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Hotels in Old Town Chicago

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Where to stay in Old Town Chicago?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Old Town Chicago on Hotels.com. These Old Town Chicago hotels consistently deliver on quality, location and traveller experience. Last updated on 9 October 2026.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
River North, 1.3 mi from Old Town Chicago
9.4 out of 10, Exceptional, (955 reviews)
"Great location!!"
Mexico
Jose Manuel
Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 1.5 mi from Old Town Chicago
9.4 out of 10, Exceptional, (5,485 reviews)
"A wonderful hotel. The hotel is in a great location and very convenient. The breakfast is plentiful and delicious"
United States
SHUCHUN
The price is £166
includes taxes & fees
2 Nov - 3 Nov
Hotel Riu Plaza Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
0.7 mi from Old Town Chicago
8.0 out of 10, Very good, (2,447 reviews)
"The hotel is located in a prime Chicago Gold Coast location. A few blocks from Gibsons and Rush street and 2 blocks off the lake for beautiful walks. The rooms, although a bit dated, the cleaning staff did an amazing job ensuring everything was very clean. Customer service, the bar, valet and front desk staff were very accommodating. This hotel has everything you need without the outrageous price tags of other Chicago hotels. I will be staying here again. Wonderful trip!"
United States
jenifer
The price is £129
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast

4. River Hotel

River Hotel
4.0 star property
The Loop, 1.8 mi from Old Town Chicago
8.8 out of 10, Excellent, (5,506 reviews)
The price is £137
includes taxes & fees
25 Oct - 26 Oct
River Hotel

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 2.6 mi from Old Town Chicago
8.0 out of 10, Very good, (10,138 reviews)
The price is £115
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 1.2 mi from Old Town Chicago
9.0 out of 10, Wonderful, (5,002 reviews)
"I thoroughly enjoyed my stay. Very convenient to the attractions I wanted to see."
United States
Deirdre
The price is £144
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Magnificent Mile Suites

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 1.3 mi from Old Town Chicago
9.0 out of 10, Wonderful, (3,951 reviews)
"Great hotel and perfect location. Near all tourist attraction's like Michigan Avenue, Riverwalk, Millennium Park and Londons House Rooftop"
United States
Daisy
The price is £129
includes taxes & fees
1 Nov - 2 Nov
Eurostars Magnificent Mile

8. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 1.9 mi from Old Town Chicago
9.6 out of 10, Exceptional, (4,993 reviews)
"Great location, comfortable room."
United States
Teresa
The price is £161
includes taxes & fees
9 Nov - 10 Nov
L7 Chicago by LOTTE

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 1.4 mi from Old Town Chicago
8.0 out of 10, Very good, (2,353 reviews)
"What an excellent location. 7 minute walk to Red Line, 3 minute walk to Michigan. Mattress and pillows were excellent. Highly recommend!!! Others noted in reviews they were surprised by the property fees and or fees, I booked thru Hotels.Com as Room only and had zero issues."
United States
Jennifer
The price is £123
includes taxes & fees
2 Nov - 3 Nov
The Chicago Hotel Collection - Magnificent Mile

10. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 1.9 mi from Old Town Chicago
9.0 out of 10, Wonderful, (2,937 reviews)
The price is £153
includes taxes & fees
8 Nov - 9 Nov
The Allegro Royal Sonesta Hotel Chicago Loop

11. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 1.9 mi from Old Town Chicago
9.4 out of 10, Exceptional, (3,485 reviews)
"This hotel was clean, friendly, and quiet. Would definitely book a trip again."
United States
Sarah
The price is £241
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 1.8 mi from Old Town Chicago
9.4 out of 10, Exceptional, (3,649 reviews)
"Clean room, great location!"
Canada
Rohit
The price is £203
includes taxes & fees
9 Nov - 10 Nov
The Royal Sonesta Chicago Downtown

13. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 1.8 mi from Old Town Chicago
9.4 out of 10, Exceptional, (3,872 reviews)
The price is £226
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton

14. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 1.4 mi from Old Town Chicago
8.6 out of 10, Excellent, (5,988 reviews)
"Great place to stay and a great location. Just a block from the train station and a couple off blocks from Michigan avenue. Good restaurants and shops close by. Free breakfast and happy hour are fresh and delicious."
United States
Barbara
The price is £152
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North

15. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 1.5 mi from Old Town Chicago
7.8 out of 10, Good, (3,390 reviews)
The price is £141
includes taxes & fees
3 Nov - 4 Nov
Freehand Chicago

16. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 1.6 mi from Old Town Chicago
9.2 out of 10, Wonderful, (3,369 reviews)
The price is £217
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG

17. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.8 mi from Old Town Chicago
9.4 out of 10, Exceptional, (4,366 reviews)
"I had a friend come in from NYC to stay with me in Chicago for Chicago Black Pride July 4th weekend. We had an absolute amazing time. All my friends love celebrating special occasions at this hotel. It was so close to Michigan ave and Millennium Park. Can't get enough of how much I love this hotel."
United States
Ernest
The price is £153
includes taxes & fees
1 Nov - 2 Nov
citizenM Chicago Downtown

18. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.8 mi from Old Town Chicago
8.6 out of 10, Excellent, (3,397 reviews)
"I’ve stayed at this Hilton many times before and it’s always a very pleasant stay! The rooms are very clean. The staff are great and helpful. Plus the location is great. It’s located across from Grant Park and easily walkable to Soldier Field."
United States
Eileen
The price is £171
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago

19. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 1.6 mi from Old Town Chicago
8.8 out of 10, Excellent, (2,584 reviews)
"Everything was great, clean room, amazing staff, and walkable to many Chicago highlights."
United States
Nicole
The price is £117
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile

20. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
2 mi from Old Town Chicago
9.0 out of 10, Wonderful, (3,553 reviews)
"Great place to stay in Chicago. Very good location for many activities in Chicago"
United States
Gena
The price is £217
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

When is the best time to visit Old Town Chicago?

Our prices for hotels in Old Town Chicago are cheapest in February

Price trends for hotels in Old Town Chicago

Pricing is based on two traveller single night rates
View properties in October
Currently viewing crowd sizes and weather for October.

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Top landmarks in Old Town Chicago

Check out reviews of Old Town Chicago hotels guests love

Frequently Asked Questions

Is Old Town Chicago expensive to stay in?

You can find great hotels from £83 in Old Town Chicago to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".

How can I find discounted rates and deals for Old Town Chicago hotels?

Discover great deals on hotels in Old Town Chicago with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Old Town Chicago hotels.

Can I receive a refund if I cancel my Old Town Chicago hotel booking?

The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Old Town Chicago hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".

What are some of the best pet-friendly hotels in Old Town Chicago?

Travelling with your pet doesn't mean sacrificing a great hotel stay. In Old Town Chicago, our travellers love:

To find more pet-friendly stays on Hotels.com, use the "Amenities" filter in your search and select "Pet friendly".

What are some of the best Old Town Chicago hotels for couples?

One of the best Old Town Chicago hotels for couples is Hotel Lincoln. Hotel Lincoln is a popular hotel with an al fresco restaurant. Find more romantic Old Town Chicago hotels by using the "Traveller experience" filter in your search and selecting "Adults only" or "Romantic".

What are some of the best family hotels in Old Town Chicago?

If you're holidaying with your family, Hotel Lincoln is one of the best family hotels in Old Town Chicago. Hotel Lincoln has a great average guest score of 8 out of 10 and amenities like a coffee shop/cafe and in-room cots. To explore more family hotels in Old Town Chicago, use the "Family friendly" filter in your search on Hotels.com.

What are some of the top Old Town Chicago hotels with free parking?

If you're travelling by car, make your life easier by booking a Old Town Chicago hotel with free parking. Our travellers like:

  • The Sono Chicago: A bed & breakfast with an average guest rating of 9.8 out of 10

What are some of the best boutique hotels in Old Town Chicago?

Elevate your trip by booking a boutique hotel in Old Town Chicago. Our travellers love Hotel Lincoln, an upscale property offering a restaurant and a bar/lounge, as well as climate-controlled accommodation with free WiFi.

Is it worth staying in Old Town Chicago?

You're spoilt for choice with 46 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Old Town Chicago makes it easy to explore Chicago, including the areas of Downtown Chicago and Magnificent Mile.

Which station is best for Old Town Chicago?

