Cheap Vacations in Santa Cruz

Choose two or more items and save on your trip:

Santa Cruz vacations

Price found within the past 48 hours. Click for updated prices.
Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Price was $1,137, price is now $877 per person
$877
per person
Aug 21 - Aug 24
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)

3-night Santa Cruz vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn San Jose/Milpitas

Hilton Garden Inn San Jose/Milpitas

3 out of 5
Price was $525, price is now $441 per person
$441
per person
Aug 28 - Aug 31
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Price was $1,137, price is now $877 per person
$877
per person
Aug 21 - Aug 24
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was $940, price is now $780 per person
$780
per person
Aug 22 - Aug 25
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Sterling Inn

Sterling Inn

2 out of 5
Price was $539, price is now $453 per person
$453
per person
Aug 28 - Aug 31
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Chase Suite Hotel Newark-Fremont

Chase Suite Hotel Newark-Fremont

3.5 out of 5
Price was $555, price is now $485 per person
$485
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Hotel Clariana

Hotel Clariana

3.5 out of 5
Price was $719, price is now $631 per person
$631
per person
Aug 21 - Aug 24
found 6 hours ago
Roundtrip flight included
Chicago (MDW) to San Jose (SJC)
Residence Inn by Marriott Newark Silicon Valley

Residence Inn by Marriott Newark Silicon Valley

3 out of 5
Price was $522, price is now $460 per person
$460
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Hotel Zico, BW Signature Collection

Hotel Zico, BW Signature Collection

3 out of 5
Price was $541, price is now $483 per person
$483
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Casa Royal Inn

Casa Royal Inn

2 out of 5
Price was $711, price is now $639 per person
$639
per person
Aug 21 - Aug 24
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Aloft by Marriott San Jose Cupertino

Aloft by Marriott San Jose Cupertino

3 out of 5
Price was $667, price is now $599 per person
$599
per person
Aug 21 - Aug 24
found 6 hours ago
Roundtrip flight included
Chicago (MDW) to San Jose (SJC)
Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
Price was $996, price is now $897 per person
$897
per person
Aug 21 - Aug 24
found 6 hours ago
Roundtrip flight included
Chicago (MDW) to San Jose (SJC)
Holiday Inn Express Fremont-Milpitas Central by IHG

Holiday Inn Express Fremont-Milpitas Central by IHG

2.5 out of 5
Price was $524, price is now $477 per person
$477
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)

4-night Santa Cruz vacations

Price found within the past 48 hours. Click for updated prices.
Granada Hotel Santa Clara

Granada Hotel Santa Clara

2 out of 5
Price was $502, price is now $446 per person
$446
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Aloft by Marriott San Jose Cupertino

Aloft by Marriott San Jose Cupertino

3 out of 5
Price was $715, price is now $550 per person
$550
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Sterling Inn

Sterling Inn

2 out of 5
Price was $551, price is now $447 per person
$447
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Hyatt Centric Santa Clara Silicon Valley

Hyatt Centric Santa Clara Silicon Valley

3.5 out of 5
Price was $769, price is now $639 per person
$639
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

3 out of 5
Price was $604, price is now $517 per person
$517
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Hilton Garden Inn San Jose/Milpitas

Hilton Garden Inn San Jose/Milpitas

3 out of 5
Price was $528, price is now $455 per person
$455
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was $643, price is now $554 per person
$554
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
Price was $587, price is now $518 per person
$518
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

3 out of 5
Price was $592, price is now $529 per person
$529
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Courtyard San Jose Airport

Courtyard San Jose Airport

3 out of 5
Price was $565, price is now $505 per person
$505
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
Price was $562, price is now $504 per person
$504
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)

Hyatt House San Jose Airport

3 out of 5
Price was $546, price is now $491 per person
$491
per person
Sep 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)

6-7 night Santa Cruz vacations

Price found within the past 48 hours. Click for updated prices.
Signature Inn San Jose

Signature Inn San Jose

2 out of 5
Price was $682, price is now $594 per person
$594
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

3 out of 5
Price was $885, price is now $691 per person
$691
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was $1,051, price is now $821 per person
$821
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Hotel Clariana

Hotel Clariana

3.5 out of 5
Save 100% on your flight
Price was $1,149, price is now $898 per person
$898
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Studios Inn

Studios Inn

3.5 out of 5
Price was $902, price is now $705 per person
$705
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
The Flamingo Motel

The Flamingo Motel

2 out of 5
Price was $805, price is now $642 per person
$642
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Marbella Lane Triplex San Jose 11‑Min to Levi’s

Marbella Lane Triplex San Jose 11‑Min to Levi’s

3.5 out of 5
Price was $806, price is now $644 per person
$644
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Comfortable 4BR Heart Downtown SJ Central AC Sjsu

Comfortable 4BR Heart Downtown SJ Central AC Sjsu

2 out of 5
Save 100% on your flight
Price was $1,499, price is now $1,217 per person
$1,217
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
Save 100% on your flight
Price was $2,120, price is now $1,727 per person
$1,727
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Residence Inn by Marriott San Jose South

Residence Inn by Marriott San Jose South

3 out of 5
Price was $906, price is now $753 per person
$753
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
The Alameda Motel San Jose

The Alameda Motel San Jose

2.5 out of 5
Price was $726, price is now $623 per person
$623
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
Price was $800, price is now $695 per person
$695
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to San Jose (SJC)

Flight deals to Santa Cruz

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 9 - Thu, Sep 10
LAX
Los Angeles
SJC
San Jose
$52 Roundtrip, found 6 days ago
$52
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Los Angeles to San Jose, returning Thu, Sep 10, priced at $52 found 6 days ago
Wed, Sep 9 - Thu, Sep 10
LAX
Los Angeles
SJC
San Jose
$93 Roundtrip, found 6 days ago
$93
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Los Angeles to San Jose, returning Thu, Sep 10, priced at $93 found 6 days ago
Wed, Sep 9 - Thu, Sep 10
LAX
Los Angeles
SJC
San Jose
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Los Angeles to San Jose, returning Thu, Sep 10, priced at $149 found 6 days ago

Top rated hotels for your Santa Cruz vacation

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
1 mi from city center
$479 nightly
The price is $537 total per night
$537 total
Aug 16 - Aug 17
Total with taxes and fees
With a stay at La Bahia Hotel and Spa in Santa Cruz (Westside Santa Cruz), you'll be within a 5-minute walk of Santa Cruz Wharf and Santa Cruz Beach Boardwalk.
Pool
Hot Tub
Bay Front Inn Santa Cruz

Bay Front Inn Santa Cruz

2.5 out of 5
325 Pacific Ave Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
0.88 mi from city center
$125 nightly
The price is $144 total per night
$144 total
Jul 23 - Jul 24
Total with taxes and fees
Located in Santa Cruz (Westside Santa Cruz), Bay Front Inn Santa Cruz is within a 15-minute walk of Santa Cruz Beach Boardwalk and Santa Cruz Wharf.
Pool
Pet friendly
Seaside Inn & Suites

Seaside Inn & Suites

2 out of 5
525 Ocean St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
0.34 mi from city center
$104 nightly
The price is $119 total per night
$119 total
Aug 3 - Aug 4
Total with taxes and fees
With a stay at Seaside Inn & Suites in Santa Cruz (Westside Santa Cruz), you'll be within a 5-minute drive of Santa Cruz Beach Boardwalk and Santa Cruz Wharf.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Santa Cruz
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.