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Chicago Hotel Guide. Hotels in Old Town Chicago, Chicago, United States of America

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Our top choices for Old Town Chicago hotels

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (529 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is €212
includes taxes & fees
28 Jul - 29 Jul
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,141 reviews)
"Fantastic location in Lincoln Park for easy access to the park, beach and dining. Great location for pet friendly hotel. Couldn't ask for much more from a brief stop on a cross country business trip."
United States
Ethan
The price is €192
includes taxes & fees
27 Jul - 28 Jul
Hotel Lincoln

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,593 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is €292
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
River North, 2.1 km from Old Town Chicago
7.0 out of 10, Good, (9 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is €152
includes taxes & fees
19 Jul - 20 Jul
FOUND Hotels, Chicago, Series by Marriott

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
7.8 out of 10, Good, (3,183 reviews)
"It was very nice and staff were nice as well."
United States
Charles
The price is €164
includes taxes & fees
28 Jul - 29 Jul
Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 1.1 km from Old Town Chicago
8.2 out of 10, Very good, (1,735 reviews)
"Nice place to stay"
Australia
Anna
The price is €160
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 4.3 km from Old Town Chicago
7.6 out of 10, Good, (2,697 reviews)
"My stay was great! Staff was friendly and helpful."
United States
Danny
The price is €162
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Downtown Chicago

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.6 out of 10, Excellent, (1,916 reviews)
The price is €176
includes taxes & fees
19 Jul - 20 Jul
The Wade

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,289 reviews)
"Wonderful stay"
United States
Taylor
The price is €193
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very good, (10,233 reviews)
The price is €197
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.6 out of 10, Excellent, (2,516 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is €301
includes taxes & fees
9 Aug - 10 Aug
Palmer House a Hilton Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 4.9 km from Old Town Chicago
8.2 out of 10, Very good, (2,746 reviews)
"Nice place to stay at"
United States
Tammy
The price is €149
includes taxes & fees
9 Aug - 10 Aug
Best Western Grant Park Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 2.9 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,796 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is €253
includes taxes & fees
6 Aug - 7 Aug
LondonHouse Chicago, Curio Collection by Hilton

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,010 reviews)
"Staff was very helpful and room was clean and ready upon arrival."
United States
Christopher
The price is €189
includes taxes & fees
19 Jul - 20 Jul
The Buckingham Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,723 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is €208
includes taxes & fees
27 Jul - 28 Jul
Eurostars Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
8.6 out of 10, Excellent, (3,030 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is €189
includes taxes & fees
12 Aug - 13 Aug
Warwick Allerton - Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 4.1 km from Old Town Chicago
9.6 out of 10, Exceptional, (1,276 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is €191
includes taxes & fees
9 Aug - 10 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,470 reviews)
"Great stay"
United States
Scott
The price is €264
includes taxes & fees
26 Jul - 27 Jul
Swissotel - Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 4.8 km from Old Town Chicago
8.8 out of 10, Excellent, (2,091 reviews)
"Overall it was a nice place to stay"
United States
Nathaniel
The price is €195
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Chicago Downtown South Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,143 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is €243
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, An Iconic Hotel, The Loop
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.

Where to stay in Old Town Chicago

Find the best Old Town Chicago areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Historic Charm: Old Town Chicago features beautifully preserved architecture and a rich history, perfect for leisurely strolls.
  • Cultural Attractions: Visit the Chicago History Museum for an insightful glimpse into the city's past.
  • Vibrant Theatre Scene: Enjoy an array of performances at local theatres, showcasing everything from plays to comedy.
  • Outdoor Activities: Explore urban parks and scenic spots along the Chicago River for a refreshing escape.
  • Unique Shopping and Dining: Discover charming boutiques and delightful eateries offering a taste of local culture.

Find great hotels near Old Town Chicago

Discover a delightful array of accommodation options in Old Town Chicago, ranging from charming town homes to stylish cottages and hotels tailored for your stay. Whether you're seeking a pet-friendly environment, a base for business travel, or a shopping getaway, you'll find the perfect lodging to suit your needs. Experience the vibrant essence of Chicago while enjoying a comfortable retreat in this historic neighbourhood.

