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Find hotels in Old Town Chicago, Chicago from CA $50

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Discover 4,166 Old Town Chicago hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (449)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is CA $208
CA $244 total
includes taxes & fees
Apr 7 - Apr 8
The Sono Chicago

Hotel Lincoln

4.0 star property
8.0 out of 10, Very good, (1046)
"Will stay again. Lots of everything you need is always close by. It’s safe,clean,fun, and beautiful. "
The price is CA $156
CA $208 total
includes taxes & fees
Mar 30 - Mar 31
Hotel Lincoln

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2105)
"Excellent views of both the city and lake michigan"
The price is CA $245
CA $288 total
includes taxes & fees
Apr 7 - Apr 8
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2078)
"Beautiful lake view room!!!!! Staff helped to upgrade from two beds to one king size bed. One thing that can be improved on - wish there were more options for breakfast."
The price is CA $237
CA $320 total
includes taxes & fees
Apr 4 - Apr 5
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1464)
"Security passing my car keys around was a little nerve racking but a nice stay overall! "
The price is CA $284
CA $379 total
includes taxes & fees
Apr 17 - Apr 18
Loews Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2705)
"We really enjoyed our stay. The staff were very kind and welcoming. The parking garage was convenient/easy to access. My only feedback is having a staff member monitor the pool. It was extremely busy. "
The price is CA $205
CA $241 total
includes taxes & fees
Apr 2 - Apr 3
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1918)
"Hotel was great! Parking was super convenient- staff was AMAZING! Would recommend. Bathroom tub had some issues draining but didn’t hurt our stay at all. "
The price is CA $148
CA $173 total
includes taxes & fees
Apr 20 - Apr 21
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1489)
"Great hotel "
The price is CA $238
CA $323 total
includes taxes & fees
Apr 20 - Apr 21
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1672)
"Good location, loved the view and the bed is great! Rey clean room and responsive front desk. Will come again"
The price is CA $256
CA $342 total
includes taxes & fees
Apr 4 - Apr 5
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2708)
"The Aloft team was extremely kind on the phone, in-person, and over email. They elevated an already wonderful location and set of amenities to the next level. During an extremely busy weekend they were well-staffed, attentive, and so helpful at every step. Truly one of the best experiences I’ve had at a hotel stay. The price felt like an absolute steal for what we got. Thank you to the hard working team at Aloft Mag Mile - you guys made our trip!! Definitely check out the pub on the corner...
The price is CA $124
CA $146 total
includes taxes & fees
Apr 20 - Apr 21
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1027)
"Nice, big rooms. Soaking tub is great for price of room. Parking is about half a block away, but you can unload at the front of the hotel and check-in before parking. Friendly, helpful staff. Plenty of things to do within walking distance. It's downtown Chicago."
The price is CA $145
CA $170 total
includes taxes & fees
Mar 30 - Mar 31
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1710)
"Very roomy suite. Full kitchen. Two large screen TVs. Great wifi. Free breakfasts. Great location."
The price is CA $186
CA $219 total
includes taxes & fees
Apr 1 - Apr 2
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3324)
"Beautiful but wish there was a pool option"
The price is CA $252
CA $337 total
includes taxes & fees
Apr 19 - Apr 20
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2087)
"Lovely stay for the price. Very close to everything. The only real complaint was the pull out couch for our teenage daughter was very worn. It was very thin and she could feel the bars under her. Next time I’ll get two beds. Love the bar on property. "
The price is CA $181
CA $213 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1838)
"Good all around except issue both on check in and check out .Upgrading their software/ PMS they had not transferred our booking so looked like we had no reservation. Took 2 of them several minutes to book us in. Frustrating as had been emailed day before to check in online with all our details(like airline)otherwise our booking would be seen as a no show .On checkout found they had not connected rooms for charging so delay while connected 2 room booking so could settle with one payment"
The price is CA $103
CA $154 total
includes taxes & fees
Apr 1 - Apr 2
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1065)
"There is construction going on at the property. I will not stay here again until the construction is complete."
The price is CA $193
CA $268 total
includes taxes & fees
Apr 21 - Apr 22
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1295)
"Great hotel , food was delicious from the restaurant . "
The price is CA $164
CA $193 total
includes taxes & fees
Apr 20 - Apr 21
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1046)
"Stay was nice. Great location 5-10 walk to many places. "
The price is CA $50
CA $153 total
includes taxes & fees
Apr 1 - Apr 2
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1592)
"Hotel Saint Clair- Magnificent Mile was a wonderful experience I would love booking with them again."
The price is CA $145
CA $177 total
includes taxes & fees
Apr 2 - Apr 3
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1637)
"Cleanliness and the breakfast buffet as well as the noon check out "
The price is CA $164
CA $233 total
includes taxes & fees
Mar 31 - Apr 1
Hotel Riu Plaza 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.
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Find out more about Old Town Chicago

