Hotels near Oak Street

Hotels near Oak Street, Chicago

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Best Hotels near Oak Street

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Crowne Plaza CHICAGO WEST LOOP by IHG Hotels near Oak Street
8.9/10
Very Good123 reviews
0.52km from Oak Street
From NZD 356
Warwick Allerton Chicago Hotels near Oak Street
8.7/10
Very Good299 reviews
2.52km from Oak Street
From NZD 252
Hotel Saint Clair- Magnificent Mile Hotels near Oak Street
8.7/10
Very Good137 reviews
2.51km from Oak Street
From NZD 232
Hilton Garden Inn Chicago Downtown/Magnificent Mile Hotels near Oak Street
8.8/10
Very Good249 reviews
2.09km from Oak Street
From NZD 260
HI Chicago Hostel Hotels near Oak Street
9.0/10
Great88 reviews
2.23km from Oak Street
From NZD 101
Holiday Inn CHICAGO DWTN - THE MART by IHG Hotels near Oak Street
9.0/10
Great128 reviews
1.16km from Oak Street
From NZD 347
Hilton Garden Inn Chicago Downtown South Loop Hotels near Oak Street
9.0/10
Great43 reviews
2.7km from Oak Street
From NZD 385
Best Western River North Hotel Hotels near Oak Street
8.2/10
Very Good41 reviews
1.76km from Oak Street
From NZD 305
Best Western Grant Park Hotel Hotels near Oak Street
8.2/10
Very Good77 reviews
2.77km from Oak Street
From NZD 274
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Latest reviews for Chicago hotels

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Read genuine traveler ratings & reviews to find your perfect stay.
9.3/10
Great
YYangguangcaodi☀️Excellent location, within walking distance to nearby attractions. Plus, the hotel offers great views, including Navy Pier.
Swissotel Chicago Hotels near Oak Street

Swissotel Chicago

Chicago Loop, Chicago
Price per night from:NZD 315
9.2/10
Great
SsknoseyThe free breakfast is not a full buffet but a choice of egg and then usually fried potato and beefburger patty or slices of sausage. the rest was tiny yoghurt and bread for toast, or make your own waffles. there is tea coffee and hot chocolate. There was cereal and porridge but sometimes it is made so thin that its not worth eating. There is no tea in the room, just coffee. The machine had a disposable tray but they ran out so I used the same one for 9 days for tea and coffee (i got teabags from the breakfast room). Housekeeping never supplied what you asked for first time, or even second. If you want something and ask at 2pm, you will get it if you chase a couple of times afterwards by 9-10pm. There was also alot of messing about with respect to check out time. I am a member of the loyalty programme which is meant to give you an automatic late checkout. The manager gave it to me but then when I went back to ask about extending it further for a fee, it was clear the other guy behind the counter was on a power trip and the day before started saying I shouldnt have got it and as it was the manager, he wouldnt withdraw it but he could and I should only get an hour and be charged $25/hr after that etc. He was just a mean spiteful man who saw an opportunity to cause worry and distress and he did it. I had luggage to store and it was a late flight so I had to know whether to pack to store it to check out at midday, or 1 or 2 or 3 or 4 (they were messing me about with all times) but this is why I gave a 1 star for service. It is not at all professional but childish and spiteful. I had arranged the extended checkout days before and the day before they were messing me about when I had to pack and had a schedule of things to do? The worst service in any hotel I have ever been in. Hilton is no longer a 5 star experience it seems. 1 star for service.
Hampton Inn Chicago McCormick Place Hotels near Oak Street

Hampton Inn Chicago McCormick Place

Near South Side, Chicago
Price per night from:NZD 483
9.1/10
Great
MMianqiuweibaThe 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~
LondonHouse Chicago, Curio Collection by Hilton Hotels near Oak Street

LondonHouse Chicago, Curio Collection by Hilton

Chicago Loop, Chicago
Price per night from:NZD 428
9.0/10
Great
GGuest UserStayed comfortably with family at a hotel near the airport. The suite-like room had a sofa, which was great for relaxing, and the pool was a nice bonus. Free water was a plus, and the complimentary airport shuttle was very convenient.
SpringHill Suites Chicago O'Hare Hotels near Oak Street

