Fireplace

Reviews of Old Chicago Inn

2 out of 5
Old Chicago Inn
3222 N Sheffield Ave, Chicago, IL

Reviews

7.4

Good

Rating 10 - Excellent. 181 out of 706 reviews" "
Rating 8 - Good. 243 out of 706 reviews" "
Rating 6 - Okay. 176 out of 706 reviews" "
Rating 4 - Poor. 65 out of 706 reviews" "
Rating 2 - Terrible. 41 out of 706 reviews" "

7.4/10

Cleanliness

8.6/10

Staff & service

7.8/10

Amenities

7.0/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

8/10 Good

Pamela

Liked: Staff & service
The space was old, as described. Our bed was pushed against a wall and the mattress was old/soft so not very comfy. When checking the room for belongings before we left, we found disgusting ketchup all along the wall. The description said there was a breakfast in room 13. There was not. It was in the normal place and it was fine. Our “private” bathroom was very difficult to latch, but it is an old building .check in was easy. We didn’t see or have contact with anyone, but didn’t need to.
Stayed 1 night in Mar 2024

8/10 Good

John

Liked: Cleanliness, staff & service, property conditions & facilities
charming building
Stayed 2 nights in Feb 2024

10/10 Excellent

John

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such a great place to stay. We will come here again and again. The complimentary food is very generous and tasty. The decor and charming interior is period 1920s chic and yet homey. Fantastic service from the on site manager/ host.
Stayed 2 nights in Feb 2024

8/10 Good

Lorie

Stayed 2 nights in Dec 2023

8/10 Good

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nostalgic awesome location

10/10 Excellent

Jay

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Weekend in Wrigleyville!
Rooms are small, but quiet and quaint. Perfect size for a couple. 10 minute walk to Wrigley Field. There are several local bars and restaurants even closer.
Stayed 2 nights in Nov 2023

10/10 Excellent

Jeffery, Rochelle

Liked: Cleanliness, staff & service, property conditions & facilities
Not luxurious, but was clean, comfortable and close to public transportation!
Stayed 2 nights in Oct 2023

10/10 Excellent

Erica

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Reasonably affordable, and walkable to some of our destinations in Chicago. Bedroom is small and breakfast has limited options, but it's great for its value.
Stayed 2 nights in Oct 2023

10/10 Excellent

Jonathan

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great time staying here. It was quiet, comfortable and convenient but do note that the old timey bed and breakfast aesthetic may not be for everyone. Very affordable and convenient to public transport and local drinking, dining and entertainment is of a high standard.
Stayed 5 nights in Sep 2023

10/10 Excellent

Jacob, Whitehall

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very good prices. Good location near public transportation, restaurants, and nightlife. Very nice, helpful staff.
Stayed 2 nights in Sep 2023

10/10 Excellent

Verified traveller

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2023

10/10 Excellent

Katherine

Liked: Cleanliness, staff & service, property conditions & facilities
Unique location, perfect for a quick stay
Stayed 1 night in Aug 2023

10/10 Excellent

Crystal Cline

Stayed 3 nights in Jul 2023

4/10 Poor

Jolene

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jul 2023

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Apr 2023

8/10 Good

Mr.

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
The building is like staying at your Grandma's place. Old but quaint. The neighborhood is great: vibrant; close to transportation; lots of pubs and grub. Bill at the Inn was great.
Stayed 3 nights in Jul 2023

10/10 Excellent

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Comfy stay
Great location, not far to walk to Wrigley and super close to station for trains. Room was cold but Fred gave an extra blanket since he couldn’t adjust the air conditioning. Fred was the best, very helpful and super friendly. Other than being cold the room was comfortable and everything worked fine. We would definitely stay here again and recommend it.
Stayed 4 nights in Jun 2023

8/10 Good

Magdalena

Liked: Cleanliness, staff & service, room comfort
Stayed 4 nights in Jun 2023

10/10 Excellent

Amy

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Check-in was super easy, parking was kinda tough. Best location for what we were there for. Alot to do in walking distance. We didnt spend much time in our room, but was quiet and comfortable. Host was very helpful and friendly. We would stay again
Stayed 2 nights in Jun 2023

10/10 Excellent

CHRISTOPHER

Liked: Cleanliness, staff & service, property conditions & facilities
The owner is awesome.
Stayed 3 nights in Jun 2023

