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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The host requires you to complete the following before checking out:
Start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number R26000140673
Property # 5250912vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Chicago
Gage Park, a neighbourhood in Chicago, is home to this apartment. Griffin Museum of Science and Industry and Field Museum of Natural History are cultural highlights, and some of the area's notable landmarks include Obama's House and Merchandise Mart. Check out an event or a game at Rate Field, and consider making time for Lincoln Park Zoo, a top attraction not to be missed.
Is Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access?
As of 17 July 2026, prices found for a 1-night stay for 2 adults at Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access on 19 Apr 2027 start from AU$667, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access?
On-site parking is available at the property.
What time is check-in at Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access?
Check-in begins at 3:00 PM.
What time is check-out at Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access?
Checkout is at 11:00 AM.
Where is Upscale 1BR -Near Midway Airport - Free Parking & Fast CTA Access located?
Located in Gage Park, this apartment building is within 6 miles (10 km) of State Street, University of Chicago and Anna and Frederick Douglass Park. Wintrust Sports Complex and University of Chicago Medicine are also within 6 miles (10 km). Kedzie Station (Orange Line) is 22 minutes by foot.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.