There are 6 ways to get from La Jolla to Chicago by plane, bus, train, 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
6h 36m$104–470Fly to Chicago O'Hare International Airport
cheapest- Fly from San Diego International Airport (SAN) to Chicago O'Hare International Airport (ORD)plane SAN - ORD
6h 52m$90–390Bus, train
- Take the bus from Gilman Dr & Myers Dr to Oceanside Transit Center Stall 8bus 101
- Take the train from Oceanside to Riverside - Downtowntrain
- Take the train from Riverside to Chicago Union Stationtrain
2d$566–1,327Bus
- Take the bus from San Diego Greyhound Bus Stop 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 4h$356–580Drive 2,071.2 mi
- Drive from La Jolla to Chicagocar 2,071.2 mi
32h 40m$378–546Fly to General Mitchell International Airport, train
- Fly from San Diego International Airport (SAN) to General Mitchell International Airport (MKE)plane SAN - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
9h 4m$176–769
La Jolla to Chicago by bus and train
Questions & Answers
The cheapest way to get from La Jolla to Chicago is to fly which costs $85 - $390 and takes 6h 52m.
The fastest way to get from La Jolla to Chicago is to fly which takes 6h 36m and costs $100 - $470.
No, there is no direct bus from La Jolla to Chicago station. However, there are services departing from Silverado St & Herschel Av and arriving at Chicago Bus Station via San Diego Greyhound Bus Stop, Los Angeles Union Station and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 4h.
The distance between La Jolla and Chicago is 1762 miles. The road distance is 2083.3 miles.
The best way to get from La Jolla to Chicago without a car is to bus and train which takes 2 days 0h and costs $550 - $1,400.
It takes approximately 6h 36m to get from La Jolla to Chicago, including transfers.
La Jolla to Chicago bus services, operated by Greyhound USA, depart from San Diego Greyhound Bus Stop station.
The best way to get from La Jolla to Chicago is to fly which takes 6h 36m and costs $100 - $470. Alternatively, you can bus, which costs $350 - $600 and takes 2 days 4h.
La Jolla to Chicago bus services, operated by Greyhound USA, arrive at Los Angeles Union Station.
Chicago is 2h ahead of La Jolla. It is currently 1:14 PM in La Jolla and 3:14 PM in Chicago.
What companies run services between La Jolla, San Diego County, CA, USA and Chicago, IL, USA?
Southwest Airlines flies from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from Silverado St & Herschel Av to Chicago Bus Station via Old Town Transit Center, San Diego Greyhound Bus Stop, Los Angeles Union Station, and St Louis Bus Station in around 2d 4h.
- Website
- southwest.com
Flights from San Diego International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $100–460
Flights from San Diego International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $100–460
Flights from San Diego International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $100–460
Flights from San Diego International Airport to General Mitchell International Airport
- Ave. Duration
- 3h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
Flights from San Diego International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 5h 41m
- When
- Every day
- Estimated price
- $150–700
Flights from San Diego International Airport to General Mitchell International Airport via St. Louis
- Ave. Duration
- 5h 57m
- When
- Tuesday to Friday
- Estimated price
- $160–700
- Phone
- (800) 371-LINK (5465)
- Website
- Metrolink Trains
Train from Oceanside to Riverside - Downtown
- Ave. Duration
- 2h 4m
- Frequency
- 4 times a week
- Estimated price
- $12–17
- Website
- Metrolink Trains
- Phone
- +1 760-966-6500
- [email protected]
- Website
- North County Transit District
Bus from Gilman Dr & Myers Dr to Oceanside Transit Center Stall 8
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- North County Transit District
- Schedules at
- North County Transit District Schedules
- Adult
- $2–5
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More Questions & Answers
Yes, the driving distance between La Jolla to Chicago is 2083 miles. It takes approximately 32h 40m to drive from La Jolla to Chicago.
Book your La Jolla to Chicago bus tickets online with Omio.
There are 1286+ hotels available in Chicago.



