Hotels near Midway Airport (MDW) with a free shuttle

Midway International Airport is on Chicago's Southwest Side, roughly 10 miles from the Loop, and the hotels on this list put you within a short taxi or shuttle ride of the terminal.

Hotel GuideDestinationsJul 21, 2026Dyme
The main concourse at Chicago Midway International AirportPhoto: N i c o l a, Wikimedia Commons (CC BY 2.0)

Midway International Airport is on Chicago's Southwest Side, roughly 10 miles from the Loop, and the hotels on this list put you within a short taxi or shuttle ride of the terminal. They're handy for an early flight, and cheaper than staying downtown.

Rankings reflect drive time from the hotel to MDW, a free airport shuttle (all five run one), and access to the CTA Orange Line, which connects Midway station to the Loop in about 30 minutes.

How we ranked these hotels near Midway International Airport

All five hotels are on or within a few blocks of S Cicero Ave, the main corridor running alongside MDW. We ranked them in three steps.

  • 1. Drive time from each address to the terminal.
  • 2. Airport shuttle, checked on each hotel's own website.
  • 3. The walk to the Midway 'L' station.

The Midway 'L' station is about a mile from each hotel, a 23 to 31 minute walk, so most guests take the hotel shuttle to the airport and ride the Orange Line from there.

Hotels near Midway Airport at a glance

HotelStarsGuest RatingDrive to MDWAirport shuttleGuest parkingWalk to Midway 'L' station
Hampton Inn Chicago-Midway Airport39.04 minFreePaid lot23 min
Hilton Garden Inn Chicago/Midway Airport38.24 minFree, 24 hoursPaid lot26 min
Sleep Inn Midway Airport27.74 minFreePaid26 min
DoubleTree by Hilton Chicago Midway Airport49.05 minFree, 24 hoursFree on-site30 min
Residence Inn by Marriott Chicago Midway Airport38.86 minFree, 24 hoursFree on-site31 min

Getting to and from MDW: practical tips

  • The CTA Orange Line runs from Midway station into the Loop in about 25 to 35 minutes, depending on your stop.
  • All five hotels are on S Cicero Ave, which runs directly past the terminal. A taxi from any of them to the departures level takes 4 to 6 minutes depending on traffic.
  • Three of these hotels (Hilton Garden Inn, DoubleTree, Residence Inn) say their shuttles run 24 hours; ask the other two for times when you book an early flight.
  • CTA Bus Route 54B (South Cicero) stops at Cicero and 65th and 66th streets, by these hotels.
  • All five hotels list a park-and-fly or park-stay-go package, and the DoubleTree and Residence Inn include free on-site parking. Check the package terms when you book.

Transit options beyond the taxi

The CTA Orange Line is the most reliable way to reach downtown Chicago from this corridor. You pay the standard 'L' fare, and Midway has no airport surcharge.

For O'Hare, change to the Blue Line at Clark/Lake in the Loop. CTA Bus Route 63 (63rd Street) runs east-west from Midway station to 63rd and Stony Island, stopping at 63rd and Cicero, a few blocks north of these hotels.

The hotels

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Frequently asked questions

Which hotels near Midway Airport have a free shuttle?+

All five. The Hilton Garden Inn, DoubleTree and Residence Inn say their shuttles run 24 hours. The Hampton Inn and Sleep Inn also run free shuttles to the MDW terminal, so ask for times when you book an early flight.

How long does the CTA Orange Line take from Midway Airport to downtown Chicago?+

The CTA Orange Line runs from Midway station into the Loop in about 25 to 35 minutes, depending on your stop. You pay the standard 'L' fare with a Ventra card, which you can load at the station.

Are there 4-star hotels near Midway Airport?+

The DoubleTree by Hilton Chicago Midway Airport at 6624 S Cicero Ave is the 4-star pick on this list. It has a heated indoor pool, Coaches Sports Bar and Grill, and a ballroom for up to 210 reception guests, and it is about 5 minutes by car from the MDW terminal.

Which hotel near MDW is best for extended stays?+

The Residence Inn by Marriott Chicago Midway Airport at 6638 S Cicero Ave is built for multi-night stays. Every suite has an in-room kitchen, breakfast is free, and the airport shuttle runs 24 hours. Its 8.8 guest rating is just behind the Hampton Inn and DoubleTree, both at 9.0.

What is the cheapest hotel option near Midway Airport?+

The Sleep Inn Midway Airport at 6650 S Cicero Ave is the budget pick on this list. It carries a 2-star rating and a guest score of 7.7, and it is about 4 minutes by car from MDW. It runs a free airport shuttle and offers a 7-day Park and Fly package.

Can I walk from these hotels to Midway Airport?+

Not practically. Each hotel is about a mile from the terminal, a walk of 20 minutes or more along busy Cicero Avenue. All five run a free shuttle, which takes about 5 minutes.

How do I get downtown from hotels near Midway Airport?+

Take your hotel's free shuttle to MDW, then ride the CTA Orange Line from Midway station into the Loop, about 25 to 35 minutes depending on your stop.

Do hotels near Midway offer park-and-fly?+

Yes. The Sleep Inn has a 7-day Park and Fly package, the Residence Inn has Park Here Fly There, and the Hampton Inn and DoubleTree list Hilton's Park, Stay & Go. The Hilton Garden Inn also lists park-and-fly packages. Check the terms with the hotel when you book.

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