If you're staying at a hotel in Old Town Chicago, check out the nearest station so that you can get around and explore with ease. Stations in Old Town Chicago include:

  • Clark-Division Station
  • Sedgwick Station

What are some great hotels in Old Town Chicago with balconies?

There are some top hotels in Old Town Chicago that offer rooms with a balcony. Check out Hotel Lincoln which has a high guest score of 8 out of 10, and balconies in some rooms. Another popular choice is The Sono Chicago, which offers balconies in some rooms and has a great guest score of 9.8.

Find out more about Old Town Chicago

Unveiling Old Town Chicago: A Tapestry of Urban Greenery and Cultural Vibrance

Old Town Chicago, a vibrant gem nestled just north of the bustling downtown, combines historic charm with contemporary flair. Known for its stunning Victorian architecture and lively streets, this neighbourhood is a cultural haven filled with boutique shops, eclectic eateries, and lively entertainment venues. Key attractions include the iconic Second City theatre and the enchanting Old Town Historic District, where cobblestone streets echo tales of the past. Whether indulging in a gourmet meal or enjoying a leisurely stroll through Lincoln Park, Old Town invites travellers to experience a delightful blend of history and modernity in the heart of Chicago.

Discover great hotels near Old Town Chicago

Old Town Chicago offers a variety of hotel options, from luxurious stays to spacious accommodations catering to diverse budgets. Room rates can vary, but you’ll find comfortable and stylish hotels that reflect the area's charm. Enjoy the vibrant atmosphere and convenient access to local attractions. These are some of the hotels preferred by our travellers near Old Town Chicago:

  1. The Sono Chicagoopens in new window: The Sono Chicago is a charming 3.5-star hotel located in the heart of Old Town Chicago, boasting an impressive guest rating of 10.0 out of 10. This delightful bed and breakfast offers a warm atmosphere, featuring well-appointed rooms with cozy seating and large showers. Guests appreciate the array of entertainment options, including premium television channels and cable services. The hotel stands out for its clean accommodations and attentive service, ensuring a restful stay. Ideal for leisure travellers, The Sono Chicago provides a plentiful breakfast and easy access to local dining and entertainment districts, making it a favourite choice for those seeking comfort and a welcoming environment.
  2. Hotel Lincolnopens in new window: Elevating the concept of adventure, Hotel Lincoln is a vibrant 4.0-star hotel designed for travellers looking for an exhilarating experience in Old Town Chicago. With a guest rating of 9.0 out of 10, this property seamlessly blends relaxation and excitement. Guests can indulge in adventure sports, including hiking and biking nearby, or unwind at the rooftop bar, which offers stunning views and a lively atmosphere. The hotel’s welcoming environment extends to its diverse amenities, ensuring a memorable stay. Perfect for leisure seekers, Hotel Lincoln is renowned for its excellent location and engaging staff, making it an ideal base for exploring the city while enjoying a unique vacation experience.
  3. Claridge House Chicagoopens in new window: Claridge House Chicago is a stylish 4.0-star hotel that caters to discerning travellers seeking a chic city-themed getaway. With a notable guest rating of 9.0 out of 10, this property is situated in the bustling city centre, offering easy access to key attractions. Guests appreciate the modern design and exceptional service, along with well-maintained amenities that create a comfortable haven. Ideal for those wishing to immerse themselves in urban life, Claridge House Chicago features a range of inviting spaces to relax and unwind. Its prime location and attention to detail ensure a delightful experience for visitors looking for a sophisticated city escape.

Where to stay near Old Town Chicago

When staying in Old Town Chicago, consider the vibrant areas near Michigan Avenue, Navy Pier, and Millennium Park. Michigan Avenue offers excellent shopping and dining, while Navy Pier boasts stunning lake views and entertainment. Millennium Park is perfect for relaxation and cultural experiences. For first-time visitors, staying near Millennium Park is ideal for easy access to iconic attractions.