SpringHill Suites Chicago O'Hare

O'Hare, Chicago
Price per night from:NZD 283
9.0/10
Great
GGuest UserI booked to stay for just one night between my flights. The airport shuttle was very reliable. I wish I had known that if I requested, they would pick me up at terminal 5, but I walked to terminal 2 without knowing this. Their shuttle service operates 24 hours, every 45 minutes. The hotel is within walking distance to a metro station, so I took a quick trip to downtown. I booked this hotel just for its location and I was not disappointed. One thing, the room is not soundproof. Air conditioner was very loud I ended up turning it off, but the noise from the planes were pretty big as well. I could hear what the couple next door was doing at night very clearly. If you’re traveling with kids, that’s really something you should keep in mind. Also, every time the people next door opened their doors, I could hear them so clearly to the point it sounded like they were opening mine. I feared for my life every time they went in and out of their room. Honestly, that goes away if you wear your earplugs, which I did not have at the time. If this wouldn’t bother you, you’d be more than fine staying here.
Holiday Inn CHICAGO O'HARE AREA by IHG Hotels near Oak Street

Holiday Inn CHICAGO O'HARE AREA by IHG

O'Hare, Chicago
Price per night from:NZD 223
9.0/10
Great
GGuest UserWe 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.
Voco Chicago Downtown - Riverwalk by IHG Hotels near Oak Street

Voco Chicago Downtown - Riverwalk by IHG

River North, Chicago
Price per night from:NZD 345
8.7/10
Very Good
TTerence CaoBe careful, there is a hidden charge ”A $25 daily urban experience fee will be charged to each room” at this hotel Fairmont Chicago - Millennium Park. The breakfast charge is very tricky if you have prepaid. 1st you have to argue that you have prepaid for the breakfast for each person in the room. 2nd you need to ask and confirm with the front desk how much the credit is for the breakfast you have paid (my case $38 for each person daily, covers taxes and tips). It is not buffet breakfast, you need to pay extra when you check out if you have ordered more than your credit for the breakfast. When I asked that if I missed one breakfast, can I use the extra credit for the next day. The answers were different from different staff members. A very expensive hotel focusing on big conferences, there are no microwave oven, empty refrigerator (you can request) in the room and swimming pool. Do not lift up the drinks and snacks in the box on the table (there are sensors underneath) unless you don't mind to be charged. The existing refrigerator is full of drinks. I was afraid to touch it, even the concierge didn't know how to open the refrigerator lock. But the coffee and tea are free. There is a person (not housekeeper) comes to the room to check and refill all the drinks and snacks including the free ones. We booked our room many weeks earlier, after we checked in I realized that the room prices dropped comparing our original prices, maybe not enough conference people attending. Hope the information is helpful for you.
Fairmont Chicago - Millennium Park Hotels near Oak Street

Fairmont Chicago - Millennium Park

Chicago Loop, Chicago
Price per night from:NZD 571
8.6/10
Very Good
GGuest UserI enjoyed my 5-night stay, the location is excellent with walking distance to shops & restaurants and easily accessible via public transport. Hotel staff were friendly and any requests responded to immediately. I enjoyed the spacious and well equipped kitchen space, as well as the gym and on-site laundry. The room wasn't perfectly clean but nothing too concerning.
Home2 Suites by Hilton Chicago River North Hotels near Oak Street

Home2 Suites by Hilton Chicago River North

River North, Chicago
Price per night from:NZD 392
7.1/10
GGuest UserMy 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.
The Chicago Hotel Collection River North Hotels near Oak Street

The Chicago Hotel Collection River North

River North, Chicago
Price per night from:NZD 160
6.7/10
GGuest UserI 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.
The Chicago Hotel Collection Magnificent Mile Hotels near Oak Street

The Chicago Hotel Collection Magnificent Mile

Streeterville, Chicago
Price per night from:NZD 45

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 NZD 371),Best Western River North Hotel (from NZD 349) and Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) .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 NZD 371),Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) and Best Western River North Hotel (from NZD 349) 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 NZD 371),Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) and Best Western River North Hotel (from NZD 349) 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 NZD 371),Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) and Best Western River North Hotel (from NZD 349) . 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 NZD 371),Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) and Best Western River North Hotel (from NZD 349) . 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 NZD 349), Holiday Inn CHICAGO DWTN - THE MART by IHG (from NZD 331) and JW Marriott Chicago (from NZD 561) are popular hotels with pools where you can relax and enjoy the summer vibe.

Chicago Hotels near Oak Street Information

Number of reviews20,613
Total properties302
Weekday Avg. PriceNZD 843
Weekend Avg. PriceNZD 1,019
Trending hotelCrowne Plaza CHICAGO WEST LOOP by IHG