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Scenic Chicago Riverwalk: Enjoy picturesque views and leisurely strolls along the vibrant Riverwalk, perfect for families and outdoor enthusiasts.
  • Engaging Science Museums: Explore fascinating science museums that offer hands-on exhibits and educational experiences for all ages.
  • Rich Theatre Scene: Immerse yourself in Old Town's lively theatre scene, showcasing a variety of performances and cultural events.
  • Unique Local Businesses: Discover charming shops and eateries, reflecting the artistic character of the neighbourhood.
  • Diverse Accommodation Options: Choose from a range of hotels, from quaint B&Bs to luxurious stays, catering to all travellers.

Find great hotels near Old Town Chicago

Discover a diverse selection of hotels in Old Town Chicago, ranging from charming bed and breakfasts to upscale 5-star accommodations. Whether you're seeking a budget-friendly stay or luxury services, this vibrant neighbourhood caters to all types of travellers. Enjoy convenient access to business facilities, shopping experiences, and pet-friendly options while immersing yourself in the unique character of the area. Find your ideal home base for exploring the Windy City!

  • Hyatt Regency Chicago: Perfectly situated in the heart of the city, Hyatt Regency Chicago is a 4-star hotel that combines modern business amenities with eco-friendly practices. Ideal for business travellers, it boasts a range of facilities, including accessible business centres, multiple meeting rooms, and conference spaces. Eco-conscious visitors will appreciate the hotel's eco-certification and commitment to sustainability. After a busy day, relax in the city’s vibrant atmosphere, knowing that you are staying in a property that prioritises both comfort and the environment.
  • The Whitehall Hotel, BW Premier Collection: A sophisticated boutique hotel located just a mile from Old Town Chicago, The Whitehall Hotel offers a unique blend of modern comfort and artistic flair. With its charming decor and curated artworks, each corner of the hotel tells a story. Business travellers will find ample support with a dedicated business centre and meeting room facilities. With its prime location in the shopping district, guests can easily explore the nearby boutiques and local attractions, making it perfect for both work and leisure.
  • LondonHouse Chicago, Curio Collection by Hilton: Elevate your stay at LondonHouse Chicago, a luxurious 4.5-star hotel that stands out for its lavish spa services and upscale amenities. Located in the shopping district, this hotel provides guests with an indulgent experience, featuring a full-service spa with various treatments, including aromatherapy and sports massages. Stylishly designed, it seamlessly blends modern luxury with historic charm. Whether you’re here for a shopping spree or a pampering retreat, LondonHouse promises a memorable stay in the vibrant heart of Chicago.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly activities, vibrant urban scenery, and artistic charm. As you explore this historic neighbourhood, you'll find yourself just moments away from the bustling downtown, where the best of Chicago awaits. Enjoy the friendly atmosphere, captivating art, and unique local businesses that define the area. Whether you stroll through the streets or visit nearby attractions, Old Town promises an unforgettable experience for all ages.

  • Chicago: As a vibrant metropolis, Chicago is a must-visit destination for any traveller. Old Town Chicago is nestled within this dynamic city, which draws visitors year-round, with peak seasons from July to September. Experience the rich tapestry of city life, from family-friendly attractions to outdoor adventures. Enjoy shopping in eclectic districts, catching a game in world-class stadiums, or exploring educational venues. The city’s architectural marvels and sports facilities, such as iconic stadiums, add to its allure, providing a memorable urban experience.
  • Downtown Chicago: Located a mere 2 miles from Old Town Chicago, Downtown Chicago buzzes with activity and excitement. This neighbourhood also enjoys consistent visitor numbers throughout the year, with peak travel in the summer months. Families and outdoor enthusiasts will find ample entertainment within walking distance, including vibrant shopping areas and renowned theatres. As a hub of commerce and culture, Downtown features a range of landmarks, including tourist precincts and sports facilities, ensuring that there's always something new to discover.
  • Magnificent Mile: Just 1 mile from Old Town Chicago, Magnificent Mile is a shopper’s paradise and a lively neighbourhood that attracts visitors all year long, particularly in spring and summer. It offers a perfect blend of family fun and urban exploration. Stroll along this famous stretch to indulge in high-end shopping, enjoy delicious dining, and partake in outdoor activities. The area boasts a rich array of landmarks, including tourist precincts and sports venues, making it an ideal destination for those seeking both leisure and excitement.

