Find the best hotels with shuttle service near Chicago Midway International Airport in Chicago, IL. Compare free and paid shuttles, operating hours, frequency, and pickup locations.
12 hotels near Chicago Midway International Airport (MDW) offer airport shuttle service. 11 of them run a free shuttle. Published shuttle frequency ranges from every 20 to 30 minutes.
Updated August 2026
12 hotels with shuttle service
Casual airport hotel offering an indoor pool & a bar/restaurant, plus free parking & Wi-Fi.
Modern quarters with kitchens in a relaxed hotel offering free Wi-Fi, breakfast & airport shuttle.
Warm quarters in a contemporary airport hotel offering a free shuttle & Wi-Fi, plus a bar & a pool.
Upscale hotel with American dining, a Starbucks & an indoor pool, plus a free airport shuttle.
Modern airport lodging with a fitness center, plus free breakfast, Wi-Fi & an airport shuttle.
Contemporary lodging with a 24-hour fitness center, plus free airport shuttle & hot breakfast.
Straightforward rooms with free WiFi, plus an indoor pool, restaurant & free Midway airport shuttle.
Airport lodging with an American restaurant & business center, plus free Wi-Fi & airport shuttle.
Low-key airport hotel offering an indoor pool & restaurant, plus Wi-Fi & a free airport shuttle.
Straightforward airport hotel offering an indoor pool, plus free breakfast, airport shuttle & Wi-Fi.
Unfussy rooms in a relaxed airport hotel offering complimentary breakfast & shuttle service.
| Hotel | Shuttle | Frequency | Hours | Distance |
|---|---|---|---|---|
| Hyatt Place Chicago/Midway Airport | Free | Every 20 minutes | 24/7 | 1.7 km (6 min) |
| Sleep Inn Midway Airport | Free | Every 20 minutes | 24/7 | 1.9 km (7 min) |
| DoubleTree by Hilton Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.7 km (6 min) |
| Hampton Inn Chicago-Midway Airport | Free | Departure frequency not listed | 24/7 | 1.6 km (6 min) |
| Holiday Inn Express & Suites Chicago-Midway Airport by IHG | Free | Every 20 minutes | Operating hours not listed | 1.6 km (6 min) |
| Hilton Garden Inn Chicago/Midway Airport | Free | Every 30 minutes | Operating hours not listed | 1.5 km (6 min) |
| Courtyard by Marriott Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.7 km (6 min) |
| Fairfield by Marriott Inn & Suites Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.8 km (7 min) |
| Residence Inn by Marriott Chicago Midway Airport | Free | Departure frequency not listed | Operating hours not listed | 1.8 km (7 min) |
| Chicago Marriott Midway | Free | Departure frequency not listed | Operating hours not listed | 1.6 km (6 min) |
| DoubleTree by Hilton Hotel Chicago - Alsip | Free | Departure frequency not listed | Operating hours not listed | 13.7 km (24 min) |
| The Peninsula Chicago | Shuttle available | Departure frequency not listed | Operating hours not listed | 16.1 km (27 min) |
12 hotels near Chicago Midway International Airport (MDW) operate an airport shuttle. 11 run the shuttle free of charge. 6 offer 24/7 service. The closest sits 0.9 mi (1.5 km) from the terminal.
| Hotel | Shuttle | Hours | Frequency | Distance | Rating |
|---|---|---|---|---|---|
| Hyatt Place Chicago/Midway Airport | Free | 24/7 | Every 20 minutes | 1.0 mi | 4.3/5 on Google (1,377 reviews) |
| Sleep Inn Midway Airport | Free | 24/7 | Every 20 minutes | 1.2 mi | 3.7/5 on Google (1,383 reviews) |
| DoubleTree by Hilton Chicago Midway Airport | Free | 24/7 | Departure frequency not listed | 1.1 mi | 4.7/5 on Google (2,151 reviews) |
| Hampton Inn Chicago-Midway Airport | Free | 24/7 | Departure frequency not listed | 1.0 mi | 4.2/5 on Google (1,382 reviews) |
| Holiday Inn Express & Suites Chicago-Midway Airport by IHG | Free | Operating hours not listed | Every 20 minutes | 1.0 mi | 4.2/5 on Google (800 reviews) |
| Hilton Garden Inn Chicago/Midway Airport | Free | Operating hours not listed | Every 30 minutes | 0.9 mi | 4.1/5 on Google (1,149 reviews) |
| Courtyard by Marriott Chicago Midway Airport | Free | 24/7 | Departure frequency not listed | 1.1 mi | 4.0/5 on Google (1,287 reviews) |
| Fairfield by Marriott Inn & Suites Chicago Midway Airport | Free | 24/7 | Departure frequency not listed | 1.1 mi | 4.0/5 on Google (731 reviews) |
| Residence Inn by Marriott Chicago Midway Airport | Free | Operating hours not listed | Departure frequency not listed | 1.1 mi | 4.4/5 on Google (608 reviews) |
| Chicago Marriott Midway | Free | Operating hours not listed | Departure frequency not listed | 1.0 mi | 4.2/5 on Google (1,417 reviews) |
11 hotels near Chicago Midway International Airport run a free shuttle to the terminal. Free shuttles remove the cost of a taxi or rideshare between Chicago hotels and MDW.
Late arrival or early departure? 6 hotels near Chicago Midway International Airport run the shuttle around the clock: DoubleTree by Hilton Chicago Midway Airport, Hyatt Place Chicago/Midway Airport, Hampton Inn Chicago-Midway Airport, Courtyard by Marriott Chicago Midway Airport, Fairfield by Marriott Inn & Suites Chicago Midway Airport. Confirm overnight frequency with the front desk — many hotels switch to on-request pickup after midnight.
Shuttle hotels near Chicago Midway International Airport sit 0.9 mi to 10.0 mi from the terminal. The closest option is Hilton Garden Inn Chicago/Midway Airport at 0.9 mi (1.5 km), about 6 minutes door to door. Shorter distance usually means faster shuttle turnaround at peak hours.