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Chicago, IL, USA to Santa Cruz, CA, USA from $68: 11 ways by bus, train, flight or car

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How to Get from Chicago to Santa Cruz: Cheapest, Fastest and Best Way

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$68 - Plane, Caltrain, BusBest price

3001 kmDistance

8h 35m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Santa Cruz with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Traveling From Chicago to Santa Cruz

The journey from Chicago, a bustling metropolis known for its iconic skyline and deep-dish pizza, to Santa Cruz, a laid-back coastal town celebrated for its surf culture and vibrant boardwalk, offers a striking contrast in experiences.

Best Neighbourhoods in Santa Cruz

Santa Cruz features diverse neighborhoods, each with its own charm.

Downtown Santa Cruz

• Vibrant arts scene with galleries and street performances.

• Numerous dining options, from casual to upscale.

Capitola Village

• Picturesque beachfront with a quaint, charming atmosphere.

• Unique shops and cafes nestled along the coastline.

Seabright

• Close proximity to the beach and scenic ocean views.

• Family-friendly parks and lively local events throughout the year.

Best Times To Visit Santa Cruz's Attractions

Maximize your Santa Cruz experience by timing your visits right.

Santa Cruz Beach Boardwalk

Early mornings and weekdays are ideal for smaller crowds and shorter lines.

Natural Bridges State Beach

Visit during low tide for the best views of tide pools and wildlife.

Santa Cruz Wharf

Late afternoon offers stunning sunset views and fewer tourists.

Santa Cruz Weather: What to Expect Year-Round

Santa Cruz enjoys a mild Mediterranean climate, characterized by warm, dry summers and cool, wet winters, making it a year-round destination. The best times to visit are in late spring and early fall when temperatures are pleasant, and outdoor activities can be fully enjoyed without the summer crowds.

Dining Recommendation in Santa Cruz

Try the fish tacos at The Taco Bar, where fresh, locally-sourced ingredients combine to create vibrant flavors that transport you straight to the coast. This beachside dining experience offers a relaxed atmosphere and an emphasis on fresh seafood, contrasting sharply with the hearty, comfort food focus typical of Chicago.

Chicago - Santa Cruz operators

Explore transport companies operating between Chicago and Santa Cruz, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane

Website

southwest.com

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

4h 40m

Estimated price

$7704-7707

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

7h 2m

Estimated price

$7704-7707

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

6h 55m

Estimated price

$7704-7707

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

6h 40m

Estimated price

$7704-7707

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

7h 5m

Estimated price

$7708-7709

Plane from Chicago Midway (MDW) to San Jose (SJC)

Average Duration

8h 25m

Estimated price

$7708-7709

Website

united.com

Plane from Chicago O'Hare (ORD) to San Jose (SJC)

Average Duration

4h 43m

Estimated price

$2661-2662

Plane from Chicago O'Hare (ORD) to San Jose (SJC)

Average Duration

6h 54m

Estimated price

$2661-2662

Website

aa.com

Plane from Chicago O'Hare (ORD) to San Jose (SJC)

Average Duration

8h 13m

Estimated price

$2661-7707

Website

delta.com

Plane from Chicago O'Hare (ORD) to San Jose (SJC)

