
417 S Dearborn · Chicago Loop · Est. 1899
Chicago Has Hotels.
Plymouth Is Different.
2, 3 & 4 bedroom suites in a century-old landmark building. Apartment-style living. Instant booking.
The Proof
Why Plymouth
2–4
Bedrooms
Every unit has multiple private bedrooms. No sharing walls with strangers.
Sleeps
Up to 8
Perfect for groups. Split the cost. Keep the style.
Full
Kitchens
Cook in. Eat out. Either way, you have the option.
The
Loop
Dead center Chicago. Everything is walkable or one stop away.
Direct
Booking
Book here, skip the fees. Best rate guaranteed.
What's Included
Everything You Need. Nothing You Don't.
2, 3 & 4 Bedroom Layouts
Every unit has multiple private bedrooms with real doors. Pick the size that fits your group.
Full Kitchens
Cook, prep, store. Real appliances, real counter space, real cookware in every unit.
Separate Living Areas
Open living rooms and dining spaces — not just a bed in a box.

Private Bedrooms
No shared walls with strangers. Every bedroom is yours and yours alone.
The Loop Location
Dead center Chicago. Millennium Park, Riverwalk, transit — all walkable.

Smart Self Check-In
Digital keys, smart locks, zero wait time. Walk in like you own the place.
Group-Friendly Setup
Common areas that bring people together. Private rooms that give them space.
Fast WiFi, Work-Ready
High-speed internet and dedicated workspaces. Remote work without the coffee shop.
Our Suites
Rooms That Earn Their Rate
Every suite is designed with intention — real space, real kitchens, real style.

Couples · Small Families · Business Pairs
The Two-Bedroom
More space than a hotel. More style than an Airbnb.
Sleeps 4 comfortably. Full kitchen, private bedrooms, living room. Everything you need to feel at home — with better design than your actual home.

Friend Groups · Family Travel · Bachelor/ette Parties
The Three-Bedroom
Bring the whole crew. Nobody has to share a bed.
Sleeps 6. Three private bedrooms, full kitchen, open living space. Built for groups who want to be together without being on top of each other.

Large Groups · Events · Executive Retreats
The Four-Bedroom
The whole floor. All yours.
Sleeps 8. Maximum space, maximum privacy. Chicago living at its best. The largest layout we offer — perfect for taking over the entire space.
The Design
No Two Rooms Alike
Curated murals. Custom furniture. Every suite is a one-of-a-kind composition.















The Experience
Not a Hotel Stay.
A Better Way to Travel.
We stripped out everything annoying about hotels and kept everything that matters. The result? A stay that fits around your life instead of the other way around.
Check In, Skip the Line
No front desk. No waiting. Your digital key hits your phone before you even land. Walk in, settle in, done.
Cook on Your Terms
Every suite comes with a full kitchen — not a microwave and a mini-fridge. Stock up at the local market and eat like a local.
Work Without Compromise
High-speed WiFi, ergonomic workspaces, and enough silence to actually get things done. We built for remote workers before it was trendy.
Explore the Neighborhood
We'll point you to the spots the locals actually go — not the tourist traps. Restaurants, bars, coffee, culture. The real Chicago.
Guest Reviews
Don't Take Our Word for It
“We booked for a bachelor party. Four guys, two bedrooms, a full kitchen, and walking distance to everything. Way better than cramming into two hotel rooms.”
Marcus T.
Group Trip — 4 Nights
“I travel to Chicago monthly for work. The Plymouth is the only place I book now. The workspace alone is worth it, but the kitchen and the space make it feel like my own apartment.”
Sarah K.
Business Travel — Monthly Stays
“Self check-in was seamless. The design was incredible. The location was perfect. We're already planning our next trip back.”
David & Priya R.
Couple's Getaway — 3 Nights
Location
The Loop. No Compromises.
Walking distance to Millennium Park, the Riverwalk, the Art Institute, major transit hubs, top restaurants, and Chicago's business district. You are in the center of everything.
FAQ
Questions. Answered.
It depends on the unit. The Two-Bedroom sleeps 4, the Three-Bedroom sleeps 6, and the Four-Bedroom sleeps 8. Every bedroom is private with its own door.
Both. You get the space and comfort of a full apartment — private bedrooms, a living room, a full kitchen — with the quality, design, and service of a boutique hotel.
Yes. Every unit has a full kitchen with a stove, oven, refrigerator, dishwasher, cookware, and utensils. Not a kitchenette. Not a hot plate. A real kitchen.
It was built for groups. Multiple private bedrooms, shared living and dining areas, and a full kitchen so you can split the cost and still have more space than a hotel. Perfect for friend trips, family travel, bachelor/bachelorette parties, and corporate teams.
You'll receive a digital key via email/text before your arrival. Use it to unlock the building entrance and your suite directly — no front desk, no waiting, no small talk required.
Free cancellation up to 48 hours before check-in for most bookings. Check your specific reservation confirmation for details.
We partner with nearby garages for discounted guest parking. Details and reservation links are sent with your booking confirmation. Street parking is also available in the area.
Please contact us directly to discuss pet accommodations. Policies may vary by unit and length of stay.
Reserve
Book Direct. Best Rate.
Skip the third-party fees. Book directly for the best available rate and flexible terms.
Instant booking · Secure checkout · Best rate guaranteed
Don't Sleep on It
18 Suites. One Building.
They Go Fast.
Limited inventory means limited availability. The best dates disappear first. Lock yours in before someone else does.