8/10 Good

Christopher

Travelled with partner
Liked: Staff & service, property conditions & facilities
The old Chicago inn is a beautiful building with lots of lovely historic features. We had a room with a bathroom (3d) which felt small for 2 of us (bed was against the wall so not ideal for 2 people sharing and no space for bedside lights or bedside tables). The hotel is a lovely old quirky building so this is to be expected! Some of the other bedrooms were far larger and prettier with private bathrooms across the hall. I’d book again but choose to go for one of those rooms. Area felt safe and very close to transport links. There were local bars, cafes and restaurants and it was 25 mins to downtown and all major sites. Owner and general manager were both very friendly and helpful. I’d definitely stay again (but I’d request one of the other rooms!)
Stayed 5 nights in Jun 2023

10/10 Excellent

Andrea

Liked: Cleanliness, staff & service, property conditions & facilities
The owner is very helpful and kind! we had a great stay
Stayed 2 nights in Jun 2023

10/10 Excellent

Lauren

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities
This is a hidden gem. All the room have great character, and there is even a speakeasy in the basement that’s open on the weekend. The inn keepers are wonderful and available for any questions or recommendations you many want! Truly a wonderful experience.
Stayed 2 nights in Jun 2023

10/10 Excellent

JIM

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Diamond BnB
Amazing. This BnB is amazing! It’s a diamond in the rough. Clean. Easy virtual check-in. Price is amazing. Great location and very accessible to Wrigley, Boystown and the train. Coffee & light continental breakfast. We enjoyed every level with the history of the building. Only regret is that we weren’t able to go to the evening speakeasy.
Stayed 2 nights in Jun 2023

10/10 Excellent

Deb

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Lovely big room, bathroom was private but down hall. No elevator and narrow steep stairs, a little hard with luggage. But it was a nice stay!
Stayed 2 nights in Jun 2023

10/10 Excellent

Amelia

Liked: Cleanliness, staff & service, property conditions & facilities
Safe neighborhood near Wrigley field, walkable distance to both bars and local restaurants. Staff was very accommodating, we got a free upgrade in room when there was a misunderstanding with housekeeping. Would DEFINITELY stay here again on my next trip to the Windy City.
Stayed 2 nights in Jun 2023

8/10 Good

Gary

Liked: Cleanliness, staff & service, property conditions & facilities
Nice Stay Friendly host
Virginia was a great host, she went out of her way to make sure we had everything we needed during our stay. Breakfast was basic but good (especially the fresh baked biscuits). Room was a little small but it was OK. Bed was not very comfortable though.
Stayed 2 nights in May 2023

6/10 Okay

Scot

Travelled with family
Disliked: Cleanliness, staff & service, property conditions & facilities
Nobody there when we checked in. Lots and lots of stairs. Free parking yes but a block or 2 behind the place as it is street parking . Good luck finding a spot. I got a parking ticket. 150 dollar fine. Nobody ever on the property. Good location that is it. Price isn’t bad. They have a speakeasy but not able to drink. Would not recommend.
Stayed 3 nights in May 2023

6/10 Okay

Verified traveller

Liked: Cleanliness, staff & service
Disliked: Room comfort
Stayed 2 nights in Apr 2023

10/10 Excellent

Eddie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Perfect Location for Wrigley Field
This is a classic hotel. Building from the early 1920’s. Be sure to read room descriptions, as some rooms DO NOT have private bathrooms. There is a Prohibition Speakeasy in the basement, open to private members and hotel guests (ask for password at check-in). They use the Speakeasy for continental breakfast in the morning. Fred will check you in and is very personable. Parking is on street about a block away, you will get parking stickers at checkin. Only steps away from CTA Red Line. About 8 walking blocks from Wrigley Field
Stayed 2 nights in Apr 2023

10/10 Excellent

Jackie

Travelled with partner
Liked: Staff & service, property conditions & facilities
This Inn is beautiful. Can't wait to go back. Perfect location. Although they don't tell you ahead of time you have to park BLOCKS away, That's if you are lucky enough to find a spot blocks away'and that the permits they give you are only good for 24 hours. So you have to go change it every 24 hours. Unfortunately the breakfast is a joke. :( After I ate some yogurt, noticed it expired back in Dec. '22. I ate it April '23. Fred the innkeeper is super nice and friendly. Had a reservation for Room 13 I made back in the middle of Jan. Only to find out 4/1/23 when we were going down there , they had booked a private party??? No one said a word before hand. Other than these things the place is great.
Stayed 3 nights in Apr 2023

2/10 Terrible

Olyver

Stayed 3 nights in Dec 2022

8/10 Good

Felicia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2022

10/10 Excellent

Samantha, Billings

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved how quiet and quaint the hotel was. It was like stepping into a different time in history.
Stayed 2 nights in Nov 2022

8/10 Good

Mark

Travelled with family
Liked: Cleanliness, property conditions & facilities
Stayed 2 nights in Nov 2022

