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Hotels in Old Town Chicago

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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, (526 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is S$228
includes taxes & fees
7 Jul - 8 Jul
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,132 reviews)
"Great location, professional staff, room nice."
United States
Richard
The price is S$217
includes taxes & fees
6 Jul - 7 Jul
Hotel Lincoln

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.6 out of 10, Excellent, (1,878 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is S$260
includes taxes & fees
6 Jul - 7 Jul
The Wade

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, (1,677 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is S$221
includes taxes & fees
6 Jul - 7 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, (2,643 reviews)
"Great location and helpful staff."
United States
Ming
The price is S$178
includes taxes & fees
6 Jul - 7 Jul
Travelodge by Wyndham Downtown Chicago

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, (2,264 reviews)
"Wonderful stay"
United States
Taylor
The price is S$274
includes taxes & fees
5 Jul - 6 Jul
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, (10,139 reviews)
"Great stay!"
United States
Daniel
The price is S$187
includes taxes & fees
6 Jul - 7 Jul
Congress Plaza Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
7.8 out of 10, Good, (3,149 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is S$227
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago

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, (2,509 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is S$416
includes taxes & fees
5 Jul - 6 Jul
Palmer House a Hilton Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
7.8 out of 10, Good, (1,674 reviews)
"Enjoyed our stay"
United States
keary
The price is S$200
includes taxes & fees
5 Jul - 6 Jul
The Chicago Hotel Collection - Magnificent Mile

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, (1,123 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is S$272
includes taxes & fees
5 Jul - 6 Jul
Staypineapple, An Iconic Hotel, The Loop

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, (3,681 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is S$246
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 2.2 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,834 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is S$278
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,138 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is S$290
includes taxes & fees
5 Jul - 6 Jul
Arlo Chicago

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2,618 reviews)
"Excellent location, great staff, clean rooms "
Canada
Brigita
The price is S$287
includes taxes & fees
5 Jul - 6 Jul
Hyatt Centric The Loop Chicago

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 2.2 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place!"
United States
Kelly
The price is S$269
includes taxes & fees
5 Jul - 6 Jul
Moxy Chicago Downtown

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 2.3 km from Old Town Chicago
8.8 out of 10, Excellent, (1,566 reviews)
"Great stay"
United States
Matt
The price is S$244
includes taxes & fees
7 Jul - 8 Jul
Hotel 55 Chicago Downtown

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 2.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"All around great stay. "
United States
Nicholas
The price is S$198
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (4,481 reviews)
"Great stay!"
United States
Avradita
The price is S$306
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 2.4 km from Old Town Chicago
8.4 out of 10, Very good, (2,009 reviews)
"Very comfortable bed, spacious room, and great location! "
United States
Raleigh
The price is S$210
includes taxes & fees
9 Jul - 10 Jul
Hotel Saint Clair- Magnificent Mile
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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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: Explore the quaint streets of Old Town Chicago, rich in history and distinctive architecture.
  • Cultural Experiences: Visit the Chicago History Museum and enjoy a vibrant theatre scene showcasing local talent.
  • Outdoor Adventures: Stroll along the picturesque Chicago River and enjoy urban parks perfect for family outings.
  • Unique Shopping: Discover eclectic boutiques offering a variety of local and artisan products.
  • Diverse Accommodation: Choose from charming town homes to contemporary hotels, ensuring a comfortable stay.

Find great hotels near Old Town Chicago

Discover an array of accommodation options in Old Town Chicago, ranging from charming town homes to stylish cottages and contemporary hotels. Whether you're travelling with pets, on a business trip, or seeking a shopping getaway, this vibrant neighbourhood offers a variety of lodgings to suit your needs. Experience the perfect blend of comfort and convenience during your stay in this historic area, where unique properties await to make your visit memorable.

  • LondonHouse Chicago, Curio Collection by Hilton: This luxurious 4.5-star hotel embodies a blend of modern elegance and historic charm, situated merely 3.2km from Old Town Chicago. With a guest rating of 9.4 out of 10, LondonHouse appeals to discerning travellers seeking a sophisticated shopping and spa-themed experience. The hotel features an impressive full-service spa, offering treatments such as Hot Stone Massage and Body Scrubs, alongside a stunning pool area. Its prime location in the shopping district enhances the overall experience, making it a top choice for those looking to indulge in a lavish retreat.
  • The Whitehall Hotel, BW Premier Collection: Located just 1.6km from Old Town Chicago, this 4-star hotel boasts a guest rating of 8.4 out of 10 and is ideal for those seeking a boutique experience infused with unique design elements. The Whitehall Hotel features distinct decor and artworks that create an inviting atmosphere, making it suitable for shopping enthusiasts and business travellers alike. Situated in the vibrant shopping district, guests can easily explore the local offerings while enjoying the intimate charm of this well-appointed establishment.
  • Warwick Allerton - Chicago: The Warwick Allerton is a welcoming 4-star hotel located a mere mile from Old Town Chicago, with a guest rating of 8.6 out of 10. This property is particularly suited for families and business travellers, providing a range of amenities tailored for children, including free cribs and onsite babysitting services. The hotel’s family-friendly atmosphere, combined with its business facilities, ensures a comfortable stay for guests of all ages, while its location allows for easy access to the city’s attractions.