Things to do near Old Town Chicago

Old Town Chicago is perfect for family vacations, offering a mix of outdoor activities and city charm. Visitors can enjoy the scenic Chicago Riverwalk, explore engaging science museums, and indulge in vibrant shopping experiences. With its rich theatre scene and numerous educational attractions, Old Town provides a delightful getaway filled with entertainment and cultural exploration.

Shopping

In Old Town Chicago, you can visit Chicago Place Mall and 900 North Michigan Shops, both 1 mile away, offering family-friendly vibes. For a unique experience, check out City Market, located 2 miles away, where you'll find local treasures amidst a lively atmosphere.

Recreation

Experience the energetic atmosphere at Wrigley Field, a historic stadium just 3 miles away, perfect for sports enthusiasts. Enjoy live music and vibrant entertainment at the House of Blues Chicago, located 2 miles away. For family-friendly laughter, catch a show at Second City, right in Old Town.

Adventure

For an adventurous experience in Old Town Chicago, hike the scenic Salt Creek Trail, located 12 miles away, where you can immerse yourself in nature. Alternatively, enjoy family-friendly thrills at Rainbow Falls Waterpark, 20 miles away, offering a variety of water attractions for an entertaining day out.

Nightlife

Experience the vibrant nightlife in Old Town Chicago! Enjoy a show at the Chicago Theatre, soak up the romantic atmosphere at Bally's Casino, or dance the night away at Kingston Mines, where city energy meets entertainment. Each venue offers a unique vibe for a memorable evening out!

Booking tips and Expedia advantages for Old Town Chicago

To save money during your visit to Old Town Chicago, consider travelling between December and February when hotel prices are lower. Tuesdays are the most affordable days for accommodation, while Saturdays tend to be pricier. Explore free attractions like Michigan Avenue, Navy Pier, and Grant Park. Use Expedia’s search tool to find budget-friendly hotels and consider booking a package that combines your stay with flights and activities. Walking is an excellent way to navigate the area without spending on transport.

  • 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 Tuesday. The most expensive day to stay around Old Town Chicago is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels right away. 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 available for booking.
  • 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 an ideal destination for families and outdoor enthusiasts alike, offering a vibrant mix of skyscrapers, urban parks, and charming streets. This area is rich in cultural experiences and provides numerous attractions that cater to visitors seeking a blend of city life and family fun. Don't miss exploring the historical aspects of Old Town and its surrounding attractions, which are perfect for creating lasting memories during your vacation.

  • Michigan Avenue: Known as the "Magnificent Mile," Michigan Avenue is a bustling street that offers a vibrant city atmosphere. Here, you can explore upscale shops, dine at fine restaurants, and admire stunning architecture, making it a perfect spot for shopping and people-watching.
  • Navy Pier: This iconic jetty features stunning waterfront views, an amusement park, and a variety of art installations. With its lively atmosphere, Navy Pier is ideal for families and friends seeking entertainment, dining, and relaxation by Lake Michigan.
  • Millennium Park: A beautiful urban oasis, Millennium Park is perfect for outdoor activities and family fun. Enjoy public art, gardens, and music events, all set against the backdrop of Chicago's skyline, making it a must-visit destination.

Best time to go to Old Town Chicago

Visitor numbers around Old Town Chicago is generally unchanged in popularity throughout the year. 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

Accessing Old Town Chicago is convenient via its major airports. Chicago O'Hare International Airport (ORD) is located 14 miles away, with nearby hotels like Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 2 miles from the airport. Chicago Midway International Airport (MDW) is closer at 10 miles, featuring luxurious options such as Trump International Hotel & Tower and Nobu Hotel Chicago, both 9 miles away. For those flying into Chicago Executive Airport (PWK), situated 19 miles from Old Town, accommodations include Deer Path Inn, 10 miles away, and Embassy Suites by Hilton Chicago North Shore Deerfield, 3 miles away, ensuring easy access to your destination.

Frequently asked questions

What's it like in Old Town Chicago?

Old Town Chicago is a welcoming neighborhood known for its bar scene and popular zoo. Be sure to check out 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 center. Another favorite option in the neighborhood is The Sono Chicago.

How many hotels will I find in the Old Town Chicago area?

Expedia has 55 hotels and other accommodations 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! The majority of room reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best options available in Old Town Chicago.

Where can I learn more about changing or cancelling my trip to Old Town Chicago?

To access more information about rescheduling or cancelling your trip to Old Town Chicago, go to https://www.expedia.com/service/.

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 Henry Gerber House while you're in the neighborhood. Don't miss favorite places to visit in the surrounding area, such as Michigan Avenue, Navy Pier, and Wrigley Field. When you're sightseeing in Chicago, Art Institute of Chicago and United Center 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.