Hotels near Oak Street

Hotels near Oak Street, Chicago

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Best Hotels near Oak Street

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Best Western River North Hotel Hotels near Oak Street
8.2/10
Very Good48 reviews
1.76km from Oak Street
From AU$147
Warwick Allerton Chicago Hotels near Oak Street
8.6/10
Very Good344 reviews
2.52km from Oak Street
From AU$178
HI Chicago Hostel Hotels near Oak Street
9.0/10
Great93 reviews
2.23km from Oak Street
From AU$80
Level Chicago - Fulton Market Hotels near Oak Street
9.1/10
Great101 reviews
0.57km from Oak Street
From AU$270
Level Chicago - River North Hotels near Oak Street
9.1/10
Great103 reviews
1.31km from Oak Street
From AU$285
Travelodge by Wyndham Downtown Chicago Hotels near Oak Street
8.3/10
Very Good56 reviews
2.4km from Oak Street
From AU$149
The Whitehall Hotel, BW Premier Collection Hotels near Oak Street
8.0/10
Very Good122 reviews
2.62km from Oak Street
From AU$237
Millennium Hotel Knickerbocker Chicago Hotels near Oak Street
8.8/10
Very Good59 reviews
2.88km from Oak Street
Trip.BestNo. 15 of 4-Star Select Hotels in Chicago
From AU$162
Chicago Parthenon Hostel Hotels near Oak Street
8.1/10
Very Good112 reviews
0.84km from Oak Street
From AU$65
Freehand Chicago Hotels near Oak Street
8.5/10
Very Good52 reviews
2.13km from Oak Street
From AU$163
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Latest reviews for Chicago hotels

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Read genuine traveler ratings & reviews to find your perfect stay.

Hampton Inn Chicago McCormick Place

9.2/10
Great
Posted onJul 1, 2024|Room With 2 Queen Beds, Mini Fridge-Non-Smoking
USGuest User
Pool was saline and clean and warm enough to actually use. Breakfast was nice. Parking was $50 in the self park next door. Entrance houses 3 hotels which is confusing. Hotel had clean products and no terrible chemical or mold smells.
Price per night from:AU$195

LondonHouse Chicago, Curio Collection by Hilton

9.2/10
Great
Posted onMar 20, 2025
Mianqiuweiba
The hotel is located in the Loop area, with a relatively high safety factor. The location is excellent, close to the Chicago River, and it is very convenient for boat trips. It is very convenient to go to various attractions, whether it is the Magnificent Mile or Millennium Park and the Chicago Art Museum, you can walk there. The hotel service is OK, and they do not actively provide toiletries, but you can ask the front desk to provide them. I need to remind you: when choosing a room, it is recommended to choose a room without breakfast. The so-called breakfast is just a $20 coupon for you to go to the restaurant on the first floor, but you can't have a satisfactory breakfast for $20, and you need to tip and pay taxes. The key is: the difference between breakfast and no breakfast is almost enough to book a room without breakfast. The explanation given by the hotel is: the price with breakfast allows customers to cancel the reservation at any time a few hours before check-in, which only gives you the right to cancel the reservation. This is the only unpleasant point of the stay. I stayed for 5 nights and spent nearly 6,000 yuan to buy this breakfast. Although the solution provided by Ctrip is a drop in the bucket, it is more important to be in a good mood when you go out, so I just give up. I hope Ctrip can clearly state the terms and conditions in the product details in the future, and I also hope that the comments can help everyone~
Price per night from:AU$298

Swissotel Chicago

9.1/10
Great
Posted onMay 15, 2026
CNTina Zheng
This hotel is absolutely perfect! The cleanliness is excellent, and they even provide a kettle for boiling water. The surroundings are beautiful. My only gripe is the incredibly high parking fee. The cost of parking, plus taxes and tips, nearly equals the price of the room itself.
Price per night from:AU$217

Fairmont Chicago - Millennium Park

8.9/10
Very Good
Posted onApr 18, 2026
Guest User
Excellent location. The staff were very friendly. The only downside was the breakfast; even though it states you've booked breakfast, when you arrive, you only get credit to use at the restaurant, and the credit isn't enough for a full breakfast. Plus, they serve very few people at a time, so you have to wait to eat. On our last day, we had to wait an hour.
Price per night from:AU$231