10/10 Excellent

Michéal

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I liked the B&B caretaker/manager. He was generous with his time and very chatty. Homely atmosphere was created.
Stayed 2 nights in Oct 2022

8/10 Good

Michal

Business traveller
Liked: Cleanliness, property conditions & facilities, room comfort
I have many good things to say about Old Chicago Inn. I loved the period decor, and the location was fantastic - two minutes from trains that take you downtown within 20 minutes, and lots of great food options around. Everything was very clean and there were no bad smells (as some other reviewers have indicated). The room was small but comfortable and quiet (aside from the air conditioning). My bathroom was indeed across the hall which is unusual and a bit strange but it had been clearly indicated at the time when I did my booking so I knew what I was getting into. My stay was, however, a bit sub-standard compared to most bed & breakfasts I'd stayed in. The breakfasts were very basic (store-bought muffins and bagels - in fact, the same ones for all three days I was there; orange juice that got a bit stale by my last morning). The innkeeper was nowhere to be seen on most mornings. And there was no table to have your breakfast on :) More detailed check-in instructions would also be great to see, esp. the fact that there is no one physically there before 3 PM and calling the number posted on the door is of no use :)
Stayed 3 nights in Oct 2022

8/10 Good

Jonathan D

Stayed 2 nights in Oct 2022

8/10 Good

Meredith

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Oct 2022

10/10 Excellent

Shawn

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
So nice little hotel! Very clean and they are friendly. It Definitely takes you way back to the old Chicago days.
Stayed 2 nights in Oct 2022

10/10 Excellent

Douglas Andrew, Philadelphia

Stayed 6 nights in Sep 2022

10/10 Excellent

Simon Jonas

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
incredibly cute little inn tucked away! it's only a block away from belmont station, making accessing the L incredibly easy -- staff was kind and helpful and the room was clean and cute!
Stayed 2 nights in Sep 2022

10/10 Excellent

Kourtney

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel has character for days! We really enjoyed our stay at Old Chicago Inn. It was clean and comfortable. Room 13 was really interesting too. The location was amazing for walking to Wrigley and there are many amazing restaurants nearby. The bed was a bit firm for us, but we were so busy during the day, we still slept well. Stay here! It was a great experience!
Stayed 2 nights in Sep 2022

6/10 Okay

Tatiana

Stayed 2 nights in Sep 2022

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Chicago's finest
First of all, loved the building. Convenient to so many things in walking distance and just a great old architectural structure. The hotel manager, Fred, was the best. Smart, polite, funny, and knows the town. There is a speakeasy downstairs, but dress nice. It is worth it. Room was comfortable and simple. A bed, a TV, and a bathroom. Some rooms have a bathroom across the hall but it is your own. Three flights of stairs but you will be needing the exercise because you will eat plenty in Chicago. Fred had breakfast ready but if you want more, just walk in any direction. I will go back to the Old Chicago Inn.
Stayed 3 nights in Aug 2022

10/10 Excellent

David

Liked: Staff & service, amenities, property conditions & facilities
Stayed 4 nights in Jul 2022

10/10 Excellent

Caroline

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was perfect for our girls’ weekend. The restaurants and coffee shops close by were good. The proximity to the subway was great! We rode in and out of downtown every day.
Stayed 3 nights in Jul 2022

2/10 Terrible

Jonathan

Travelled with family
Disliked: Cleanliness, property conditions & facilities, room comfort
DO NOT STAY HERE!!!!!
We didn’t even spend the night. We got in, noticed that room 3C we booked is not the same 3C as depicted in the ad. Went into the very small room (barely enough space for one full bed, and a beat up old dresser). The bedspread was filthy and the carpet in the room was matted and stained, the bathroom had no soap to wash your hands, the toilet had little water pressure and the toilet paper was razor-thin. The view was of a brick wall. It smelled and was very loud. I pulled the bedspread back and found a pubic hair under my pillow! We were told we’d have free parking, but free parking for this place is finding a spot on the street and sticking a parking pass in our car window. Finding a parking spot in that neighborhood wasn’t an easy task either. Though we couldn’t get our money back, we handed in the keys and paid the same amount to stay in a Hilton in the burbs.
Stayed 2 nights in Jul 2022

8/10 Good

gary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Walk to Wrigley
Stayed 4 nights in Jul 2022

6/10 Okay

Mari Anne

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
I didn't realize how small the room was going to be and the tv was the size of a laptop screen. The continental breakfast was nutrigrain bars. But the location was perfect. Easy walk to wrigley field.
Stayed 2 nights in Jun 2022