Next departures from San Diego to Chicago on 25 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Greyhound Bus Stop
Downtown Greyhound Station
CheapestFastest
Bus
Greyhound Bus Stop
537-517 W. Jackson Blvd
No tags
Next departures from San Diego to Chicago on 26 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Chicago 95Th & Dan Ryan
Cheapest
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Next departures from San Diego to Chicago on 27 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Downtown Greyhound Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
537-517 W. Jackson Blvd
No tags
Next departures from San Diego to Chicago on 28 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Greyhound Bus Stop
Downtown Greyhound Station
Cheapest
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
537-517 W. Jackson Blvd
No tags
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Next departures from San Diego to Chicago on 30 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Downtown Greyhound Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
537-517 W. Jackson Blvd
No tags
Bus
Greyhound Bus Stop
537-517 W. Jackson Blvd
No tags
Next departures from San Diego to Chicago on 31 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Greyhound Lines, Inc. + FlixBus
Bus
Greyhound Bus Stop
Downtown Greyhound Station
Cheapest
FlixBus + Greyhound Lines, Inc.
Bus
UCSD Health La Jolla Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
Downtown Greyhound Station
No tags
Bus
Greyhound Bus Stop
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
San Diego (Old Town-FlixBus)
537-517 W. Jackson Blvd
No tags
Last refresh of the prices: Last Tuesday at 2:24 PM PST.
Compare 2 ways to travel from San Diego to Chicago
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 2 days, 6 hours 20 minutes and with fares starting at just R 2 412, it presents an excellent value for a comfortable ride.
Based on 87451 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at R 2 437
Based on 5676 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 5 326
Based on 11735 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. FlixBus ticket prices on this trip start at R 2 112
Frequently asked questions about travelling from San Diego, CA, US to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from San Diego to Chicago?
The cheapest bus tickets from San Diego to Chicago start at R 2 412. The average price for this route is around R 4 914. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from San Diego to Chicago?
The average bus journey time from San Diego to Chicago is 2d 6h, covering a distance of 2785 km. The fastest bus gets you there in 2d 4h and is operated by FlixBus.
Which bus companies service the San Diego to Chicago route?
Several major bus companies operate on this route with 27 buses available per day, including services from Greyhound, Amtrak, FlixBus.
What is the earliest and latest departure time for the bus from San Diego to Chicago?
The earliest bus departs from San Diego to Chicago at 06:45. And the latest bus departs at 19:35.
What are the CO₂ emissions for the bus trip from San Diego to Chicago?
A bus trip from San Diego to Chicago produces an estimated 70 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
What is the best bus company from San Diego to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5652 reviews.
Which bus company has the best Wi-Fi from San Diego to Chicago?
Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company offers the most punctual service from San Diego to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from San Diego to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is Amtrak, with a cleanliness rating of 4.5 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
23/12
R 9 174
24/12
R 3 741
Today
R 5 415
26/12
R 9 396
27/12
R 4 655
28/12
R 5 390
29/12
R 3 724
30/12
R 4 561
The cheapest trip from San Diego, CA, US to Chicago was searched and found on 29 Dec 2025 with a price of R 3 724
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from San Diego, CA, US to Chicago as early as possible.
You can expect to pay from R 3 724 to R 12 249 for a bus ticket from San Diego, CA, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 3 724, which is on 2025-12-29.
What's the cheapest way to go from San Diego, CA, US to Chicago?
The bus is the cheapest travel choice for this destination