Holiday Inn CHICAGO O'HARE AREA by IHG

8.9/10
Very Good
Posted onOct 17, 2025|Two Queen Room
Guest User
The hotel is clean with daily house keeping which is perfect. The room was facing the main road so even I’m not sensitive to sound still can hear it quite clearly. The hair dryer was missing and the house keeper aware of it when (s)he cleaned the room before we check-in. Kind of strange! 24 hours free shuttle bus to the airport is great. A 10-minute walk from the Blue Line Cumberland Station is quite convenient. It would be very helpful if the hotel could provide walking directions from the station to the hotel. We were lucky to meet two locals early in the morning who guided us safely to the metro station. However, we saw three tourists struggling to cross the busy road and jaywalking to reach the hotel. It’s quite dangerous without any clear signs or directions for guests walking from the metro station. There is no kettle in the room or hot flask on each floor so it’s troublesome to get hot water from the restaurant on ground floor.
Price per night from:AU$162

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.8/10
Very Good
Posted onMay 28, 2026
Guest User
The location is great, with a CVS and a Jewel Osco nearby, and it's within walking distance to the Magnificent Mile and Millennium Park. The facilities are a bit old, especially the carpet which looked quite dirty. Housekeeping started knocking on our door at 8 AM every morning 😮💨, yet when we returned to the hotel in the evening, the room hadn't been cleaned. Upon check-in, I noticed the bottled water was priced at $3 a bottle, free for members. So I didn't drink any of the hotel's water. However, after checking out, my credit card was charged $6 for water. It's not a lot of money, but it left a bad taste in my mouth. Thankfully, Trip.com customer service was very helpful and negotiated with the hotel for a refund, which I'm still waiting to receive.
Price per night from:AU$171

Voco Chicago Downtown - Riverwalk by IHG

8.8/10
Very Good
Posted onJul 31, 2024
USGuest User
We booked a room that unfortunately was for the wrong dates through a third party. We were told by the third party that they would refund us but that the hotel had to release our reservation. We called them immediately after realizing the dates were wrong which was within an hour. The reservation was for two days from then. The hotel said they would not cancel it. They charged us almost $600 for a room we did not stay in and called in advance to explain our situation. They also did not allow for us to change the days to the days we were actually looking for. While the hotel is lovely and the staff was pleasant even delivering the bad news I won’t be looking to book with them again.
Price per night from:AU$281

Home2 Suites by Hilton Chicago River North

8.5/10
Very Good
Posted onJan 5, 2026|Queen Studio Suite
PHRommel919
lobby is on the 2nd floor, check in was a breeze, no need to see the passport .. just gave me the key and we were set to go we stayed for 4 nights, but there was no Cleaning done.. i have to request for an extra towel since we are 4 in a room and they only provided for 2. we run out of body soap in the next day and had to pick it up in the lobby , and no one came to install it .. so we just put it in the corner.. not on the wall location was good, easy to get into public transport , if not too sensitive its a walking distance to the magnificent mile.. gym was Ok , laundry service is 3$ each cycle.. and you need to install an app to pay... and you can't load exact amount so if you are going to do a single laundry just use the credit card you pay 3.25 though, but you only pay for what you use.. apple pay or tap to pay not working.. so bring your CC with you, another thing, if you use the app, it will let you know if the laundry is done.. but some people still don't come down to remove their clothes to need to ask the lobby to take it out and put in the rack provided breakfast was nothing special., if you wake up late many people already and hard to find a table, and the refill is not too fast.. only a handful of variety for the food. coffee and tea are available the whole day as long as its not yet depleted..
Price per night from:AU$210

