frequency
- 4 times a day
- Estimated price
- $3–4
- Website
- https://www.ladottransit.com/
- Adult
- $3–4
Bus from Park Granada & Calabasas Rd to Flower St & 7th St
- Ave. Duration
- 1h 21m
- Frequency
- 4 times a day
- 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 El Monte Bus Stop to St Louis Bus Station
- Ave. Duration
- 39h 45m
- Frequency
- Twice daily
- Estimated price
- $330–650
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $40–75
- Schedules at
- flixbus.com
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More Questions & Answers
Yes, the driving distance between Calabasas to Chicago is 2045 miles. It takes approximately 31h 55m to drive from Calabasas to Chicago.
There are 2066+ hotels available in Chicago.









