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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. 192 out of 723 reviews" "
Rating 8 - Good. 243 out of 723 reviews" "
Rating 6 - Okay. 177 out of 723 reviews" "
Rating 4 - Poor. 68 out of 723 reviews" "
Rating 2 - Terrible. 43 out of 723 reviews" "

7.6/10

Cleanliness

8.4/10

Staff & service

7.8/10

Amenities

7.2/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

10/10 Excellent

William

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Old Chicago Inn was perfect for my partner and I. We wanted to stay in and near a few particular points of interest to us and this checked all the boxes. Wonderful staff that never hesitated to handle our out of towner issues. Not a traditional hotel many bedrooms do not have an in bedroom restroom which can be intimidating or embraced. Shared common areas that were truly shared and enabled me to meet a few other vacationers. For my partner and I this is better in many aspects. Things I did not like? We stayed two nights and I would need to really pick things apart to find things I had any real issue with.
Stayed 2 nights in May 2024

10/10 Excellent

Alyssa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I was apprehensive about my stay going in based on an interaction I had with the old manager however what I walked into was a gorgeous B&B with the nicest people ever. Haven’t actually slept yet and there’s still check out but if it is anything like check in I’m excited to plan my next stay!
Stayed 1 night in May 2024
Response from Virginia on 19 May 2024
We are so glad to have met you and are delighted that you had a great stay! We hope to see you again. In the meantime Happy Travels!

4/10 Poor

Milan

Travelled with group
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
When I came into the room. The restroom had feces left in the toilet. When I called the Inn Keeper about a faulty heating unit in my room, they made it seem as though I didn’t know how to use the electric heater properly, when, in fact, the electric heater has a short in it. She even explained that other customers have complained about it too, yet they didn’t want to do anything about it. The customer service was incredibly poor.
Stayed 1 night in May 2024
Response from Virginia on 19 May 2024
Hello Milan, I am so sorry to hear about your recent experience and although I cannot do anything to change how you experienced your stay, I did want to let you know that the Inn is now under new management. Customer service is very important to us and I hope that future guests will trust us with their lodging.

6/10 Okay

Shawn

Travelled with family
Disliked: Staff & service, amenities
There was no continental breakfast. There were pop tarts but no toaster. There was cereal but no milk.
Stayed 1 night in May 2024
Response from Virginia on 19 May 2024
Dear Shawn,The Old Chicago Inn is no under new management. Although we cannot change your experience, we want you to know that we do provide a self serve continental breakfast including milk to go with your cereal. We hope you will give us and our breakfast another chance.

4/10 Poor

Michael

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
This property is in close proximity to transportation and restaurants/ bars. Older guest may have difficulty at entry and climbing stairs with luggage. First room entry indicated a bed frame and headboard problem.... They were coming apart. Notified the Innkeeper via text and was told the bed was structurally sound. Also was unable to be moved or receive a financial credit. Lucky to book a room with private bathroom but it was most difficult to use the toilet due to the TINY space provided. We will never return to this property!
Stayed 3 nights in Apr 2024
Response from Virginia on 19 May 2024
Hello Michael, I am so sorry to hear about your recent experience and although I cannot do anything to change how you experienced your stay, I did want to let you know that the Inn is now under new management. Customer service is very important to us and I hope that future guests will trust us with their lodging.

10/10 Excellent

Anna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great location and one of the only places I found with free parking. I was able to find a spot about within 2 blocks each time I needed to park. The area felt very safe and had good choices for food nearby. Contactless check-in was great. The building is old and creaky, if you're very sensitive to noise this may not be the best choice for you. I was here for work and didn't have an issue going to bed early and waking up early!
Stayed 2 nights in Apr 2024
Response from Virginia on 19 May 2024
Thank you for enjoying our Old Chicago Inn (creaks and all!) We love our neighborhood too. Happy Travels!

10/10 Excellent

Cheryl, Queen Creek

Liked: Property conditions & facilities
Stayed 2 nights in Apr 2024
Response from Virginia on 19 May 2024
Thank you for the rating Cheryl!

10/10 Excellent

Nicholas

Liked: Cleanliness, staff & service, property conditions & facilities
Great place to stay
Stayed 1 night in Apr 2024
Response from Virginia on 19 May 2024
Thanks NIcholas!

10/10 Excellent

Michelle

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Great older property very well maintained and served our needs well. Safe area, close and easy access to trails and we had no problem finding parking a couple blocks down. Wonderful breakfast option on the weekend which was a pleasant surprise. First self check experience and although I was skeptical at first everything was effortless. Will definitely stay again when visiting the Chicago area.
Stayed 2 nights in Mar 2024
Response from Virginia on 19 May 2024
Thank you for your kind review!

10/10 Excellent

David

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely beautiful Inn. Everything exceeded our needs for the weekend at such an affordable cost.
Stayed 2 nights in Mar 2024
Response from Virginia on 19 May 2024
Thank you for the review!

10/10 Excellent

Gamal

Liked: Cleanliness, staff & service, property conditions & facilities
Classics and history is nice for OCI
Stayed 2 nights in Mar 2024
Response from Virginia on 19 May 2024
Thank you for your kind review!

2/10 Terrible

Edwin

Stayed 3 nights in Mar 2024
Response from Virginia on 19 May 2024
We are sorry to see your rating. Without knowing what went wrong it is difficult to correct anything. Although we can't change your prior experience, we'd like you to know that the Inn is under new management and as such we hope to provide a higher level of service.

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
Response from Virginia on 19 May 2024
Hello Pamela, I am so sorry to hear about your recent experience and although I cannot do anything to change how you experienced your stay, I did want to let you know that the Inn is now under new management. Customer service and Cleanliness are very important to us and I hope that future guests will trust us with their lodging.

8/10 Good

John

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

8/10 Good

Joshua

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

10/10 Excellent

Scott

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We liked the unique qualities of the hotel and the neighborhood, and we had a court-facing room so it was quiet. Two comments to note: Towels - other than small hand towels - are not provided. And, although there is bread and toppings in the kitchen (along with other items), there is no toaster.
Stayed 1 night in Feb 2024

6/10 Okay

Austin

Disliked: Cleanliness
Location is great, but skip this place
Location and building character is great! They need to invest in new towels and sheets though. Our pillows didn’t have cases, just a pillow over that was stained. Towels were past their life cycle. No shampoo and no bat soap. Overall it just needs cleaned better. Could use some instructions on the heating too, along with some signs about talking in the shared spaces. We had people talking outside our door until 4 AM.
Stayed 2 nights in Dec 2023

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