Average Duration

6h 50m

Estimated price

$2414-7701

Train

Contact phone

+1 800-872-7245

Website

amtrak.com

Train from Chicago Union Station to Richmond

Average Duration

49h 3m

Estimated price

$2418-2662

Train from Sacramento to San Jose

Average Duration

3h 6m

Estimated price

$765-768

Contact phone

+1 800-660-4287

Website

caltrain.com

Train from Millbrae Caltrain Southbound to San Jose Diridon Caltrain Southbound

Average Duration

1h 16m

Estimated price

$762-763

Contact phone

+1-510-464-6000

Website

bart.gov

Train from Coliseum to Berryessa / North San Jose

Average Duration

46m

Estimated price

$765-766

Train from Richmond to Berryessa / North San Jose

Average Duration

1h 23m

Estimated price

$762-767

Bus

Contact phone

+1 214-849-8100

Website

greyhound.com

Bus from Chicago Bus Station to St Louis Bus Station

Average Duration

6h 20m

Estimated price

$7645-7665

Bus from St Louis Bus Station to Amarillo Bus Station

Average Duration

14h 45m

Estimated price

$7660-40020

Bus from Amarillo Bus Station to Los Angeles Union Station

Average Duration

22h 55m

Estimated price

$2414-2413

Bus from Los Angeles Union Station to San Jose Diridon Station

Average Duration

6h 20m

Estimated price

$7645-768

Contact phone

+1 (831) 425-8600

Website

scmtd.com

Bus from Diridon Station to Soquel Ave & Front

Average Duration

52m

Estimated price

$4005-762

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Other from Chicago to Santa Cruz

Average Duration

33h 39m

Estimated price

$400-7701

Frequently asked questions

Find out more about the route from Chicago to Santa Cruz.

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The distance between Chicago and Santa Cruz is approximately 2000 miles. By air, a direct flight typically takes around 4 to 5 hours, while adding time for boarding and layovers can extend the total travel time significantly. If driving, the journey could take around 30 hours of continuous travel, not accounting for breaks. By train or bus, the travel time can exceed 40 hours due to longer routes and scheduled stops.

The most cost-effective transportation option from Chicago to Santa Cruz is typically a flight, especially if booked in advance and during off-peak days. Airlines often offer competitive rates, and the flight time is relatively short, around 4 to 5 hours. For those who prefer overland travel, taking a bus can be an economical choice, though it will take significantly longer, usually 40 hours or more. Driving can also be a viable option for groups, as sharing expenses can make it more budget-friendly compared to other modes.

Prices for traveling from Chicago to Santa Cruz can vary widely depending on the mode of transportation. A round-trip flight can range from $150 to $400 or more, depending on the season and how far in advance tickets are purchased. Bus fares can be more budget-friendly, usually falling between $100 and $200 for a one-way trip, while train tickets may be similar but can also be higher due to limited service. If driving, you'll need to factor in costs for gas, which can vary based on current fuel prices, plus potential accommodation expenses for a long road trip.

To travel from Chicago to Santa Cruz without using public transportation, you have several options. You could rent a car and drive, enjoying the flexibility to stop at various sites along the way, although this will take around 30 hours of continuous driving. Alternatively, you could arrange for a private shuttle or hire a car service, which can be more costly but offers door-to-door convenience. If you're looking for a more unique experience, you might consider carpooling with friends or family for company and shared driving responsibilities.

To travel from Chicago to Santa Cruz without a car, you can take a flight to a nearby airport, such as San Jose International Airport, which is about a 30-minute drive from Santa Cruz. Once you arrive, you can use rideshare services, taxis, or rental bikes to reach your final destination. Alternatively, you could book a long-distance train or bus service that connects to Santa Cruz, though this would require transfers and could take significantly longer. For a more scenic route, consider using a combination of train and trolley services to explore along the way.

There is no direct public transportation link, such as a train or bus, between Chicago and Santa Cruz. However, you can find direct flights from Chicago to nearby airports like San Jose or San Francisco, which require additional travel to Santa Cruz. After arriving at these airports, you would need to use local transportation options, such as ridesharing, taxis, or public transit, to reach Santa Cruz. It's essential to plan for these transfers when considering your travel itinerary.

While there is no direct flight to Santa Cruz, a flight from Chicago to nearby airports like San Jose or San Francisco typically takes around 4 to 5 hours. On average, ticket prices for these flights can range from $100 to $300 one way, depending on factors like the time of booking and travel season. Additional costs for ground transportation to Santa Cruz from these airports should also be considered. Overall, it's advisable to check multiple airlines for the best options and prices.

Near Santa Cruz a variety of accommodation options are available to suit different budgets and preferences. Popular choices include beachfront hotels like the Dream Inn and resorts such as Chaminade Resort & Spa, which offers scenic views and luxury amenities. For a more budget-friendly option, travelers can look for motels or vacation rentals in the area. Additionally, unique stays like charming bed and breakfasts or campsites in nearby parks provide an opportunity to experience the natural beauty of the region.

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