There are 10 ways to get from Chicago to Watsonville by plane, subway, shuttle, bus (Greyhound, Amtrak), train, bus, 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 Oakland International Airport, BART, shuttle
best- 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
- Take a shuttle bus from 1642 Story Rd - San Jose to Watsonville
9h 58m$250–1,050Fly Chicago O'Hare International Airport to San Francisco International Airport, shuttle
cheapest- Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane ORD - SFO
- Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Meridian Spur / Prunedale Park & Ride
11h 9m$144–463Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Sparks Transit Centerbus
- Take the bus from Sparks Transit Center to San Francisco Bus Stationbus
- Take the bus from San Francisco to Salinasbus
2d 6hTrain, bus
- Take the train from Chicago Union Station to Emeryvilletrain
- Take the bus from Emeryville to San Josebus
- Take the bus from Diridon Station to Soquel Ave & Frontbus 17
2d 9hDrive 2,197.4 mi
- Drive from Chicago to Watsonvillecar 2,197.4 mi
34h 15m$401–580Fly Chicago Midway International Airport to Norman Y. Mineta San José International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane MDW - SJC
- Take a shuttle bus from San Jose Airport Terminal A to Meridian Spur / Prunedale Park & Ride
9h 47m$344–1,463Fly Chicago Midway International Airport to San Francisco International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane MDW - SFO
- Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Meridian Spur / Prunedale Park & Ride
10h 57m$180–623Fly Chicago O'Hare International Airport to Fresno Yosemite International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Fresno Yosemite International Airport (FAT)plane ORD - FAT
- Take the bus from Fresno, CA to Gilroybus
12h 42m$194–811Fly Chicago O'Hare International Airport to Sacramento International Airport, train, BART, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Sacramento International Airport (SMF)plane ORD - SMF
- Take the train from Sacramento to Richmondtrain
- Take the subway from Richmond to Berryessa / North San Josesubway
- Take a shuttle bus from 1642 Story Rd - San Jose to Watsonville
13h 22m$248–933Fly Chicago Midway International Airport to Sacramento International Airport, train, BART, shuttle
- Fly from Chicago Midway International Airport (MDW) to Sacramento International Airport (SMF)plane MDW - SMF
- Take the train from Sacramento to Richmondtrain
- Take the subway from Richmond to Berryessa / North San Josesubway
- Take a shuttle bus from 1642 Story Rd - San Jose to Watsonville
13h 11m$338–1,383
Chicago Midway International Airport (MDW) to Oakland International Airport (OAK) flights
Questions & Answers
The cheapest way to get from Chicago to Watsonville is to fly and shuttle which costs $140 - $470 and takes 11h 9m.
The fastest way to get from Chicago to Watsonville is to fly and shuttle which takes 9h 47m and costs $340 - $1,500.
No, there is no direct bus from Chicago station to Watsonville. However, there are services departing from Chicago Bus Station and arriving at Rodriguez / Second via Denver Union Station, Sparks Transit Center, San Francisco and Salinas Transit Center / Gate 1. The journey, including transfers, takes approximately 2 days 6h.
The distance between Chicago and Watsonville is 1948 miles. The road distance is 2210.2 miles.
The best way to get from Chicago to Watsonville without a car is to bus which takes 2 days 6h and costs .
It takes approximately 9h 58m to get from Chicago to Watsonville, including transfers.
Chicago to Watsonville bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Watsonville bus services, operated by Greyhound USA, arrive at Denver Union Station.
Watsonville is 2h behind Chicago. It is currently 1:41 AM in Chicago and 11:41 PM in Watsonville.
Yes, the driving distance between Chicago to Watsonville is 2210 miles. It takes approximately 34h 15m to drive from Chicago to Watsonville.
What companies run services between Chicago, IL, USA and Watsonville, CA, USA?