The Chicago Hotel Collection River North

7.1/10
Posted onMay 31, 2025
Guest User
My Honest Experience After Reading Negative Reviews I was initially quite hesitant to check into this hotel after reading a number of detailed and lengthy negative reviews, especially those highlighting hidden fees and cleanliness issues. However, upon arrival with my partner, I was pleasantly surprised. The hotel was clean and well-decorated, with a modern and cohesive style. Our check-in process was fast and efficient, and the receptionist was friendly and happy to answer all of our questions—especially about the fees mentioned on the hotel’s website. One of the main issues people seem to bring up is the so-called “hidden” fees. In my experience, these fees are not actually hidden—they’re listed on the hotel’s official website. That said, they could definitely be communicated more clearly. It’s important to read the fine print when booking and during check-in. While the fees may not be obvious at first glance, the hotel is legally allowed to include them since they are technically disclosed. Our room was spacious and comfortable, with enough space to hang clothes. There were multiple hangers, and the locker-style closets matched the hotel’s sporty decor. The floor and bathroom were clean overall, though I did spot a spider in the corner of the shower—but nothing alarming. The downstairs common area includes an open kitchen with a communal fridge and even a crockpot, which was a nice surprise. There were also several games available, like ping pong and air hockey, which makes this place family- and couple-friendly. Guests are allowed to enjoy drinks provided in the kitchen. If you’re sensitive to noise, particularly trains, I recommend requesting a room farther down the hall on the first floor. Our room was in a quiet spot—I barely noticed the train, and when I did, it was more like soft white noise. Still, bringing earplugs might help if you’re a light sleeper. Overall, I recommend this hotel. It’s in a nice area, the decor is visually appealing, and the stay was enjoyable. Just be aware of a $120 refundable deposit (if no damage is done to the room) and an additional $50 guest fee. Knowing that ahead of time helps avoid surprises. I’m very grateful for the pleasant stay and would return again.
Price per night from:AU$28

The Chicago Hotel Collection Magnificent Mile

6.7/10
Posted onJul 25, 2025
Guest User
I was to pay 117 at check in per room. Hotel made me par 285 for something I didn’t have time to use which was tickets to attractions and that fee included a fee for checking out. ..49 a room for coupons snd 65 per room check out fee. Our car was too tall for the 85.00 a night parking but the garage at the corner only charged 58.00 a night. I wouldn’t recommend driving downtown Chicago unless you like being stressed out. I’m asking trip.com to reimburse the difference between the 117 and 185.
Price per night from:AU$89

Frequently asked questions

Which hotels near Madison Street Books are the most popular?

What luxury hotels are near Madison Street Books?

What hotels near Madison Street Books offer breakfast?

A perfect breakfast gives you energy for the day. If you want to stay at a hotel near Chicago Madison Street Books with a high-quality breakfast, you can consider staying Crowne Plaza CHICAGO WEST LOOP by IHG (from AU$213),JW Marriott Chicago (from AU$366) and Best Western River North Hotel (from AU$177) .These hotels are very popular, so book early.

Which hotels near Madison Street Books have free Wi-Fi?

Hotel internet access is especially important for independent travelers and business travelers. Crowne Plaza CHICAGO WEST LOOP by IHG (from AU$213),Chicago Parthenon Hostel (from AU$72) and Hotel Chicago West Loop, SureStay Collection by Best Western (from AU$224) are popular hotels with free Wi-Fi.

Which hotels near Madison Street Books have gyms?

In recent years, public awareness for body health has increased, so many hotels have fitness rooms. Crowne Plaza CHICAGO WEST LOOP by IHG (from AU$213),JW Marriott Chicago (from AU$366) and Best Western River North Hotel (from AU$177) are popular hotels with a fitness room.

Which popular hotels near Madison Street Books have parking?

If you're planning a road trip to Chicago and Madison Street Books, consider staying at Crowne Plaza CHICAGO WEST LOOP by IHG (from AU$213),JW Marriott Chicago (from AU$366) and Holiday Inn & Suites CHICAGO-DOWNTOWN by IHG (from AU$166) . These are popular hotels with parking lots.

What hotels are recommended near Madison Street Books?

If you're having trouble choosing a hotel, you might want to consider staying at Crowne Plaza CHICAGO WEST LOOP by IHG (from AU$213),Chicago Parthenon Hostel (from AU$72) and Hotel Chicago West Loop, SureStay Collection by Best Western (from AU$224) . These hotels are highly rated, so you should book early.

Which popular hotels near Madison Street Books have pools?

Many people travel to Chicago Madison Street Books for a family road trip during the summer or long holidays. Best Western River North Hotel (from AU$177), Holiday Inn & Suites CHICAGO-DOWNTOWN by IHG (from AU$166) and JW Marriott Chicago (from AU$366) are popular hotels with pools where you can relax and enjoy the summer vibe.

Chicago Hotels near Oak Street Information

Number of reviews20,996
Total properties315
Weekday Avg. PriceAU$658
Weekend Avg. PriceAU$750
Trending hotelCrowne Plaza CHICAGO WEST LOOP by IHG