There are 6 ways to get from Chicago to San Diego by plane, train, bus, bus (Flixbus, Greyhound, 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 from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)plane ORD - SAN
6h 4m$102–465Train, bus
- Take the train from Chicago Union Station to San Bernardinotrain Southwest Chief
- Take the bus from San Bernardino Downtown Transit Center to San Diegobus FlixBus 2015 / ...
46h 3m$1,212–1,871Bus
- 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 3hDrive 2,075.2 mi
- Drive from Chicago to San Diegocar 2,075.2 mi
32h 36m$379–547Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)plane MDW - SAN
5h 54m$142–655Train 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 23m$209–836
Chicago to San Diego by train, bus, and tram
Comparing Your Travel Options
The cheapest way to get from Chicago to San Diego is to fly which costs $100 - $470 and takes 6h 4m.
The fastest way to get from Chicago to San Diego is to fly which takes 5h 54m and costs $140 - $700.
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 3h.
The distance between Chicago and San Diego is 1748 miles. The road distance is 2087.3 miles.
The best way to get from Chicago to San Diego without a car is to train and bus which takes 46h 3m and costs $1,200 - $1,900.
It takes approximately 6h 4m to get from Chicago to San Diego, including transfers.
Chicago to San Diego bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to San Diego is to fly which takes 6h 4m and costs $100 - $470. Alternatively, you can bus, which costs and takes 2 days 3h.
Chicago to San Diego bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
San Diego is 2h behind Chicago. It is currently 1:45 PM in Chicago and 11:45 AM in San Diego.
What companies run services between Chicago, IL, USA and San Diego, CA, USA?
American Airlines, United Airlines, and Alaska Airlines, Inc. fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN) hourly. Alternatively, you can take a bus from Chicago Bus Station to San Diego via St Louis Bus Station, Los Angeles Union Station, and Los Angeles in around 2d 3h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
Flights from General Mitchell International Airport to San Diego International Airport
- Ave. Duration
- 4h 20m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $160–750
Flights from General Mitchell International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 8m
- When
- Tuesday to Friday
- Estimated price
- $160–750
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 11m
- When
- Every day
- Estimated price
- $160–750
Flights from General Mitchell International Airport to San Diego International Airport via Las Vegas
- Ave. Duration
- 6h 15m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $160–750
Flights from General Mitchell International Airport to San Diego International Airport via St. Louis
- Ave. Duration
- 6h 10m
- When
- Saturday
- Estimated price
- $170–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $100–460
Flights from Chicago O'Hare International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $100–460
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $160–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $100–460
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 7m
- When
- Every day
- Estimated price
- $100–460
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $170–750
- Website
- delta.com
Flights from General Mitchell International Airport to San Diego International Airport via Minneapolis
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $170–750
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to San Bernardino
- Ave. Duration
- 41h 21m
- Frequency
- Once daily
- Estimated price
- $1,100–1,900
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from San Bernardino Downtown Transit Center to San Diego
- Ave. Duration
- 2h 45m
- Frequency
- Twice daily
- Estimated price
- $14–23
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- Twice daily
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 40h 30m
- Frequency
- Once daily
- Estimated price
- $310–490
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Los Angeles to San Diego
- Ave. Duration
- 3h
- Frequency
- Once daily
- Website
- Amtrak
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to San Diego is 2087 miles. It takes approximately 32h 36m to drive from Chicago to San Diego.
Book your Chicago to San Diego bus tickets online with Omio.
There are 2375+ hotels available in San Diego.









