Hotels with Shuttle Service in Southwest Side, IL

Booking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Hotels with Shuttle
  3.  USA
  4.  Illinois
  5.  Chicago
  6.  Southwest Side
Refine your search

Price per night

Amenity Filter

Rating

Find 16 Hotels with Shuttle in Southwest Side from $99

Carlton Inn Midway
Carlton Inn Midway
Hotel
Chicago, IL, USA
2.1k from Southwest Side center

Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

5.0

Review score

832 reviews

$99
Average price / night
Check Availability
Holiday Inn Express & Suites Chicago-Midway Airport by IHG
Holiday Inn Express & Suites Chicago-Midway Airport by IHG
Hotel
Bedford Park, IL, USA
3.9k from Southwest Side center

Cheap, Accommodations, Parking, Holiday inn , Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

304 reviews

$176
Average price / night
Check Availability
Hampton Inn Chicago-Midway Airport
Hampton Inn Chicago-Midway Airport
Hotel
Chicago, IL, USA
3.9k from Southwest Side center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.0

Good

394 reviews

$1105
Average price / night
Check Availability
Hilton Garden Inn Chicago/Midway Airport
Hilton Garden Inn Chicago/Midway Airport
Hotel
Chicago, IL, USA
3.9k from Southwest Side center

Accommodations, Pools, Parking, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay, Family

7.8

Good

243 reviews

$172
Average price / night
Check Availability
Residence Inn Chicago Midway Airport
Residence Inn Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.0k from Southwest Side center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

9.3

Superb

66 reviews

$212
Average price / night
Check Availability
Courtyard Chicago Midway Airport
Courtyard Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.1k from Southwest Side center

Accommodations, Pools, Parking, Marriott , Pet-friendly, 3-star, Lodgings, Places to stay, Family

7.6

Good

233 reviews

$158
Average price / night
Check Availability
Chicago Marriott Midway
Chicago Marriott Midway
Hotel
Bedford Park, IL, USA
4.1k from Southwest Side center

Accommodations, Pools, Parking, Marriott , Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

174 reviews

$173
Average price / night
Check Availability
Fairfield Inn & Suites Chicago Midway Airport
Fairfield Inn & Suites Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.1k from Southwest Side center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

263 reviews

$149
Average price / night
Check Availability
Sleep Inn Midway Airport
Sleep Inn Midway Airport
Hotel
Chicago, IL, USA
4.1k from Southwest Side center

B&bs, Accommodations, Parking, Inns, Pet-friendly, Lodgings, Places to stay, Accessible hotels

7.7

Good

733 reviews

$116
Average price / night
Check Availability
DoubleTree by Hilton Chicago Midway Airport, IL
DoubleTree by Hilton Chicago Midway Airport, IL
Hotel
Bedford Park, IL, USA
4.2k from Southwest Side center

Accommodations, Pools, 4-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

145 reviews

$197
Average price / night
Check Availability
Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.3k from Southwest Side center

Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Family

8.6

Fabulous

809 reviews

$181
Average price / night
Check Availability
Holiday Inn Chicago Midway Airport S by IHG
Holiday Inn Chicago Midway Airport S by IHG
Hotel
Chicago, IL, USA
4.9k from Southwest Side center

Accommodations, Parking, Holiday inn , 3-star, Lodgings, Places to stay, Accessible hotels

7.7

Good

553 reviews

$153
Average price / night
Check Availability
Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
Hotel
Chicago, IL, USA
8.4k from Southwest Side center

Accommodations, Pools, Parking, Romantic, Hilton , 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

604 reviews

$173
Average price / night
Check Availability
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical Center
Hotel
Chicago, IL, USA
9.4k from Southwest Side center

Accommodations, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.4

Very Good

372 reviews

$197
Average price / night
Check Availability
Hyatt Regency McCormick Place Chicago
Hyatt Regency McCormick Place Chicago
Hotel
Chicago, IL, USA
9.6k from Southwest Side center

Accommodations, Pools, Parking, Romantic, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.3

Very Good

833 reviews

$1495
Average price / night
Check Availability
Courtyard by Marriott Chicago at Medical District-UIC
Courtyard by Marriott Chicago at Medical District-UIC
Hotel
Chicago, IL, USA
9.6k from Southwest Side center

Accommodations, Parking, Marriott , 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

148 reviews

$264
Average price / night
Check Availability

Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Shuttle in Southwest Side.

Where to stay in Southwest Side? Best neighborhoods & areas

Stay Near Southwest Side's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

Southwest Side Hotels with Shuttle on the Map

Frequently Asked Questions

Shuttle services in Southwest Side often connect guests to nearby airports, major attractions, or city centers, depending on the hotel’s location.

Some hotels require advance reservations for shuttle services, while others operate on a fixed schedule. It’s best to confirm details before arrival.

Many hotels offer complimentary shuttle services, but some may charge a small fee depending on distance or destination.

Prices for hotels with shuttle options in Southwest Side typically begin around $99 per night, depending on location and facilities.

In addition to transportation services, many properties also feature Accessibility, Wellness Facilities, and Internet for added convenience.