  1. Near Michigan Avenueopens in new window: Staying near Michigan Avenue places you right in the heart of Chicago's vibrant shopping district, where you can indulge in high-end boutiques and unique local shops. The area is bustling with dining options, perfect for grabbing a bite after a day of exploring. Enjoy the scenic lakeside walks and cultural attractions nearby, including Millennium Parkopens in new window and Grant Park, which are just a short stroll away and offer beautiful green spaces and art installations.
  2. Near Navy Pieropens in new window: A stay near Navy Pier means you're close to one of Chicago's most iconic attractions. This lively area offers stunning views of Lake Michigan and a variety of dining and entertainment options. You can take a leisurely walk along the waterfront or explore nearby cultural attractions. The pier is also a great spot for seasonal events and activities, ensuring you'll find something exciting to do throughout your stay.
  3. Near Millennium Park: Choosing to stay near Millennium Park allows you to immerse yourself in Chicago's artistic and cultural scene. Known for its impressive public art installations and beautifully landscaped gardens, the park is a lovely spot to enjoy a picnic or attend outdoor concerts. Plus, you’re just a hop away from the bustling Michigan Avenue shopping and dining options, making it convenient to enjoy the best of both worlds.

Things to do in Old Town Chicago

Old Town Chicago invites travellers to explore its charming streets lined with vibrant shops and delightful cafes. The nearby lakeside offers serene strolls and opportunities for boating, while lush parks provide perfect spots for relaxation. Join guided tours to uncover the area's rich history and enjoy a leisurely day in this inviting neighbourhood.

  • Michigan Avenueopens in new window – Stroll along this iconic street, known for its stunning architecture and vibrant atmosphere. You’ll find a mix of shops, cafes, and bustling crowds, making it the perfect spot for people-watching or enjoying a leisurely walk.
  • Field Museum of Natural Historyopens in new window – Dive into the wonders of our planet at this renowned museum. From dinosaur skeletons to ancient artefacts, it’s a treasure trove of knowledge waiting to be explored. Be sure to check out the impressive exhibitions that bring history and nature to life.
  • The 606opens in new window – Enjoy a leisurely walk or bike ride along this scenic esplanade. It offers a unique perspective of the city as it weaves through parks and neighbourhoods. Take in the greenery and public art installations as you traverse this elevated path.
  • Milwaukee Avenueopens in new window – Venture down this lively street, lined with eclectic shops and eateries. It’s a great place to discover local flavours and unique finds, all while soaking up the urban atmosphere.
  • Montrose Beachopens in new window – Unwind at this beautiful beach where you can sunbathe, swim, or simply relax by the water. With stunning views of Lake Michigan, it's an ideal spot to enjoy a picnic or a leisurely stroll along the shore.

4 tips for savvy savings when booking a hotel in Old Town Chicago

  1. Book for the cheapest times: The most affordable time to visit Old Town Chicago is during January, February, and December, when hotel prices tend to be lower. For a budget-friendly experience, it is advisable to stay for at least 2 to 3 days to fully appreciate the area's historical landmarks, cultural sites, and natural attractions. During your visit, you can enjoy a delightful selection of museums, pleasant cafés, vibrant shopping areas, and scenic walks by the lake. This timeframe offers great value for money, allowing you to immerse yourself in the rich culture and friendly atmosphere of Old Town Chicago.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for Old Town Chicago on Hotels.com, begin by exploring the Dealsopens in new window and Last-Minute Dealsopens in new window sections, where you may find discounted rates on hotels as your travel date approaches. Additionally, activating email alerts or push notifications could keep you informed about flash sales and special last-minute promotions, helping you save. The Smart Shoppingopens in new window tool in the app allows you to compare hotel prices and amenities, ensuring you're more likely to see options that fit your needs. If prices drop or rooms become available, you'll be among the first to know, making last-minute getaways easier.
  3. Be flexible with dates: Prices may fluctuate based on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could assist you in finding a more affordable stay in an Old Town Chicago hotel. If you’re in search of something distinctive, boutique hotels can provide a more personalised experience and potentially better value. When you make a reservation through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price leans towards the higher end, we may suggest alternative dates that could offer more economical options for your visit.
  4. Consider your location: Staying closer to major attractions or city centres can offer convenience, but it often comes with a higher price tag. For those seeking more affordable options, it may be worthwhile to consider hotels in less central areas or neighbourhoods, striking a balance between cost and ease of access to your planned destinations. You might also explore independent hotels located further out, which are usually likely to be more affordable and can provide a more authentic experience.

Best time to go to Old Town Chicago

Old Town Chicago has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Old Town Chicago, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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