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.
23 hotels near Chicago Midway International Airport (MDW) offer airport shuttle service. 22 of them run a free shuttle. Published shuttle frequency ranges from every 15 to 60 minutes.
Updated October 2026
23 hotels with shuttle service
Polished quarters, some with city views, in a luxury property offering dining, a gastropub & a gym.
Modern lodging with an indoor saltwater pool, plus free breakfast, Wi-Fi & an airport shuttle.
Sleek conference hotel with American dining, a gym & meeting rooms, plus a free airport shuttle.
Warm quarters in a contemporary airport hotel offering a free shuttle & Wi-Fi, plus a bar & a pool.
Arts & Crafts style hotel offering casual suites & a pool, plus free breakfast & an airport shuttle.
Polished airport hotel with 2 floors of event space, plus stylish dining & an airport shuttle.
Unfussy rooms in a relaxed airport hotel offering complimentary breakfast & shuttle service.
Casual airport hotel offering an indoor pool & a bar/restaurant, plus free parking & Wi-Fi.
Casual rooms in a straightforward hotel offering free breakfast served in a simple dining room.
Contemporary hotel with a free airport shuttle, plus an indoor pool & on-site restaurant.
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.
| Hotel | Shuttle | Frequency | Hours | Distance |
|---|---|---|---|---|
| Loews Chicago O'Hare Hotel | Free | Every 15 minutes | 24/7 | 14.2 mi (30 min) |
| Hampton Inn Chicago-O'Hare International Airport | Free | Every 20 minutes | 24/7 | 13.2 mi (30 min) |
| Hyatt Regency O'Hare Chicago | Free | Every 15 minutes | 24/7 | 14.5 mi (30 min) |
| Hyatt Place Chicago/Midway Airport | Free | Every 20 minutes | 24/7 | 1.0 mi (6 min) |
| Embassy Suites by Hilton Chicago O'Hare Rosemont | Free | Every 30 minutes | 3:30am-1:30am daily | 14.5 mi (30 min) |
| Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG | Free | Every 60 minutes | 5am-10pm daily | 14.4 mi (30 min) |
| Sleep Inn Midway Airport | Free | Every 20 minutes | 24/7 | 1.2 mi (7 min) |
| DoubleTree by Hilton Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.1 mi (6 min) |
| Holiday Inn Express & Suites Bensenville - O'Hare by IHG | Free | Departure frequency not listed | 3am-10pm daily | 13.4 mi (30 min) |
| Hilton Rosemont/Chicago O'Hare | Free | Departure frequency not listed | 5am-12am daily | 14.5 mi (30 min) |
| Hampton Inn Chicago-Midway Airport | Free | Departure frequency not listed | 24/7 | 1.0 mi (6 min) |
| Holiday Inn Express & Suites Chicago-Midway Airport by IHG | Free | Every 20 minutes | Operating hours not listed | 1.0 mi (6 min) |
| Hilton Garden Inn Chicago/Midway Airport | Free | Every 30 minutes | Operating hours not listed | 0.9 mi (6 min) |
| Courtyard by Marriott Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.1 mi (6 min) |
| Sonesta Simply Suites Chicago O'Hare Airport | Free | Departure frequency not listed | 24/7 | 13.3 mi (30 min) |
| Fairfield by Marriott Inn & Suites Chicago Midway Airport | Free | Departure frequency not listed | 24/7 | 1.1 mi (7 min) |
| Country Inn & Suites by Radisson, Chicago O'Hare South, IL | Free | Departure frequency not listed | 3am-11pm daily | 13.4 mi (30 min) |
| Residence Inn by Marriott Chicago Midway Airport | Free | Departure frequency not listed | Operating hours not listed | 1.1 mi (7 min) |
| DoubleTree by Hilton Hotel Chicago O'Hare Airport - Rosemont | Free | Departure frequency not listed | Operating hours not listed | 14.4 mi (30 min) |
| Chicago Marriott Midway | Free | Departure frequency not listed | Operating hours not listed | 1.0 mi (6 min) |
| DoubleTree by Hilton Hotel Chicago - Alsip | Free | Departure frequency not listed | Operating hours not listed | 8.5 mi (24 min) |
| Hilton Chicago O'Hare Airport | Free | Departure frequency not listed | Operating hours not listed | 15.6 mi (30 min) |
| The Peninsula Chicago | Shuttle available | Departure frequency not listed | Operating hours not listed | 10.0 mi (27 min) |
23 hotels near Chicago Midway International Airport (MDW) operate an airport shuttle. 22 run the shuttle free of charge. 10 offer 24/7 service. The closest sits 0.9 mi from the terminal.
| Hotel | Shuttle | Hours | Frequency | Distance | Rating |
|---|---|---|---|---|---|
| Loews Chicago O'Hare Hotel | Free | 24/7 | Every 15 minutes | 14.2 mi | 4.5/5 on Google (5,062 reviews) |
| Hampton Inn Chicago-O'Hare International Airport | Free | 24/7 | Every 20 minutes | 13.2 mi | 4.4/5 on Google (2,208 reviews) |
| Hyatt Regency O'Hare Chicago | Free | 24/7 | Every 15 minutes | 14.5 mi | 4.3/5 on Google (7,898 reviews) |
| Hyatt Place Chicago/Midway Airport | Free | 24/7 | Every 20 minutes | 1.0 mi | 4.3/5 on Google (1,377 reviews) |
| Embassy Suites by Hilton Chicago O'Hare Rosemont | Free | 3:30am-1:30am daily | Every 30 minutes | 14.5 mi | 4.1/5 on Google (3,213 reviews) |
| Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG | Free | 5am-10pm daily | Every 60 minutes | 14.4 mi | 3.9/5 on Google (3,649 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) |
| Holiday Inn Express & Suites Bensenville - O'Hare by IHG | Free | 3am-10pm daily | Departure frequency not listed | 13.4 mi | 4.4/5 on Google (1,160 reviews) |
| Hilton Rosemont/Chicago O'Hare | Free | 5am-12am daily | Departure frequency not listed | 14.5 mi | 4.2/5 on Google (2,709 reviews) |
22 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? 10 hotels near Chicago Midway International Airport run the shuttle around the clock: DoubleTree by Hilton Chicago Midway Airport, Loews Chicago O'Hare Hotel, Hampton Inn Chicago-O'Hare International Airport, Hyatt Regency O'Hare Chicago, Hyatt Place 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 15.6 mi from the terminal. The closest option is Hilton Garden Inn Chicago/Midway Airport at 0.9 mi, about 6 minutes door to door. Shorter distance usually means faster shuttle turnaround at peak hours.