There are 9 ways to get from Oceanside to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to San Diego International Airport, fly to Chicago Midway International Airport
best- Take the train from Oceanside to San Diego Old Town Transportation Centertrain
- Fly from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW)plane SAN - MDW
6h 44m$173–778Train to San Diego International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Oceanside to San Diego Old Town Transportation Centertrain
- Fly from San Diego International Airport (SAN) to Chicago O'Hare International Airport (ORD)plane SAN - ORD
7h 9m$153–628Train
- Take the train from Oceanside to Riverside - Downtowntrain IE-OC Line
- Take the train from Riverside to Chicago Union Stationtrain Southwest Chief
45h 8m$612–1,417Bus
- Take the bus from Oceanside 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 2h$358–696Drive 2,045.3 mi
- Drive from Oceanside to Chicagocar 2,045.3 mi
32h 12m$374–540Bus to Los Angeles International Airport, fly to Chicago Midway International Airport
- Take the bus from 301 Mission Ave STE 205, Oceanside, CA to LAX Terminal 3 Upper Level dropoffbus
- Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane LAX - MDW
7h 11m$180–690Train to Ontario International Airport, fly to Chicago Midway International Airport
- Take the train from Oceanside to San Bernardino Depottrain
- Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane ONT - MDW
9h 48m$178–727Train to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport
- Take the train from Oceanside to Anaheimtrain
- Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane SNA - ORD
9h 49m$188–624Train to Long Beach Airport, fly to Chicago Midway International Airport
- Take the train from Oceanside to Los Angelestrain
- Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane LGB - MDW
9h 57m$192–763
Oceanside to Chicago by train
Questions & Answers
The cheapest way to get from Oceanside to Chicago is to train and fly which costs $180 - $650 and takes 9h 49m.
The fastest way to get from Oceanside to Chicago is to train and fly which takes 6h 44m and costs $170 - $800.
No, there is no direct bus from Oceanside to Chicago station. However, there are services departing from Oceanside and arriving at Chicago Bus Station via Los Angeles Union Station and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 2h.
No, there is no direct train from Oceanside to Chicago station. However, there are services departing from Oceanside and arriving at Chicago Union Station via Riverside. The journey, including transfers, takes approximately 45h 8m.
The distance between Oceanside and Chicago is 1789 miles. The road distance is 2057.3 miles.
The best way to get from Oceanside to Chicago without a car is to train which takes 45h 8m and costs $600 - $1,500.
It takes approximately 6h 44m to get from Oceanside to Chicago, including transfers.
Oceanside to Chicago bus services, operated by Greyhound Mexico, depart from Oceanside station.
Oceanside to Chicago train services, operated by Metrolink Trains, depart from Oceanside station.
The best way to get from Oceanside to Chicago is to train which takes 45h 8m and costs $600 - $1,500. Alternatively, you can bus, which costs $350 - $700 and takes 2 days 2h.
What companies run services between Oceanside, CA, USA and Chicago, IL, USA?
You can take a train from Oceanside to Chicago Union Station via Riverside in around 45h 8m. Alternatively, you can take a bus from Oceanside to Chicago Bus Station via Los Angeles Union Station and St Louis Bus Station in around 2d 2h.
