There are 6 ways to get from Chicago to San Diego by plane, train (Amtrak), bus (Flixbus, Greyhound, Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)plane MDW - SAN
5h 39m$202–855Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)plane ORD - SAN
5h 59m$152–655Train (Amtrak)
- Take the train from Chicago Union Station to Fullerton Amtrak Stationtrain Southwest Chief
- Take the train from Fullerton Amtrak Station to San Diegotrain Pacific Surfliner
46h 5m$748–1,507Bus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Los Angeles Union Stationbus
- Take the bus from Los Angeles to San Diegobus
2d 1h$392–749Drive 2,075.2 mi
- Drive from Chicago to San Diegocar 2,075.2 mi
32h 35m$379–547Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to San Diego International Airport (SAN)plane MKE - SAN
7h 1m$260–1,018
Chicago to San Diego by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to San Diego is to fly which costs $150 - $700 and takes 5h 59m.
The fastest way to get from Chicago to San Diego is to fly which takes 5h 39m and costs $200 - $900.
No, there is no direct bus from Chicago station to San Diego. However, there are services departing from Chicago Bus Station and arriving at San Diego via St Louis Bus Station and Los Angeles. The journey, including transfers, takes approximately 2 days 1h.
No, there is no direct train from Chicago station to San Diego. However, there are services departing from Chicago Union Station and arriving at San Diego via Fullerton Amtrak Station. The journey, including transfers, takes approximately 46h 5m.
The distance between Chicago and San Diego is 1747 miles. The road distance is 2087.3 miles.
The best way to get from Chicago to San Diego without a car is to train which takes 46h 5m and costs $750 - $1,600.
It takes approximately 5h 39m to get from Chicago to San Diego, including transfers.
Chicago to San Diego bus services, operated by FlixBus-us, depart from Chicago Bus Station.
Chicago to San Diego train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to San Diego is to fly which takes 5h 39m and costs $200 - $900. Alternatively, you can train, which costs $750 - $1,600 and takes 46h 5m, you could also bus, which costs $390 - $750 and takes 2 days 1h.
What companies run services between Chicago, IL, USA and San Diego, CA, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN) every 4 hours. Alternatively, you can take a train from Chicago Union Station to San Diego via Fullerton Amtrak Station in around 46h 5m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to San Diego International Airport via Kansas City
- Ave. Duration
- 5h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to San Diego International Airport via Tucson
- Ave. Duration
- 6h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $210–850
Flights from General Mitchell International Airport to San Diego International Airport
- Ave. Duration
- 4h 2m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $230–950
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 5h 50m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $230–950
Flights from General Mitchell International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 2m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $230–950
Flights from General Mitchell International Airport to San Diego International Airport via Las Vegas
- Ave. Duration
- 6h 5m
- When
- Tuesday to Friday
- Estimated price
- $230–950
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $160–650
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $230–950
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $160–650
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- delta.com
Flights from General Mitchell International Airport to San Diego International Airport via Minneapolis
- Ave. Duration
- 6h 36m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
Flights from General Mitchell International Airport to San Diego International Airport via Salt Lake City
- Ave. Duration
- 6h 38m
- When
- Every day
- Estimated price
- $240–1,000
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Fullerton Amtrak Station
- Ave. Duration
- 42h 44m
- Frequency
- Once daily
- Estimated price
- $700–1,500
- Website
- https://www.amtrak.com/home.html
Train from Fullerton Amtrak Station to San Diego
- Ave. Duration
- 2h 26m
- Frequency
- Hourly
- Estimated price
- $30–70
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
- Website
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- 3 times a day
- Schedules at
- flixbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- Twice daily
- Estimated price
- $50–85
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 38h 45m
- Frequency
- Twice daily
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 40h 30m
- Frequency
- Once daily
- Estimated price
- $300–600
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Los Angeles to San Diego
- Ave. Duration
- 3h
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around United States
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More Questions & Answers
Chicago to San Diego bus services, operated by FlixBus-us, arrive at St Louis Bus Station.
San Diego is 2h behind Chicago. It is currently 6:16 PM in Chicago and 4:16 PM in San Diego.
Chicago to San Diego train services, operated by Amtrak, arrive at Fullerton Amtrak Station.
Yes, the driving distance between Chicago to San Diego is 2087 miles. It takes approximately 32h 35m to drive from Chicago to San Diego.
Book your Chicago to San Diego train tickets online with Omio.
Book your Chicago to San Diego bus tickets online with Omio.
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