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Old Town Chicago Hotels, Chicago

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4108 Cheap Hotels in Old Town Chicago - Specials, Reviews, & Last Minute Deals

River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3624)
"Loved it! The room was spacious has a great view, loved the staff. 10/10 would definitely book a room here again"
The price is AU$156
includes taxes & fees
16 Jan - 17 Jan 2025
River Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1239)
"I enjoyed my stay "
The price is AU$263
includes taxes & fees
5 Jan - 6 Jan 2025
L7 Chicago by LOTTE
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1732)
"Very affordable price but high quality. I loved it"
The price is AU$168
includes taxes & fees
5 Jan - 6 Jan 2025
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2380)
"Excellent service."
The price is AU$182
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
8.8 out of 10, Excellent, (1547)
"Amazing!"
The price is AU$204
includes taxes & fees
1 Jan - 2 Jan 2025
Hyatt Centric The Loop Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2789)
"love the design, attentiveness and respect of the staff, awesome breakfast. clean rooms, beautiful decor."
The price is AU$159
includes taxes & fees
16 Jan - 17 Jan 2025
Eurostars Magnificent Mile
Congress Plaza Hotel
Lobby

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8259)
"Is an old hotel but is pretty and classic, clean and very big hotel, has great ubication highly recomended."
The price is AU$192
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.2 out of 10, Wonderful, (1202)
"Great location and a beautiful hotel "
The price is AU$245
includes taxes & fees
25 Dec - 26 Dec
Hotel Riu Plaza Chicago
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3114)
"The staff & hotel itself were very nice but the wifi was not reliable at all. Location is amazing. "
The price is AU$318
includes taxes & fees
2 Jan - 3 Jan 2025
Hyatt Regency Chicago
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2325)
"I would definitely book again ! We really enjoyed our stay! "
The price is AU$297
includes taxes & fees
24 Dec - 25 Dec
The Royal Sonesta Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago
Suite, 1 Queen Bed, Kitchenette

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3273)
"Great value overall "
The price is AU$171
includes taxes & fees
16 Jan - 17 Jan 2025
Club Quarters Hotel, Central Loop, Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1370)
"You can here noice from other rooms very close by. "
The price is AU$188
includes taxes & fees
23 Dec - 24 Dec
Hotel Felix River North/Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (1557)
"It was awesome "
The price is AU$133
includes taxes & fees
5 Jan - 6 Jan 2025
Freehand Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.2 out of 10, Very good, (2714)
"Great"
The price is AU$162
includes taxes & fees
24 Dec - 25 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Aloft Chicago Mag Mile
Premium bedding, in-room safe, free cots/infant beds, free WiFi

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2438)
"Great location, about 2 blocks from Michigan Ave. about 10 minute walk to the Starbucks reserve which is great!"
The price is AU$160
includes taxes & fees
25 Dec - 26 Dec
Aloft Chicago Mag Mile
Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.2 out of 10, Very good, (3351)
"Breakfast was excellent Shower water was not hot "
The price is AU$203
includes taxes & fees
5 Jan - 6 Jan 2025
Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1920)
"My husband and I visited for a long weekend. The hotel was amazing! "
The price is AU$310
includes taxes & fees
6 Jan - 7 Jan 2025
Swissotel - Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1501)
"Excellent customer service! Great accommodations! My top choice for downtown Chicago!"
The price is AU$304
includes taxes & fees
1 Jan - 2 Jan 2025
Hilton Chicago
voco Chicago Downtown, an IHG Hotel
City view from property

voco Chicago Downtown, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (2168)
"Angelica was super nice! "
The price is AU$217
includes taxes & fees
1 Jan - 2 Jan 2025
voco Chicago Downtown, an IHG Hotel
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1455)
"Beautiful building with great views. Staff was above and beyond meeting my expectations. Everyone was very friendly. Rooms were very nice. "
The price is AU$587
includes taxes & fees
2 Jan - 3 Jan 2025
Trump International Hotel & Tower 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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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 54 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 Henry Gerber House while you're in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Millennium Park and Navy Pier. When you're sightseeing in Chicago, Wrigley Field and Grant Park 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.