There are 8 ways to get from Chicago to San Ysidro by plane, bus (Flixbus, Greyhound), train, bus, 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 San Diego International Airport
best- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)plane MDW - SAN
7h 16m$166–725Fly Chicago O'Hare International Airport to San Diego International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)plane ORD - SAN
7h 37m$116–575Bus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Phoenix Bus Stationbus
- Take the bus from Phoenix Bus Station to San Ysidro Bus Terminalbus
46h 37m$339–555Train, bus
- Take the train from Chicago Union Station to San Bernardinotrain Southwest Chief
- Take the bus from San Bernardino Downtown Transit Center to San Ysidro Bus Terminalbus FlixBus 2015 / ...
46h 46m$580–1,261Drive 2,087 mi
- Drive from Chicago to San Ysidrocar 2,087 mi
32h 47m$381–551Train to General Mitchell International Airport, fly to San Diego International Airport
- 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
8h 55m$208–882Fly Chicago Midway International Airport to Los Angeles International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Los Angeles International Airport (LAX)plane MDW - LAX
- Take the bus from LAX Terminal 3 Shared Rides Stop to San Diegobus
10h 27m$200–728Fly Chicago O'Hare International Airport to Los Angeles International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Los Angeles International Airport (LAX)plane ORD - LAX
- Take the bus from LAX Terminal 3 Shared Rides Stop to San Diegobus
10h 48m$180–488
Chicago to San Ysidro by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to San Ysidro is to fly which costs $110 - $600 and takes 7h 37m.
The fastest way to get from Chicago to San Ysidro is to fly which takes 7h 16m and costs $160 - $750.
No, there is no direct bus from Chicago station to San Ysidro. However, there are services departing from Chicago Bus Station and arriving at San Ysidro Bl & I-805 via St Louis Bus Station, Phoenix Bus Station and San Ysidro Transit Center. The journey, including transfers, takes approximately 46h 37m.
The distance between Chicago and San Ysidro is 1765 miles. The road distance is 2099.2 miles.
The best way to get from Chicago to San Ysidro without a car is to bus which takes 46h 37m and costs $330 - $600.
It takes approximately 7h 16m to get from Chicago to San Ysidro, including transfers.
Chicago to San Ysidro bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to San Ysidro is to fly which takes 7h 16m and costs $160 - $750. Alternatively, you can bus, which costs $330 - $600 and takes 46h 37m.
Chicago to San Ysidro bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
San Ysidro is 2h behind Chicago. It is currently 1:44 PM in Chicago and 11:44 AM in San Ysidro.
What companies run services between Chicago, IL, USA and San Ysidro, 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 bus from Chicago Bus Station to San Ysidro Bl & I-805 via St Louis Bus Station, Phoenix Bus Station, and San Ysidro Transit Center in around 46h 37m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to San Diego International Airport via El Paso
- Ave. Duration
- 6h
- When
- Sunday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to San Diego International Airport via Omaha
- Ave. Duration
- 6h 22m
- When
- Saturday and Sunday
- Estimated price
- $160–750
Flights from General Mitchell International Airport to San Diego International Airport
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $180–800
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 3m
- When
- Sunday and Saturday
- Estimated price
- $180–800
Flights from General Mitchell International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 13m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $180–800
Flights from General Mitchell International Airport to San Diego International Airport via Las Vegas
- Ave. Duration
- 6h 11m
- When
- Sunday, Saturday, Tuesday, and Wednesday
- Estimated price
- $190–800
Flights from General Mitchell International Airport to San Diego International Airport via Kansas City
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Los Angeles International Airport
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Los Angeles International Airport via Las Vegas
- Ave. Duration
- 6h 7m
- When
- Sunday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Los Angeles International Airport via Phoenix
- Ave. Duration
- 6h 6m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Los Angeles International Airport via Denver
- Ave. Duration
- 6h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
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
- $550–1,300
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
Bus from San Bernardino Downtown Transit Center to San Ysidro Bus Terminal
- Ave. Duration
- 3h 55m
- Frequency
- Twice daily
- Estimated price
- $19–29
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to San Ysidro is 2099 miles. It takes approximately 32h 47m to drive from Chicago to San Ysidro.
There are 1286+ hotels available in San Ysidro.