- Website
- southwest.com
Flights from San Diego International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $160–750
Flights from San Diego International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 40m
- When
- Sunday
- Estimated price
- $170–750
Flights from San Diego International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $170–750
Flights from San Diego International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h
- When
- Every day
- Estimated price
- $170–750
Flights from Los Angeles International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $130–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $140–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 6h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–600
Flights from Los Angeles International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 7h
- When
- Tuesday and Wednesday
- Estimated price
- $140–650
Flights from Ontario International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 45m
- When
- Every day
- Estimated price
- $160–700
Flights from Ontario International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $160–700
Flights from Ontario International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 54m
- When
- Every day
- Estimated price
- $160–700
Flights from Ontario International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–700
Flights from Ontario International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 22m
- When
- Saturday and Sunday
- Estimated price
- $180–800
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 2m
- When
- Monday to Friday
- Estimated price
- $140–650
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 6h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–650
Flights from Long Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Monday to Friday
- Estimated price
- $160–700
Flights from Long Beach Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 5h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–700
Flights from Long Beach Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 5h 57m
- When
- Monday to Saturday
- Estimated price
- $160–750
Flights from Long Beach Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 5h 55m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $160–700
Flights from Long Beach Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 6h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $180–800
Flights from Long Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h 25m
- When
- Saturday
- Estimated price
- $190–800
- Website
- united.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $140–600
Flights from San Diego International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 22m
- When
- Every day
- Estimated price
- $140–650
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $140–600
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $140–600
- Website
- aa.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $140–600
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $140–600
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $140–650
- Website
- alaskaair.com
Flights from San Diego International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $140–600
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $140–600
- Website
- flyfrontier.com
Flights from John Wayne Airport Orange County to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 13m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Oceanside to San Diego Old Town Transportation Center
- Ave. Duration
- 46 min
- Frequency
- Every 2 hours
- Estimated price
- $10–23
- Website
- https://www.amtrak.com/home.html
Train from Riverside to Chicago Union Station
- Ave. Duration
- 42h 4m
- Frequency
- Once daily
- Estimated price
- $600–1,400
- Website
- https://www.amtrak.com/home.html
Train from Oceanside to Anaheim
- Ave. Duration
- 1h 11m
- Frequency
- Every 2 hours
- Estimated price
- $15–35
- Website
- https://www.amtrak.com/home.html
Train from Oceanside to Los Angeles
- Ave. Duration
- 2h
- Frequency
- Every 2 hours
- Estimated price
- $24–55
- Website
- https://www.amtrak.com/home.html
- Phone
- (800) 371-LINK (5465)
- Website
- metrolinktrains.com
Train from Oceanside to Riverside - Downtown
- Ave. Duration
- 2h 4m
- Frequency
- 4 times a week
- Estimated price
- $12–17
- Website
- https://metrolinktrains.com
Train from Oceanside to San Bernardino Depot
- Ave. Duration
- 2h 22m
- Frequency
- 4 times a week
- Estimated price
- $13–18
- Website
- https://metrolinktrains.com
Train from Oceanside to Anaheim
- Ave. Duration
- 1h 18m
- Frequency
- 3 times a day
- Estimated price
- $9–14
- Website
- https://metrolinktrains.com
- Phone
- +1-800-231-2222
- ifsr@greyhound.com
- Website
- greyhound.com.mx
Bus from Oceanside to Los Angeles Union Station
- Ave. Duration
- 2h
- Frequency
- 3 times a day
- Estimated price
- $17–27
- Schedules at
- greyhound.com.mx
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- 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
- 3 times a day
- Estimated price
- $40–70
- Schedules at
- flixbus.com
- Phone
- (323)-776-5467
- hello@laxlinq.com
- Website
- laxlinq.com
Bus from 301 Mission Ave STE 205, Oceanside, CA to LAX Terminal 3 Upper Level dropoff
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $45–85
- Website
- https://laxlinq.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
Oceanside to Chicago bus services, operated by Greyhound Mexico, arrive at Los Angeles Union Station.
Chicago is 2h ahead of Oceanside. It is currently 4:38 PM in Oceanside and 6:38 PM in Chicago.
Oceanside to Chicago train services, operated by Metrolink Trains, arrive at Riverside - Downtown station.
Yes, the driving distance between Oceanside to Chicago is 2057 miles. It takes approximately 32h 12m to drive from Oceanside to Chicago.
Book your Oceanside to Chicago train tickets online with Omio.
Book your Oceanside to Chicago bus tickets online with Omio.
There are 2010+ hotels available in Chicago.


















