Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access

Chicago, Illinois
$245 avg/night
Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

Discover the perfect Chicago retreat at The Midway — a spacious, upscale 1-bedroom apartment on the city's South Side, ideal for extended stays, work trips, and family visits.

Why guests love it:

Free private parking on premises
Pets welcome
Self check-in with keypad — arrive on your schedule
Dedicated workspace for remote workers
Fully equipped updated kitchen
Renovated private bath with premium finishes
Fast CTA Orange Line access to downtown Chicago
Minutes from Midway Airport

Nearby you'll find golf courses, local dining, shopping, and everything Chicago's South Side has to offer. Whether you're in town for a week or a month, The Midway gives you the comfort of home with the style of a boutique hotel.

Hosted by Marty & Michelle — 7 years of hosting, 151 reviews across our properties, and a 100% response rate. We're here when you need us.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • LAUNDRY

    Laundry Facilities Near Coin Laundry
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Garden
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Nicole P.

    Submitted Jun 6, 2026

    Stayed Jun 1, 2026

    The place was great. Near the airport, 20 min walk to the metro. Lots of families walking their fluffy dogs around. Free street parking. Looks exactly like the photos.There were extra snacks of chips and beef sticks in the kitchen and cabinets were full of spices and other condiments. Possibly left by past guest, giving it a very communal feeling. That's perfect for someone looking to make a meal without buying a ton of stuff.The sofa is sleepable. And the TV is really large. And being the top floor meant it was fairly quiet.The hosts were communicative and friendly.But beyond all the normally expected stuff that would rank them well, they went beyond my expectations. I left my brand new company issued double capacity power bank, charge cord, and charge plug. Over 100 of items I was given this for this trip. I had checked out and ways already at the airport when I realized this and sent them over a message.Their staff found the items and mailed them back to me less than 48 hours after I left. Now thats service! And also integrity and care.You can have the most well appointed property, but if you dont feel safe and can't trust your hosts, it doesn’t matter.Renting from a small family business just hits different and I was able to communicate with both of the owner couple and they rank high in my book as people that should have your support.

  • NITRO_BLUE

    Submitted Jun 1, 2026

    Stayed May 29, 2026

    Great quiet place and clean

Your dates are Available!

Total

Includes taxes and fees
$245+
View details