There are 5 ways to get from San Diego to Chicago Loop by plane, train (Amtrak), bus (Greyhound, Flixbus), 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 to Chicago Midway International Airport
best- Fly from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW)plane SAN - MDW
4h 34m$138–565Fly to Chicago O'Hare International Airport
cheapest- Fly from San Diego International Airport (SAN) to Chicago O'Hare International Airport (ORD)plane SAN - ORD
4h 44m$117–480Train (Amtrak)
- Take the train from San Diego to Fullerton Amtrak Stationtrain Pacific Surfliner
- Take the train from Fullerton Amtrak Station to Chicago Union Stationtrain Southwest Chief
46h 6m$734–1,567Bus
- Take the bus from San Diego to Los Angeles Union Stationbus
- Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
2d 3h$369–723Drive 2,074.1 mi
- Drive from San Diego to Chicago Loopcar 2,074.1 mi
32h 40m$379–547
San Diego to Chicago Loop by train (Amtrak)
Questions & Answers
The cheapest way to get from San Diego to Chicago Loop is to fly which costs $110 - $480 and takes 4h 44m.
The fastest way to get from San Diego to Chicago Loop is to fly which takes 4h 34m and costs $130 - $600.
No, there is no direct bus from San Diego to Chicago Loop station. However, there are services departing from San Diego and arriving at Chicago Bus Station via Los Angeles Union Station and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 3h.
No, there is no direct train from San Diego to Chicago Loop station. However, there are services departing from San Diego and arriving at Chicago Union Station via Fullerton Amtrak Station. The journey, including transfers, takes approximately 46h 6m.
The distance between San Diego and Chicago Loop is 1748 miles. The road distance is 2086.2 miles.
The best way to get from San Diego to Chicago Loop without a car is to train which takes 46h 6m and costs $700 - $1,600.
It takes approximately 4h 34m to get from San Diego to Chicago Loop, including transfers.
San Diego to Chicago Loop bus services, operated by Greyhound Mexico, depart from San Diego station.
San Diego to Chicago Loop train services, operated by Amtrak, depart from San Diego station.
The best way to get from San Diego to Chicago Loop is to fly which takes 4h 34m and costs $130 - $600. Alternatively, you can train, which costs $700 - $1,600 and takes 46h 6m, you could also bus, which costs $360 - $750 and takes 2 days 3h.
What companies run services between San Diego, CA, USA and Chicago Loop, IL, USA?
Southwest Airlines flies from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a train from San Diego to Chicago Union Station via Fullerton Amtrak Station in around 46h 6m.
- Website
- southwest.com
Flights from San Diego International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $130–600
Flights from San Diego International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $130–600
Flights from San Diego International Airport to Chicago Midway International Airport via Omaha
- Ave. Duration
- 6h 10m
- When
- Sunday
- Estimated price
- $130–600
Flights from San Diego International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $130–600
- Website
- united.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $110–480
Flights from San Diego International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 58m
- When
- Tuesday to Saturday
- Estimated price
- $110–480
- Website
- aa.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $110–480
- Website
- alaskaair.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $180–800
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from San Diego to Fullerton Amtrak Station
- Ave. Duration
- 2h 19m
- Frequency
- Hourly
- Estimated price
- $30–70
- Website
- https://www.amtrak.com/home.html
Train from Fullerton Amtrak Station to Chicago Union Station
- Ave. Duration
- 42h 47m
- Frequency
- Once daily
- Estimated price
- $700–1,500
- Website
- https://www.amtrak.com/home.html
.jpg "Pacific Surfliner interior")
- Phone
- +1-800-231-2222
- [email protected]
- Website
- greyhound.com.mx
Bus from San Diego to Los Angeles Union Station
- Ave. Duration
- 2h 55m
- Frequency
- 3 times a day
- Estimated price
- $23–40
- Schedules at
- greyhound.com.mx
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 15m
- Frequency
- Once daily
- Estimated price
- $300–600
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $45–85
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
San Diego to Chicago Loop bus services, operated by Greyhound Mexico, arrive at Los Angeles Union Station.
Chicago Loop is 2h ahead of San Diego. It is currently 10:04 PM in San Diego and 12:04 AM in Chicago Loop.
San Diego to Chicago Loop train services, operated by Amtrak, arrive at Fullerton Amtrak Station.
Yes, the driving distance between San Diego to Chicago Loop is 2086 miles. It takes approximately 32h 40m to drive from San Diego to Chicago Loop.
Book your San Diego to Chicago Loop train tickets online with Omio.
Book your San Diego to Chicago Loop bus tickets online with Omio.
There are 1306+ hotels available in Chicago Loop.