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25 Sept - 26 Sept
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26 Sept - 27 Sept
This weekend
26 Sept - 28 Sept
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3 Oct - 5 Oct

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Top Trending Hotels Near The Gap, Chicago

Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1991)
"Excellent hotel, staff, location. "
Silversmith Hotel Chicago Downtown
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1035)
"Great stay"
The price is Rp3.654.015
Rp4.289.450 total
includes taxes & fees
5 Oct - 6 Oct
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3326)
"Loved this hotel- best location and very nice staff. "
The price is Rp3.900.119
Rp4.578.349 total
includes taxes & fees
19 Oct - 20 Oct
LondonHouse Chicago, Curio Collection by Hilton
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3864)
"Great stay"
The price is Rp3.046.501
Rp3.576.287 total
includes taxes & fees
28 Sept - 29 Sept
citizenM Chicago Downtown
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2480)
"Nice hotel with amazing breakfasts and location."
The price is Rp3.151.885
Rp4.170.181 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Riu Plaza Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1016)
"Great hotel!!"
The price is Rp3.450.458
Rp4.539.197 total
includes taxes & fees
20 Oct - 21 Oct
Staypineapple, An Iconic Hotel, The Loop
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (3001)
"Love this hotel!"
The price is Rp4.474.917
Rp5.253.105 total
includes taxes & fees
28 Sept - 29 Sept
L7 Chicago by LOTTE
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (2153)
"Great location and great staff."
The price is Rp3.588.943
Rp4.746.981 total
includes taxes & fees
2 Oct - 3 Oct
The Royal Sonesta Chicago River North
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1245)
"Expensive, but comfortable and in a great location "
The price is Rp3.587.275
Rp4.703.312 total
includes taxes & fees
19 Oct - 20 Oct
Thompson Chicago, by Hyatt
Claridge House
Cocktail bar

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1387)
"We had a great stay"
The price is Rp5.841.418
Rp7.346.946 total
includes taxes & fees
27 Sept - 28 Sept
Claridge House
Kimpton Gray Hotel by IHG
Argentinean cuisine

Kimpton Gray Hotel by IHG

4.5 star property
9.2 out of 10, Wonderful, (1012)
"Excellent hotel with great options. "
The price is Rp4.154.565
Rp5.366.749 total
includes taxes & fees
3 Oct - 4 Oct
Kimpton Gray Hotel by IHG
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1375)
"Staff was overly friendly and the location was great!"
The price is Rp4.821.965
Rp6.228.677 total
includes taxes & fees
28 Sept - 29 Sept
Virgin Hotels Chicago
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1091)
"Nice rooms and excellent service!"
The price is Rp4.605.975
Rp6.095.169 total
includes taxes & fees
23 Oct - 24 Oct
Pendry Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2166)
"I enjoyed my stay cant wait to go back. "
The price is Rp3.457.132
Rp4.542.192 total
includes taxes & fees
2 Oct - 3 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2144)
"Nice Stay."
The price is Rp4.489.934
Rp5.760.438 total
includes taxes & fees
1 Oct - 2 Oct
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2805)
"The hotel was in a great location. "
The price is Rp3.367.451
Rp4.442.755 total
includes taxes & fees
13 Oct - 14 Oct
Swissotel - Chicago
21c Museum Hotel Chicago
Property entrance

21c Museum Hotel Chicago

4.0 star property
8.8 out of 10, Excellent, (1638)
"Great place to stay!"
The price is Rp2.333.564
Rp3.229.076 total
includes taxes & fees
5 Oct - 6 Oct
21c Museum Hotel Chicago
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1016)
"I had a wonderful stay I will definitely be back again."
The price is Rp3.105.913
Rp3.646.006 total
includes taxes & fees
2 Oct - 3 Oct
Ivy Boutique Hotel
Omni Chicago Hotel
Breakfast and dinner served

Omni Chicago Hotel

4.5 star property
9.2 out of 10, Wonderful, (1578)
"Great stay!"
The price is Rp4.298.128
Rp5.537.325 total
includes taxes & fees
26 Oct - 27 Oct
Omni Chicago Hotel
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (2965)
"It was a pleasurable stay"
The price is Rp3.758.476
Rp4.948.043 total
includes taxes & fees
2 Oct - 3 Oct
The Royal Sonesta Chicago Downtown
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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Where to stay in The Gap

Find the best The Gap areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

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

The Loop - Downtown featuring a river or creek

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.

Chicago featuring a city and modern architecture

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 The Gap Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Parking situation is ridicules, hallways carpet very filthy. I understand it’s an older hotel but needs to be kept up. Bathroom door didn’t even close. "
Ines Yadira 2-night trip
Posted 14 hours ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in The Gap?

Travellers will be sure to find plenty to entertain them in Chicago's The Gap neighbourhood. Make sure that you visit Captain Ernest A Griffin Place and Robert W Roloson Houses as part of your The Gap travel plans.

How many hotels are there in The Gap?

When you want to find places to stay in Chicago, start by booking one of Expedia's 7 hotels and other accommodation options in The Gap.

If I need to cancel my hotel reservation in The Gap, will I receive a refund?

Yes! Most hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best deals available in The Gap.

What is there to do in this Chicago neighbourhood?

Landmarks in The Gap that you won't want to miss include Captain Ernest A Griffin Place and Robert W Roloson Houses. While you're out sightseeing, Soldier Field and Grand Terrace Ballroom are a couple of additional sights to visit in Chicago.