Cheap Vacations in Cypress

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3-night Cypress vacations

Price found within the past 48 hours. Click for updated prices.
Heritage Inn Suites Houston/Sugar Land, Trademark by Wyndham

Heritage Inn Suites Houston/Sugar Land, Trademark by Wyndham

3 out of 5
Price was $389, price is now $342 per person
$342
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Margaritaville Lake Resort, Lake Conroe/Houston

Margaritaville Lake Resort, Lake Conroe/Houston

3.5 out of 5
Save 100% on your flight
Price was $819, price is now $532 per person
$532
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
The Lancaster Hotel

The Lancaster Hotel

4 out of 5
Save 100% on your flight
Price was $1,162, price is now $877 per person
$877
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Hotel Granduca Houston

Hotel Granduca Houston

4 out of 5
Save 100% on your flight
Price was $994, price is now $772 per person
$772
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
The Moran CITYCENTRE

The Moran CITYCENTRE

4 out of 5
Price was $632, price is now $504 per person
$504
per person
Jan 9 - Jan 12
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Houston (IAH)
Hotel Saint Augustine

Hotel Saint Augustine

3.5 out of 5
Price was $682, price is now $565 per person
$565
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Palacio Royale Inn Signature Katy

Palacio Royale Inn Signature Katy

2.5 out of 5
Price was $445, price is now $378 per person
$378
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Modern Cozy Home with King Bed

Modern Cozy Home with King Bed

3.5 out of 5
Price was $663, price is now $575 per person
$575
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Hyatt Regency Houston Downtown

Hyatt Regency Houston Downtown

4 out of 5
Price was $685, price is now $598 per person
$598
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Paradise Palace Best Rooftop in HTX w Hot Tub

Paradise Palace Best Rooftop in HTX w Hot Tub

3 out of 5
Price was $1,111, price is now $975 per person
$975
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Stylish 1BR Urban Retreat

Stylish 1BR Urban Retreat

4 out of 5
Price was $438, price is now $385 per person
$385
per person
Jan 25 - Jan 28
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
Embassy Suites by Hilton Houston Near the Galleria

Embassy Suites by Hilton Houston Near the Galleria

3.5 out of 5
Price was $417, price is now $367 per person
$367
per person
Jan 9 - Jan 12
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Houston (IAH)

4-night Cypress vacations

Price found within the past 48 hours. Click for updated prices.
Home Place Inn & Suites

Home Place Inn & Suites

2.5 out of 5
Price was $265, price is now $208 per person
$208
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Hilton Houston Westchase

Hilton Houston Westchase

4 out of 5
Save 100% on your flight
Price was $434, price is now $264 per person
$264
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
The Lancaster Hotel

The Lancaster Hotel

4 out of 5
Save 100% on your flight
Price was $1,294, price is now $863 per person
$863
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
The Houstonian Hotel, Club & Spa

The Houstonian Hotel, Club & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,295, price is now $915 per person
$915
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Hotel Granduca Houston

Hotel Granduca Houston

4 out of 5
Save 100% on your flight
Price was $1,144, price is now $846 per person
$846
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Palace Inn Blue Edgebrook

Palace Inn Blue Edgebrook

3 out of 5
Save 100% on your flight
Price was $363, price is now $271 per person
$271
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
The Mansion on 17th

The Mansion on 17th

3.5 out of 5
Price was $627, price is now $474 per person
$474
per person
Jan 12 - Jan 16
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Houston (IAH)
5Bdrm 3.5Bath 12Beds - HOME BIG AS TEXAS

5Bdrm 3.5Bath 12Beds - HOME BIG AS TEXAS

4.5 out of 5
Save 100% on your flight
Price was $904, price is now $687 per person
$687
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
6Bdrm 3.5Bath 14Beds - 2 Story Houston

6Bdrm 3.5Bath 14Beds - 2 Story Houston

4 out of 5
Save 100% on your flight
Price was $839, price is now $646 per person
$646
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
4Bdrm 2Bath 9Beds - 25mins to Downtown

4Bdrm 2Bath 9Beds - 25mins to Downtown

4 out of 5
Save 100% on your flight
Price was $568, price is now $445 per person
$445
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
3Bdrm 2.5Bath 5Beds - Near Downtown

3Bdrm 2.5Bath 5Beds - Near Downtown

4 out of 5
Save 100% on your flight
Price was $429, price is now $341 per person
$341
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
4Bdrms 2Bath 6Beds - Med-Center MM-Park

4Bdrms 2Bath 6Beds - Med-Center MM-Park

4 out of 5
Save 100% on your flight
Price was $504, price is now $400 per person
$400
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)

5-night Cypress vacations

Price found within the past 48 hours. Click for updated prices.
Motel 6 Webster, TX - Houston - Nasa Lake

Motel 6 Webster, TX - Houston - Nasa Lake

2 out of 5
Price was $331, price is now $295 per person
$295
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
DoubleTree by Hilton Hotel & Suites Houston by the Galleria

DoubleTree by Hilton Hotel & Suites Houston by the Galleria

4 out of 5
Save 100% on your flight
Price was $717, price is now $470 per person
$470
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Houston (IAH)
Holiday Inn Houston Downtown by IHG

Holiday Inn Houston Downtown by IHG

3 out of 5
Price was $586, price is now $442 per person
$442
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Houston (IAH)
Island Inn by OYO Galveston Beach, TX

Island Inn by OYO Galveston Beach, TX

2 out of 5
Price was $602, price is now $467 per person
$467
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
Hyatt Regency Baytown-Houston

Hyatt Regency Baytown-Houston

3.5 out of 5
Price was $574, price is now $471 per person
$471
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
Great Wolf Lodge Webster