  • Freehand Chicago: Nestled in the vibrant shopping district, Freehand Chicago is a 3.5-star hotel that captures a unique blend of modern comfort and artistic flair. With a guest rating of 8.0 out of 10, this property is ideal for those seeking a pet-friendly experience while exploring the city. Guests can enjoy amenities like spacious common areas, a café, and a bar, perfect for unwinding after a day of shopping. The hotel's pet policy ensures that furry companions are welcomed, making it a suitable choice for travelling pet owners.
  • Hilton Garden Inn Chicago Downtown/Magnificent Mile: A 3-star establishment with a commendable guest rating of 8.6 out of 10, Hilton Garden Inn Chicago Downtown/Magnificent Mile is strategically located in the heart of the city, just 3.2km from Old Town Chicago. This hotel caters to both leisure and business travellers, offering a range of facilities including a fitness centre, business services, and an on-site restaurant. Its prime location in the shopping district allows easy access to a multitude of dining and retail options, making it an excellent base for city exploration.
  • Aloft Chicago Mag Mile: Aloft Chicago Mag Mile is a chic 3-star hotel, also rated 8.6 out of 10 by guests, and situated in the bustling city centre. This property combines urban style with a pet-friendly policy, allowing guests to bring their pets along for the adventure. With modern amenities including a lively bar, fitness centre, and open spaces for socialising, it caters well to the needs of contemporary travellers. Its central location ensures that guests are never far from the city's vibrant attractions and shopping destinations.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of history and modernity, making it perfect for family-friendly and urban-themed vacations. Visitors can stroll through its historic neighbourhood, exploring charming boutiques and local eateries, while also enjoying the vibrant atmosphere of downtown Chicago nearby. With its friendly locals and scenic spots, Old Town provides a unique experience that showcases the best of the Chicago area, ensuring a memorable trip for all travellers.

  • West Loop: Nestled approximately 3.2km from Old Town Chicago, West Loop is a vibrant neighbourhood renowned for its culinary scene and trendy atmosphere. This area boasts an eclectic mix of family-friendly activities, outdoor spaces, and a bustling city vibe. Visitors can enjoy a variety of shopping options, educational experiences, and thrilling arena entertainment. Local attractions include sports facilities, expansive urban parks, and a lively tourist precinct, making it a perfect spot for both relaxation and adventure.
  • Theatre District: Also situated about 3.2km from Old Town Chicago, the Theatre District is the cultural heartbeat of the city, offering an array of theatrical performances and entertainment options. This neighbourhood thrives year-round, with peak visitor numbers in the summer months. Here, you can indulge in family outings, explore outdoor areas, and immerse yourself in the city’s artistic flair. The Theatre District is home to numerous theatres, shopping venues, and arena entertainment, alongside urban parks and sports facilities that enrich the local atmosphere.
  • Little Italy: Located around 4.8km from Old Town Chicago, Little Italy is steeped in rich cultural heritage and vibrant community spirit. This charming neighbourhood invites families and outdoor enthusiasts alike with its city-themed experiences. Visitors can explore educational institutions, enjoy arena entertainment, and browse through quaint shopping areas. Notable landmarks in the vicinity include sports facilities, lush urban parks, and a historic college university, providing a unique blend of leisure and learning opportunities.

Things to do in Old Town Chicago

Shopping

In Old Town Chicago, visit the charming shops along Wells Street for unique gifts and local art. The Old Town Art Fair showcases local artisans, while the nearby Lincoln Park Zoo offers a delightful market for souvenirs. Explore boutiques for distinctive clothing and handcrafted items throughout the area.

Recreation

Experience rejuvenation at the Spa at The Talbott, offering soothing treatments and a tranquil atmosphere. Afterward, enjoy a leisurely stroll in the nearby Lincoln Park, where you can take in the scenic beauty and perhaps have a picnic by the lake.

