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Find Adventure Hotels in Old Town Chicago, IL

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Top Old Town Chicago Adventure Hotels

Our top choices for Old Town Chicago adventure hotels

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1004)
"I had a wonderful stay I will definitely be back again."
The price is NT$4,627
NT$5,431 total
includes taxes & fees
Sep 22 - Sep 23
Ivy Boutique Hotel

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful hotel in a great location "
The price is NT$9,344
NT$10,969 total
includes taxes & fees
Oct 5 - Oct 6
The Hoxton Chicago

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2171)
"Loved our stay"
Hotel Felix River North/Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1229)
"The location was great, the room was very nice, spacious and comfortable"
The price is NT$5,927
NT$7,850 total
includes taxes & fees
Oct 1 - Oct 2
Thompson Chicago, by Hyatt

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (2144)
"We had a great stay!"
The price is NT$4,887
NT$5,737 total
includes taxes & fees
Oct 2 - Oct 3
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (596)
"It was a wonderful place to stay! "
The price is NT$4,109
NT$4,823 total
includes taxes & fees
Oct 1 - Oct 2
The Chicago Hotel Collection River North

The Talbott, Autograph Collection

4.5 star property
9.2 out of 10, Wonderful, (35)
"Fantastic location and hotel! "
The price is NT$6,915
NT$8,873 total
includes taxes & fees
Sep 21 - Sep 22
The Talbott, Autograph Collection

Level Chicago - River North

4.0 star property
9.0 out of 10, Wonderful, (698)
"Excellent hotel if you have dogs. "
The price is NT$8,132
NT$10,221 total
includes taxes & fees
Sep 21 - Sep 22
Level Chicago - River North

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3089)
"Very nice hotel that's close to everything."
The price is NT$5,625
NT$6,603 total
includes taxes & fees
Sep 21 - Sep 22
voco Chicago Downtown - Riverwalk by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
8.8 out of 10, Excellent, (1843)
"Best place and hotel"
The price is NT$6,623
NT$7,775 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Chicago Dwtn - The Mart by IHG
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.

Top Old Town Chicago Hotel Reviews

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Frequently asked questions

Why book your hotel for couples in Old Town Chicago with Expedia?
Booking a hotel for couples in Old Town Chicago is as simple as deciding on your travel dates and choosing the option that checks the boxes for starry-eyed lovebirds. From inexpensive motels and all-inclusive resorts to upmarket retreats with romantic amenities, Expedia has digs for all tastes. As for tempting deals? They're just a few clicks away!
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A good way to track down cheap hotels for couples in Old Town Chicago is with Expedia's useful filter tool. Refine your search results by star rating, budget and amenities and lock in unbeatable deals on stays where you can bliss out with your sweetheart.