You can take a bus from Chicago Bus Station to Rodriguez / Second via Denver Union Station, Sparks Transit Center, San Francisco Bus Station, San Francisco, Salinas, and Salinas Transit Center / Gate 1 in around 2d 6h.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Oakland International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Oakland International Airport via Boise
- Ave. Duration
- 6h 25m
- When
- Monday, Thursday, and Friday
- Estimated price
- $230–1,000
Flights from Chicago Midway International Airport to Oakland International Airport via Las Vegas
- Ave. Duration
- 7h 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $230–1,000
Flights from Chicago Midway International Airport to Oakland International Airport via Denver
- Ave. Duration
- 6h 43m
- When
- Monday, Thursday, and Saturday
- Estimated price
- $220–1,000
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport
- Ave. Duration
- 4h 50m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $300–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Denver
- Ave. Duration
- 6h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, and Saturday
- Estimated price
- $300–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Las Vegas
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $310–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Long Beach
- Ave. Duration
- 7h 20m
- When
- Monday and Thursday
- Estimated price
- $330–1,400
Flights from Chicago Midway International Airport to Norman Y. Mineta San José International Airport via Ontario/San Bernardino
- Ave. Duration
- 7h 25m
- When
- Wednesday
- Estimated price
- $330–1,400
Flights from Chicago Midway International Airport to San Francisco International Airport
- Ave. Duration
- 5h
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 7h 27m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Las Vegas
- Ave. Duration
- 8h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Sacramento International Airport via Denver
- Ave. Duration
- 6h 35m
- When
- Monday and Thursday
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Sacramento International Airport via Las Vegas
- Ave. Duration
- 7h 2m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Sacramento International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Chicago Midway International Airport to Sacramento International Airport via Denver
- Ave. Duration
- 6h 34m
- When
- Monday to Saturday
- Estimated price
- $280–1,300
Flights from Chicago Midway International Airport to Sacramento International Airport via Las Vegas
- Ave. Duration
- 7h 8m
- When
- Every day
- Estimated price
- $290–1,300
Flights from Chicago Midway International Airport to Sacramento International Airport via Boise
- Ave. Duration
- 7h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $290–1,300
- Website
- united.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $85–390
Flights from Chicago O'Hare International Airport to San Francisco International Airport via Denver
- Ave. Duration
- 6h 52m
- When
- Every day
- Estimated price
- $90–390
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport
- Ave. Duration
- 4h 36m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Denver
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Los Angeles
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago O'Hare International Airport to Sacramento International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Sacramento International Airport via Denver
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Sacramento International Airport via San Francisco International Airport
- Ave. Duration
- 7h 7m
- When
- Every day
- Estimated price
- $210–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to San Francisco International Airport
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $85–390
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via Phoenix
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $180–800
Flights from Chicago O'Hare International Airport to Sacramento International Airport
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $190–850
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Fresno Yosemite International Airport via San Diego
- Ave. Duration
- 8h 46m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Sacramento International Airport via Salt Lake City
- Ave. Duration
- 6h 51m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Sacramento International Airport via Minneapolis
- Ave. Duration
- 6h 59m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–900
- Phone
- +1-510-464-6000
- Website
- bart.gov
Subway from Coliseum to Berryessa / North San Jose
- Ave. Duration
- 45 min
- Frequency
- Every 15 minutes
- Estimated price
- $6–9
- Website
- https://www.bart.gov
Subway from Richmond to Berryessa / North San Jose
- Ave. Duration
- 1h 23m
- Frequency
- Every 30 minutes
- Estimated price
- $8–12
- Website
- https://www.bart.gov
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Emeryville
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $190–480
- Website
- https://www.amtrak.com/home.html
Train from Sacramento to Richmond
- Ave. Duration
- 1h 26m
- Frequency
- Hourly
- Estimated price
- $25–29
- Website
- https://www.amtrak.com/home.html
Shuttle from 1642 Story Rd - San Jose to Watsonville
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $19–28
- Schedules at
- crossborderxpress.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 9m
- Frequency
- Once daily
- Estimated price
- $80–230
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Sparks Transit Center
- Ave. Duration
- 20h 45m
- Frequency
- Once daily
- Estimated price
- $65–140
- Website
- https://www.greyhound.com/
Bus from Sparks Transit Center to San Francisco Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- Twice daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from San Francisco to Salinas
- Ave. Duration
- 2h 5m
- Frequency
- 4 times a day
- Website
- https://www.amtrak.com/home.html
Bus from Emeryville to San Jose
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Website
- https://www.amtrak.com/home.html
Bus from Diridon Station to Soquel Ave & Front
- Ave. Duration
- 51 min
- Frequency
- Every 4 hours
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (831) 425-8600
- Website
- scmtd.com
Bus from Diridon Station to Soquel Ave & Front
- Ave. Duration
- 48 min
- Frequency
- Hourly
- Estimated price
- $2–7
- Website
- https://scmtd.com/en/
- Phone
- +1 831-373-7777
- Website
- groometransportation.com
Shuttle from San Jose Airport Terminal A to Meridian Spur / Prunedale Park & Ride
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $40–55
- Schedules at
- groometransportation.com
- Online Discount
- $40–55
- Standard Rate
- $49
Shuttle from SFO Airport Terminal 3-Lower Level to Meridian Spur / Prunedale Park & Ride
- Ave. Duration
- 2h 5m
- Frequency
- Hourly
- Estimated price
- $55–65
- Schedules at
- groometransportation.com
- Online Discount
- $55–65
- Standard Rate
- $62
- Phone
- +1 833 766 3553
- Website
- tufesainternacional.com
Bus from Fresno, CA to Gilroy
- Ave. Duration
- 2h 14m
- Frequency
- Once daily
- Estimated price
- $35–65
- Schedules at
- tufesainternacional.com
- Phone
- +52 644 410 2444
- atencionaclientes@tufesa.com.mx
- Website
- tufesa.com.mx
Bus from Fresno, CA to Gilroy
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $13–27
- Schedules at
- tufesa.com.mx
- Book at
- tufesa.com.mx
- Plus
- $13–26
- Titanium
- $15–27
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