Adventure

In Old Town Chicago, embark on an exhilarating ghost tour that unveils the area's haunted history. Visit the Old Town Art Fair, showcasing local artists and craftspeople, or explore the vibrant dining scene, where you can savour diverse culinary delights amidst charming historic architecture.

Nightlife

In Old Town Chicago, enjoy a lively evening at the iconic Second City for comedy, or unwind at the charming Old Town Ale House for a relaxed drink. For a vibrant dance scene, visit the stylish Lincoln Hall, where music and laughter fill the air until late.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Old Town Chicago

For a budget-friendly trip to Old Town Chicago, consider visiting between December and February when accommodation prices are lower. Mondays tend to be the cheapest days to stay, whereas Saturdays are the priciest. Use Expedia's search tool to find affordable hotels filtered by your preferences, including eco-friendly options. Additionally, save further by bundling your hotel, flights, and activities into a package. Explore free attractions and utilise public transport for an economical way to navigate the city. Look out for special deals and cancellation options to ensure flexibility in your travel plans.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Old Town Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Old Town Chicago is Monday. The most expensive day to stay around Old Town Chicago is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can potentially save money by combining your hotel stay in Old Town Chicago with your flights and activities through an Expedia package.

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for family and outdoor city-themed vacations, featuring attractions like skyscrapers, urban parks, and vibrant streets. Visitors can delve into local culture and history at the Chicago History Museum, enjoy the scenic Chicago River, and explore the historic charm of the area. It’s an ideal destination for those seeking a blend of family experiences and city adventures amidst the rich heritage of Chicago.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling thoroughfare filled with high-end shops, restaurants, and vibrant city life, offering a taste of Chicago's urban culture.
  • Daley Plaza: This modern square serves as a lively hub for public events and art installations, featuring the iconic Picasso sculpture. It's a great spot to soak in the dynamic atmosphere of the city.
  • Holy Innocents Church: A beautiful example of Gothic architecture, Holy Innocents Church offers a peaceful retreat from the city's hustle, showcasing stunning stained glass and a rich cultural heritage.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly High
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Old Town Chicago

Flying into Old Town Chicago is convenient with three major airports. Chicago O'Hare International Airport (ORD) is situated 22.5km away and offers several nearby hotels, including the 4-star Eaglewood Resort and Spa, 11.3km from the airport, and the 4-star DoubleTree by Hilton Chicago - Oak Brook, 14.5km away. Chicago Midway International Airport (MDW) is located 16.1km from Old Town, with excellent hotel options like the luxurious 5-star Peninsula Chicago and the 4.5-star Swissotel - Chicago, both about 14.5km from the airport. For those considering Milwaukee, General Mitchell International Airport (MKE) is 117.5km away, with nearby hotels such as Hilton Garden Inn Milwaukee Downtown, 9.7km from the airport.

Frequently asked questions

What's it like in Old Town Chicago?
Old Town Chicago is a welcoming neighbourhood known for its bar scene and popular zoo. Make sure that you visit Second City and Armitage Avenue as part of your Old Town Chicago travel plans.
Where is the best hotel for a stay in Old Town Chicago?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Chicago. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness centre. Another favourite option in the neighbourhood is The Sono Chicago.
How many hotels are there in the Old Town Chicago area?
Expedia has 42 hotels and other accommodation options in Old Town Chicago to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Old Town Chicago, will I receive a refund?
Yes! Most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the top deals on offer in Old Town Chicago.
What are the top things to see and do in Old Town Chicago?
Sights like Second City and Lighthouse ArtSpace Chicago can be part of your cultural tour of Old Town Chicago. You could also plan a visit to Armitage Avenue or Midwest Buddhist Temple while you're in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Navy Pier and Wrigley Field. When you're sightseeing in Chicago, United Center and Henry Gerber House are also worth a stop.
How can I get around Old Town Chicago and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Sedgwick Station and Clark-Division Station.

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