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Midtown Vacation Packages

Midtown Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

2.5 out of 5
Medical Center District
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions San Antonio Zoo and Aquarium and North Star Mall are located nearby.
Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 3.5-star family-friendly hotel in San Antonio. Enjoy free WiFi, free parking, and a lazy river. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hill Country Golf Club and Aquatica San Antonio Waterpark are located nearby.
Tx Home Group- San Antonio

Tx Home Group- San Antonio

3 out of 5
Midtown
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 3-star apartment in San Antonio. Enjoy free WiFi, laundry facilities, and Netflix. Popular attractions Alamo and San Antonio River are located nearby.
Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 4-star spa hotel in San Antonio. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions River Walk and San Antonio River are located nearby.
Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this historic hotel in San Antonio. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Alamo and River Walk are located nearby.
Hotel Havana

Hotel Havana

3.5 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 3.5-star hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Alamo and San Antonio River are located nearby.
The Continental, powered by Placemakr

The Continental, powered by Placemakr

3.5 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 3.5-star apartment in San Antonio. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions San Antonio River and River Walk are located nearby.
InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this 4.5-star luxury hotel in San Antonio. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions San Antonio River and Alamo are located nearby.

3-4 Night Vacations in Midtown

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Riverside Suites

Club Wyndham Riverside Suites

3.5 out of 5
Downtown San Antonio
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
La Cantera Resort & Spa

La Cantera Resort & Spa

4 out of 5
La Cantera District
per person
Jun 19 - Jun 22
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Tx Home Group- San Antonio

Tx Home Group- San Antonio

3 out of 5
Midtown
per person
Jun 19 - Jun 22
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)

5-7 Night Vacations in Midtown

Price found within the past 48 hours. Click for updated prices.
Tx Home Group- San Antonio

Tx Home Group- San Antonio

3 out of 5
Midtown
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)
Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
per person
Jun 4 - Jun 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Antonio (SAT)

Cheap Hotel Deals in Midtown

Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street, Dwyer/Main Plaza, San Antonio, TX
Stay at this 4-star family-friendly hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the ...
Riverwalk Plaza
La Quinta Inn & Suites by Wyndham San Antonio Riverwalk

La Quinta Inn & Suites by Wyndham San Antonio Riverwalk

3 out of 5
303 Blum Street, San Antonio, TX
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham San Antonio Riverwalk
Drury Plaza Hotel San Antonio Riverwalk

Drury Plaza Hotel San Antonio Riverwalk

3 out of 5
105 S Saint Marys Street, San Antonio, TX
Stay at this 3-star business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool ...
Drury Plaza Hotel San Antonio Riverwalk
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Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham, San Antonio, TX
Book a stay at this historic hotel in San Antonio. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant ...
Crockett Hotel
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

2.5 out of 5
4431 Horizon Hill Blvd, San Antonio, TX
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW
Spark By Hilton San Antonio Northwest near Six Flags

Spark By Hilton San Antonio Northwest near Six Flags

3 out of 5
6755 North Loop 1604 West, San Antonio, TX
Stay at this 3-star hotel in San Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
Spark By Hilton San Antonio Northwest near Six Flags
Menger Hotel

Menger Hotel

3.5 out of 5
204 Alamo Plaza, San Antonio, TX
Stay at this 3.5-star historic hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the bar in our ...
Menger Hotel
Grand Hyatt San Antonio River Walk

Grand Hyatt San Antonio River Walk

4 out of 5
600 E Market St, San Antonio, TX
Stay at this 4-star eco-certified hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Grand Hyatt San Antonio River Walk
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 Flight Deals

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

Spirit Airlines
Wed, May 21 - Sun, May 25
LAX
Los Angeles Intl.
SAT
San Antonio Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 21 from Los Angeles Intl. to San Antonio Intl., returning Sun, May 25, priced at $96 found 1 day ago
Spirit Airlines
Sat, May 31 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
SAT
San Antonio Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, May 31 from Hartsfield-Jackson Atlanta Intl. to San Antonio Intl., returning Mon, Jun 2, priced at $112 found 4 days ago
Sun Country Airlines
Sun, Aug 3 - Fri, Aug 8
MSP
Minneapolis - St. Paul Intl.
SAT
San Antonio Intl.
$167 Roundtrip, found 21 hours ago
$167
Roundtrip
found 21 hours ago
Select Sun Country Airlines flight, departing Sun, Aug 3 from Minneapolis - St. Paul Intl. to San Antonio Intl., returning Fri, Aug 8, priced at $167 found 21 hours ago
Spirit Airlines
Mon, Jun 2 - Fri, Jun 6
ORD
O'Hare Intl.
SAT
San Antonio Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jun 2 from O'Hare Intl. to San Antonio Intl., returning Fri, Jun 6, priced at $210 found 1 day ago