Where to stay near Old Town Chicago

Old Town Chicago is a charming historic neighbourhood, perfect for families and outdoor enthusiasts alike. Stroll through its quaint streets, vibrant with friendly faces, and explore attractions that showcase the area's rich history. Nearby, the bustling atmosphere of downtown Chicago offers a mix of urban excitement and scenic beauty, ensuring a delightful experience for every traveller. Enjoy the unique blend of culture, community, and captivating scenery that makes Old Town a must-visit destination.

  • Chicago: As a bustling metropolis, Chicago is the heart of the Midwest, with Old Town nestled within its vibrant tapestry. The city welcomes visitors year-round, peaking in summer when families and outdoor enthusiasts flock to its many parks and attractions. Chicago offers a fantastic urban experience, featuring a multitude of shopping areas, entertainment venues, and theatres. Notable landmarks include iconic sports stadiums and picturesque urban parks, ensuring a rich mix of activities for every traveller.
  • Downtown Chicago: Located a mere 3.2km from Old Town, Downtown Chicago is a dynamic neighbourhood renowned for its skyscrapers and lively atmosphere. Like the rest of the city, it sees a steady influx of visitors, particularly in the summer months. Families and city explorers will find plenty to enjoy, including shopping districts, arena entertainment, and cultural theatres. Moreover, Downtown is home to significant landmarks such as tourist precincts and expansive urban parks, making it an ideal base for exploring the city's highlights.
  • Magnificent Mile: Just 1.6km away from Old Town, the Magnificent Mile is a premier shopping and dining destination that attracts visitors throughout the year. The neighbourhood experiences its peak traffic in spring and summer, drawing families and city lovers alike. With a blend of upscale shops, educational establishments, and entertainment options, the Magnificent Mile offers a vibrant urban experience. Close to notable attractions, including sports stadiums and urban parks, it’s a must-visit for those wanting to soak up the essence of Chicago.

Things to do in Old Town Chicago

Shopping

Just a short stroll from the historic district, Old Town Chicago offers a delightful shopping experience at boutiques like Aloha Poke Co. and the Old Town Art Fair. For unique gifts, explore the charming stalls at the Old Town Farmers Market, showcasing local artisans and fresh produce.

Recreation

The Zen Wellness Studio offers calming yoga classes and meditation sessions in a tranquil environment, ideal for unwinding. Nearby, the Old Town Spa provides rejuvenating treatments, including massages and facials, ensuring a refreshing retreat amidst the city's vibrancy.

Adventure

In Old Town Chicago, explore the vibrant atmosphere of the Old Town Art Fair, featuring local artists and live music. Experience the thrills of a ghost tour, uncovering the neighbourhood's haunted history, or savour a food tour, sampling delightful dishes from charming eateries throughout the area.

Nightlife

Experience the vibrant nightlife at The Second City on North Wells Street for captivating comedy shows. For a lively atmosphere, visit Old Town Pour House, where you can enjoy a vast selection of craft beers and delicious bites while soaking in the energetic vibe of the crowd.

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

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for families and outdoor enthusiasts, offering a blend of cultural and urban experiences. Visitors can explore the Chicago History Museum, stroll along the picturesque Chicago River, and admire the area's historic charm. Highlights include iconic skyscrapers and urban parks, making it an ideal destination to discover the essence of Old Town Chicago while enjoying various city attractions.

  • Chicago Riverwalk: Enjoy a leisurely stroll along the picturesque Chicago Riverwalk, where you can soak in the family-friendly atmosphere and outdoor vibes. With charming cafes and scenic views of the cityscape, it’s a delightful way to experience Chicago’s vibrant waterfront.
  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling thoroughfare lined with upscale shops, eateries, and cultural landmarks. The lively city vibes make it a fantastic spot for shopping and people-watching while immersing yourself in Chicago's urban energy.
  • Navy Pier: This iconic jetty offers stunning views of Lake Michigan and a plethora of attractions, including rides, dining, and entertainment. With its urban charm and friendly atmosphere, Navy Pier is a wonderful place to unwind and enjoy the scenic surroundings.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Old Town Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Old Town Chicago falls in January, 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

Visiting Old Town Chicago is convenient with two major airports nearby. Chicago O'Hare International Airport (ORD) is located 22.5km away, with excellent hotels such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is 16.1km from Old Town, with luxurious options including the 5-star Trump International Hotel & Tower and Nobu Hotel, both around 8 to 14.5km away. For those considering Milwaukee General Mitchell International Airport (MKE), it is located 117.5km away, with notable hotels like the Potawatomi Hotel & Casino, 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 41 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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