Great Wolf Lodge Webster

2 out of 5
Price was $842, price is now $693 per person
$693
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
The Whitehall Houston

The Whitehall Houston

4 out of 5
Price was $682, price is now $572 per person
$572
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Houston (IAH)
Comfort Suites La Porte - Baytown

Comfort Suites La Porte - Baytown

2.5 out of 5
Price was $489, price is now $411 per person
$411
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
South Shore Harbour Resort & Conference Center

South Shore Harbour Resort & Conference Center

3.5 out of 5
Price was $628, price is now $529 per person
$529
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
Coppersmith Inn B&B

Coppersmith Inn B&B

3 out of 5
Price was $960, price is now $824 per person
$824
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
Harbor House Hotel and Marina at Pier 21

Harbor House Hotel and Marina at Pier 21

3 out of 5
Price was $989, price is now $872 per person
$872
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)
DoubleTree by Hilton Hotel Galveston Beach

DoubleTree by Hilton Hotel Galveston Beach

4 out of 5
Price was $742, price is now $664 per person
$664
per person
Jan 20 - Jan 25
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Houston (IAH)

6-7 night Cypress vacations

Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites

Stay Inn & Suites

2 out of 5
Save 100% on your flight
Price was $308, price is now $205 per person
$205
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Regency Inn & Suites By Capital O Houston IAH Airport

Regency Inn & Suites By Capital O Houston IAH Airport

2.5 out of 5
Save 100% on your flight
Price was $400, price is now $255 per person
$255
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Hotel Royale IAH Airport North Houston I-45

Hotel Royale IAH Airport North Houston I-45

2.5 out of 5
Save 100% on your flight
Price was $440, price is now $287 per person
$287
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
LUXURY INN

LUXURY INN

2 out of 5
Save 100% on your flight
Price was $334, price is now $240 per person
$240
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Kozy Houston North

Kozy Houston North

4 out of 5
Save 100% on your flight
Price was $409, price is now $296 per person
$296
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
OYO Hotel Houston N Fm-1960 Champions TX

OYO Hotel Houston N Fm-1960 Champions TX

2.5 out of 5
Save 100% on your flight
Price was $357, price is now $260 per person
$260
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Blossom Hotel Houston, Curio Collection by Hilton

Blossom Hotel Houston, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $823, price is now $627 per person
$627
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
GreenTree Inn Houston IAH Airport

GreenTree Inn Houston IAH Airport

2 out of 5
Save 100% on your flight
Price was $338, price is now $258 per person
$258
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Comfort Suites Kingwood Houston North

Comfort Suites Kingwood Houston North

2.5 out of 5
Save 100% on your flight
Price was $387, price is now $296 per person
$296
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
La Quinta Inn & Suites by Wyndham Kingwood Houston IAH Airpt

La Quinta Inn & Suites by Wyndham Kingwood Houston IAH Airpt

3 out of 5
Save 100% on your flight
Price was $483, price is now $371 per person
$371
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
La Quinta Inn and Suites by Wyndham Houston Spring South

La Quinta Inn and Suites by Wyndham Houston Spring South

3 out of 5
Save 100% on your flight
Price was $454, price is now $350 per person
$350
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Holiday Inn Houston Intercontinental Airport by IHG

Holiday Inn Houston Intercontinental Airport by IHG

3 out of 5
Save 100% on your flight
Price was $499, price is now $388 per person
$388
per person
Jan 10 - Jan 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)

Flight deals to Cypress

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

Mon, Dec 8 - Thu, Dec 11
DTW
Detroit
IAH
Houston
$55 Roundtrip, found 6 days ago
$55
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Dec 8 from Detroit to Houston, returning Thu, Dec 11, priced at $55 found 6 days ago
Tue, Dec 9 - Wed, Dec 17
MIA
Miami
IAH
Houston
$60 Roundtrip, found 3 days ago
$60
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Miami to Houston, returning Wed, Dec 17, priced at $60 found 3 days ago
Sat, Jan 24 - Sat, Jan 31
ATL
Atlanta
IAH
Houston
$63 Roundtrip, found 3 days ago
$63
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Atlanta to Houston, returning Sat, Jan 31, priced at $63 found 3 days ago

Top rated hotels for your Cypress vacation

DoubleTree by Hilton Hotel & Suites Houston by the Galleria

DoubleTree by Hilton Hotel & Suites Houston by the Galleria

4 out of 5
5353 Westheimer Rd Houston TX
Free Cancellation
Reserve now, pay when you stay
20.95 mi from city center
$112 nightly
The price is $131 total per night
$131 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
With a stay at DoubleTree by Hilton Hotel & Suites Houston by the Galleria, you'll be centrally located in Houston, a 1-minute drive from Westheimer Road and 8 minutes from Rice University.
Pool
Pet friendly
The Royal Sonesta Houston Galleria

The Royal Sonesta Houston Galleria

4 out of 5
2222 West Loop South Houston TX
Free Cancellation
Reserve now, pay when you stay
21.12 mi from city center
$129 nightly
The price is $151 total per night
$151 total
Dec 19 - Dec 20
Total with taxes and fees
With a stay at The Royal Sonesta Houston Galleria in Houston (The Galleria), you'll be a 3-minute drive from Westheimer Road and 7 minutes from Rice University.
Pool
Pet friendly
Kozy Houston North

Kozy Houston North

4 out of 5
NEQ of Westfield Place & Wagon Point Dri Houston TX
15.99 mi from city center
$82 nightly
The price is $96 total per night
$96 total
Dec 12 - Dec 13
Total with taxes and fees
A stay at Kozy Houston North places you in the heart of Houston, within a 15-minute walk of HCA Houston Healthcare Northwest and Houston Northwest Medical Center.
Pool
Pet friendly
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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.

^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.