The Best Hotels in The Gap, Chicago - 2026 Updated Prices

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Our top choices for The Gap hotels

1. Hyatt Place Chicago/Downtown - The Loop

The Loop, 5.5 km from The Gap

Kimberly

5.607.922 ₫ total

includes taxes & fees

7 Sept - 8 Sept

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, stovetop

2. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 3.8 km from The Gap

jayne

4.996.665 ₫ total

includes taxes & fees

31 Aug - 1 Sept

3. River Hotel

The Loop, 5.9 km from The Gap

Yousef

5.044.639 ₫ total

includes taxes & fees

31 Aug - 1 Sept

4. Hyatt Centric The Loop Chicago

Theatre District, 5.2 km from The Gap

Dee

6.719.432 ₫ total

includes taxes & fees

30 Aug - 31 Aug

5. Hotel Riu Plaza Chicago

Streeterville, 6.5 km from The Gap

Cicely

6.620.875 ₫ total

includes taxes & fees

31 Aug - 1 Sept

6. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 5.3 km from The Gap

Paige

4.925.533 ₫ total

includes taxes & fees

8 Sept - 9 Sept

7. Hyatt Regency Chicago

The Loop, 5.9 km from The Gap

Emily

7.900.194 ₫ total

includes taxes & fees

30 Aug - 31 Aug

8. citizenM Chicago Downtown

Theatre District, 5.8 km from The Gap

lakadria

5.296.373 ₫ total

includes taxes & fees

7 Sept - 8 Sept

9. Silversmith Hotel Chicago Downtown

Theatre District, 5.2 km from The Gap

Gillian

5.771.309 ₫ total

includes taxes & fees

30 Aug - 31 Aug

10. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 4.5 km from The Gap

Aleace

5.209.137 ₫ total

includes taxes & fees

7 Sept - 8 Sept

11. Hyatt Place Chicago/River North

River North, 6.3 km from The Gap

Michelle

5.287.480 ₫ total

includes taxes & fees

23 Aug - 24 Aug

Outdoor pool, pool cabanas (surcharge), pool umbrellas

12. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 6.5 km from The Gap

Macy

5.005.069 ₫ total

includes taxes & fees

30 Aug - 31 Aug

13. Crowne Plaza Chicago West Loop by IHG

5.6 km from The Gap

Evelyn

4.838.327 ₫ total

includes taxes & fees

30 Aug - 31 Aug

14. Swissotel - Chicago

5.9 km from The Gap

Isaac

9.225.374 ₫ total

includes taxes & fees

23 Aug - 24 Aug

15. The Allegro Royal Sonesta Hotel Chicago Loop

Theatre District, 5.6 km from The Gap

Mucio

6.404.556 ₫ total

includes taxes & fees

10 Sept - 11 Sept

16. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 3.9 km from The Gap

Jordan Leigh

4.996.665 ₫ total

includes taxes & fees

31 Aug - 1 Sept

55-inch LCD TV with cable channels, TV, pay films

17. L7 Chicago by LOTTE

Theatre District, 5.8 km from The Gap

Julie Ann

6.031.321 ₫ total

includes taxes & fees

30 Aug - 31 Aug

18. Hilton Chicago

The Loop, 4.2 km from The Gap

kun

6.028.867 ₫ total

includes taxes & fees

9 Sept - 10 Sept

19. Club Quarters Hotel, Central Loop, Chicago

Theatre District, 5 km from The Gap

Kelli

4.465.765 ₫ total

includes taxes & fees

30 Aug - 31 Aug

20. Aloft by Marriott Chicago Mag Mile

Streeterville, 6.5 km from The Gap

Jasmin

4.922.509 ₫ total

includes taxes & fees

16 Aug - 17 Aug

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Where to stay in The Gap

Find the best The Gap areas for the activities you enjoy most.

A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Lake Michigan are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Lake Michigan and Michigan Avenue are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

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The Chicago Theatre with illuminated marquee and a wet street reflecting lights.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

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Top The Gap Hotel Reviews

Hotel Riu Plaza Chicago

8/10 Good

"The property waa clean and spacious Staff were very nice and helpful. The location was perfect a short walk or drive to alot of places ans the best of all was that A Garrett's popcorn shop waa right across the street!"

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Regina should receive more pay(that’s my 2 cents. She didn’t mention or ask me to say this about her pay)! She was everything!! Friendly, helpful and very informative. Peaceful location. I enjoyed the sounds of the city, ASMR for sure. The room was clean, the water pressure was perfect. Bed was comfortable and the pillows had the right amount of fluff!"

Omni Chicago Hotel

10/10 Excellent

"We had a wonderful suite; the staff was very accommodating and friendly - from check in through to the doormen who were very helpful with directions, etc. when we exited the hotel for our daily adventures. Great menu in the dining room (breakfast and afternoon snacks) - and friendly bar. HIGHLY RECOMMEND."

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 Robert W Roloson Houses and Captain Ernest A Griffin Place as part of your The Gap travel plans.

How many hotels are there in The Gap?

If you're searching for places to stay in Chicago, choose from one of Expedia's 10 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 Robert W Roloson Houses and Captain Ernest A Griffin Place. While you're out sightseeing, Soldier Field and Grand Terrace Ballroom are a couple of additional sights to visit in Chicago.

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Our top choices for The Gap hotels

1. Hyatt Place Chicago/Downtown - The Loop

2. Homewood Suites by Hilton Chicago Downtown South Loop

3. River Hotel

4. Hyatt Centric The Loop Chicago

5. Hotel Riu Plaza Chicago

6. La Quinta Inn & Suites by Wyndham Chicago Downtown

7. Hyatt Regency Chicago

8. citizenM Chicago Downtown

9. Silversmith Hotel Chicago Downtown

10. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

11. Hyatt Place Chicago/River North

12. DoubleTree by Hilton Chicago - Magnificent Mile

13. Crowne Plaza Chicago West Loop by IHG

14. Swissotel - Chicago

15. The Allegro Royal Sonesta Hotel Chicago Loop

16. Hilton Garden Inn Chicago Downtown South Loop

17. L7 Chicago by LOTTE

18. Hilton Chicago

19. Club Quarters Hotel, Central Loop, Chicago

20. Aloft by Marriott Chicago Mag Mile

Where to stay in The Gap

Downtown Chicago

The Loop

Magnificent Mile

River North

Theatre District

Top The Gap Hotel Reviews

Hotel Riu Plaza Chicago

Frequently asked questions

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