There are 6 ways to get from Chicago to Point Loma by plane, train, bus, bus (Flixbus, Greyhound), 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 Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)plane MDW - SAN
6h 42m$244–1,210Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)plane ORD - SAN
7h 14m$164–810Train, bus
- Take the train from Chicago Union Station to San Bernardinotrain Southwest Chief
- Take the bus from San Bernardino to San Diegobus FlixBus 2015 / ...
46h 31m$604–1,302Bus
- 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 Union Station to San Diego Greyhound Bus Stopbus
2d 2h$387–763Drive 2,077.4 mi
- Drive from Chicago to Point Lomacar 2,077.4 mi
32h 38m$380–548Train 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
8h 28m$377–1,669
Chicago to Point Loma by train and bus
Questions & Answers
The cheapest way to get from Chicago to Point Loma is to fly which costs $160 - $850 and takes 7h 14m.
The fastest way to get from Chicago to Point Loma is to fly which takes 6h 42m and costs $240 - $1,300.
No, there is no direct bus from Chicago station to Point Loma. However, there are services departing from Chicago Bus Station and arriving at Rosecrans St & Carleton St via St Louis Bus Station, Los Angeles Union Station and Old Town Transit Center. The journey, including transfers, takes approximately 2 days 2h.
The distance between Chicago and Point Loma is 1749 miles. The road distance is 2089.5 miles.
The best way to get from Chicago to Point Loma without a car is to train and bus which takes 46h 31m and costs $600 - $1,300.
It takes approximately 6h 42m to get from Chicago to Point Loma, including transfers.
Chicago to Point Loma bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Point Loma is to fly which takes 6h 42m and costs $240 - $1,300. Alternatively, you can bus, which costs $380 - $800 and takes 2 days 2h.
Chicago to Point Loma bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
Yes, the driving distance between Chicago to Point Loma is 2090 miles. It takes approximately 32h 38m to drive from Chicago to Point Loma.
What companies run services between Chicago, IL, USA and Point Loma, 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 Rosecrans St & Carleton St via St Louis Bus Station, Los Angeles Union Station, San Diego Greyhound Bus Stop, and Old Town Transit Center in around 2d 2h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to San Diego International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Chicago Midway International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 21m
- When
- Monday to Friday
- Estimated price
- $250–1,200
Flights from Chicago Midway International Airport to San Diego International Airport via Colorado Springs
- Ave. Duration
- 6h
- When
- Monday, Thursday, and Friday
- Estimated price
- $240–1,200
Flights from Chicago Midway International Airport to San Diego International Airport via Kansas City
- Ave. Duration
- 6h 30m
- When
- Saturday
- Estimated price
- $240–1,200
Flights from Chicago O'Hare International Airport to San Diego International Airport via Las Vegas
- Ave. Duration
- 6h 7m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 25m
- When
- Tuesday and Wednesday
- Estimated price
- $170–800
Flights from General Mitchell International Airport to San Diego International Airport
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $350–1,600
Flights from General Mitchell International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 5h 50m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $350–1,600
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 2m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $350–1,600
Flights from General Mitchell International Airport to San Diego International Airport via Las Vegas
- Ave. Duration
- 6h 16m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $350–1,700
Flights from General Mitchell International Airport to San Diego International Airport via Chicago Midway International Airport
- Ave. Duration
- 6h 20m
- When
- Sunday
- Estimated price
- $360–1,700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago O'Hare International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $170–800
Flights from General Mitchell International Airport to San Diego International Airport via Phoenix
- Ave. Duration
- 6h 19m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $350–1,600
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago O'Hare International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $170–800
Flights from General Mitchell International Airport to San Diego International Airport via Denver
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $350–1,600
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to San Diego International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $160–800
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to San Bernardino
- Ave. Duration
- 41h 21m
- Frequency
- Twice daily
- Estimated price
- $550–1,300
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from San Bernardino to San Diego
- Ave. Duration
- 3h 20m
- Frequency
- Once daily
- Estimated price
- $13–24
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- 3 times a day
- Estimated price
- $35–70
- Schedules at
- flixbus.com
Bus from Los Angeles Union Station to San Diego Greyhound Bus Stop
- Ave. Duration
- 3h 15m
- Frequency
- 5 times a week
- Estimated price
- $15–26
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 38h 45m
- Frequency
- Twice daily
- Estimated price
- $330–650
- Website
- https://www.greyhound.com/
Bus from Los Angeles Union Station to San Diego Greyhound Bus Stop
- Ave. Duration
- 3h 25m
- Frequency
- Twice daily
- Estimated price
- $21–40
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
There are 4792+ hotels available in Point Loma.









