There are 8 ways to get from Chicago Midway Airport (MDW) to San Jose by plane, bus (Flixbus, Greyhound), train, subway, 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 Chicago Midway International Airport to Norman Y. Mineta San José International Airport
best- Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane MDW - SJC
4h 44m$184–759Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane ORD - SJC
7h 23m$158–463Bus
- Take the bus from Chicago Midway Airport to Illinois Terminalbus
- Take the bus from Champaign Intermodal Trans Ctr 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 Jose Diridon Stationbus
2d 7h$402–755Train, BART
- Take the train from Chicago Union Station to Richmondtrain California Zephyr
- Take the subway from Richmond to Berryessa / North San Josesubway Orange-S
2d 8h$714–1,621Fly Chicago Midway International Airport to Oakland International Airport, BART
- Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane MDW - OAK
- Take the subway from Coliseum to Berryessa / North San Josesubway
5h 31m$196–797Fly Chicago Midway International Airport to San Francisco International Airport, Caltrain
- Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane MDW - SFO
- Take the train from Millbrae Caltrain Southbound to San Jose Diridon Caltrain Southboundtrain
5h 52m$186–454Fly Chicago Midway International Airport to Sacramento International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Sacramento International Airport (SMF)plane MDW - SMF
- Take the train from Sacramento to San Josetrain
9h 10m$230–884Drive 2,149.1 mi
- Drive from Chicago Midway Airport (MDW) to San Josecar 2,149.1 mi
33h 28m$393–567
Chicago Midway Airport (MDW) to San Jose by bus
Questions & Answers
The cheapest way to get from Chicago Midway Airport (MDW) to San Jose is to fly and Caltrain which costs $180 - $460 and takes 5h 52m.
The fastest way to get from Chicago Midway Airport (MDW) to San Jose is to fly which takes 4h 44m and costs $180 - $800.
No, there is no direct bus from Chicago Midway Airport (MDW) to San Jose station. However, there are services departing from Chicago Midway Airport and arriving at San Jose Diridon Station via Champaign Intermodal Trans Ctr, St Louis Bus Station and Los Angeles Union Station. The journey, including transfers, takes approximately 2 days 7h.
No, there is no direct train from Chicago Midway Airport (MDW) to San Jose. However, there are services departing from Midway and arriving at Berryessa / North San Jose via Chicago Union Station and Richmond. The journey, including transfers, takes approximately 2 days 8h.
The distance between Chicago Midway Airport (MDW) and San Jose is 1846 miles. The road distance is 2161.6 miles.
The best way to get from Chicago Midway Airport (MDW) to San Jose without a car is to bus which takes 2 days 7h and costs $400 - $800.
It takes approximately 4h 44m to get from Chicago Midway Airport (MDW) to San Jose, including transfers.
Chicago Midway Airport (MDW) to San Jose bus services, operated by Peoria Charter Coach Company, depart from Chicago Midway Airport station.
Chicago Midway Airport (MDW) to San Jose train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago Midway Airport (MDW) to San Jose is to fly which takes 4h 44m and costs $180 - $800. Alternatively, you can bus, which costs $400 - $800 and takes 2 days 7h.
What companies run services between Chicago Midway Airport (MDW), USA and San Jose, CA, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC) 5 times a day. Alternatively, you can take a bus from Chicago Midway Airport to San Jose Diridon Station via Illinois Terminal, Champaign Intermodal Trans Ctr, St Louis Bus Station, and Los Angeles Union Station in around 2d 7h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 21m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Reno
- Ave. Duration
- 6h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 23m
- When
- Tuesday, Wednesday, Sunday, and Saturday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Oakland International Airport via Salt Lake City
- Ave. Duration
- 6h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 56m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to San Francisco International Airport via Las Vegas
- Ave. Duration
- 7h 12m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago Midway International Airport to Sacramento International Airport
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Sacramento International Airport via Denver
- Ave. Duration
- 6h 11m
- When
- Sunday, Saturday, Tuesday, and Wednesday
- Estimated price
- $190–800
Flights from Chicago Midway International Airport to Sacramento International Airport via Kansas City
- Ave. Duration
- 6h 5m
- When
- Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Sacramento International Airport via Las Vegas
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $190–850
- Website
- united.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $140–650
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Salt Lake City
- Ave. Duration
- 6h 22m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Los Angeles
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $160–700
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 7h 57m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $150–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Richmond
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $700–1,600
- Website
- Amtrak
Train from Sacramento to San Jose
- Ave. Duration
- 3h 11m
- Frequency
- Every 4 hours
- Estimated price
- $40–90
- Website
- Amtrak
- Phone
- +1-510-464-6000
- Website
- BART
Subway from Richmond to Berryessa / North San Jose
- Ave. Duration
- 1h 23m
- Frequency
- Every 30 minutes
- Estimated price
- $9–13
- Website
- BART
Subway from Coliseum to Berryessa / North San Jose
- Ave. Duration
- 46 min
- Frequency
- Every 15 minutes
- Estimated price
- $6–9
- Website
- BART
- Phone
- +1 800-660-4287
- Website
- Cal Train
Train from Millbrae Caltrain Southbound to San Jose Diridon Caltrain Southbound
- Ave. Duration
- 56 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–10
- Website
- Cal Train
- Schedules at
- Cal Train
- One-way Adult
- $7–10
- Phone
- +1 800-448-0572
- [email protected]
- Website
- Peoria Charter
Bus from Chicago Midway Airport to Illinois Terminal
- Ave. Duration
- 2h 20m
- Frequency
- Twice daily
- Estimated price
- $45–60
- Website
- Peoria Charter
- Schedules at
- Peoria Charter Schedules
- cash
- $60
- online
- $45
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Champaign Intermodal Trans Ctr to St Louis Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Twice daily
- Estimated price
- $27–45
- Schedules at
- Flixbus USA
Bus from Los Angeles Union Station to San Jose Diridon Station
- Ave. Duration
- 7h 50m
- Frequency
- 4 times a week
- Estimated price
- $50–85
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from St Louis Bus Station to Los Angeles Union Station
- Ave. Duration
- 40h 30m
- Frequency
- Once daily
- Estimated price
- $280–550
- Website
- Greyhound
Bus from Los Angeles Union Station to San Jose Diridon Station
- Ave. Duration
- 6h 30m
- Frequency
- Once daily
- Estimated price
- $50–100
- Website
- Greyhound
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More Questions & Answers
Chicago Midway Airport (MDW) to San Jose bus services, operated by Peoria Charter Coach Company, arrive at Illinois Terminal station.
San Jose is 2h behind Chicago Midway Airport (MDW). It is currently 5:03 AM in Chicago Midway Airport (MDW) and 3:03 AM in San Jose.
Chicago Midway Airport (MDW) to San Jose train services, operated by Amtrak, arrive at Richmond station.
Yes, the driving distance between Chicago Midway Airport (MDW) to San Jose is 2162 miles. It takes approximately 33h 28m to drive from Chicago Midway Airport (MDW) to San Jose.
There are 398+ hotels available in San Jose.

















