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.

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

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Our top choices for The Gap hotels

A modern interior with a bar area, seating, and decorative wooden panels.

1. Best Western Grant Park Hotel

The Loop, 3.8 km from The Gap

Damilola

₹19,408 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a glass facade, multiple floors, and a visible entrance.

2. Hyatt Place Chicago/Downtown - The Loop

The Loop, 5.5 km from The Gap

Lauren

₹24,187 total

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a prominent sign reading "Crowne Plaza."

3. Crowne Plaza Chicago West Loop by IHG

5.6 km from The Gap

Victoria

₹19,300 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a large window, a dining area, and a view of the sea.

4. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 3.8 km from The Gap

Pramukha

₹23,856 total

includes taxes & fees

25 Oct - 26 Oct

The Intercontinental hotel facade with a large American flag and a floral display.

5. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 6.3 km from The Gap

Kenan

₹31,539 total

includes taxes & fees

25 Oct - 26 Oct

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

6. L7 Chicago by LOTTE

Theatre District, 5.8 km from The Gap

GUILLERMO

₹29,480 total

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

7. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 5.3 km from The Gap

Mythli

₹21,563 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

8. Hilton Vacation Club Hotel Blake Chicago

The Loop, 4.5 km from The Gap

John

₹28,369 total

includes taxes & fees

2 Oct - 3 Oct

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

9. Hotel Riu Plaza Chicago

Streeterville, 6.5 km from The Gap

Sean Robert

₹29,702 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 6.5 km from The Gap

Shanequa

₹39,578 total

includes taxes & fees

23 Oct - 24 Oct

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

11. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 6.3 km from The Gap

Melissa

₹26,770 total

includes taxes & fees

25 Oct - 26 Oct

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

12. Hyatt Place Chicago/River North

River North, 6.3 km from The Gap

Iminique

₹25,214 total

includes taxes & fees

25 Oct - 26 Oct

A large, historic building with a central courtyard surrounded by trees.

13. Hilton Chicago

The Loop, 4.2 km from The Gap

Alan

₹21,150 total

includes taxes & fees

24 Oct - 25 Oct

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

14. Hyatt Regency Chicago

The Loop, 5.9 km from The Gap

Whitney

₹39,476 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

15. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 3.9 km from The Gap

Aran

₹21,432 total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

16. Congress Plaza Hotel

The Loop, 4.5 km from The Gap

John

₹18,329 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

17. Hyatt Centric The Loop Chicago

Theatre District, 5.2 km from The Gap

Tamika

₹25,127 total

includes taxes & fees

27 Sept - 28 Sept

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

18. Aloft by Marriott Chicago Mag Mile

Streeterville, 6.5 km from The Gap

Carmina

₹20,661 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with sofas and tables, surrounded by greenery and modern buildings in the background.

19. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

5.8 km from The Gap

Brock

₹26,378 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 6.5 km from The Gap

Madelyn

₹22,208 total

includes taxes & fees

25 Oct - 26 Oct

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Where to stay in The Gap

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

A cityscape with tall skyscrapers and a historic tower.

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.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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A large, historic building with a central tower and multiple windows, located near a body of water.

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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A river with a city skyline in the background, surrounded by green trees and grass.

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.

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Top The Gap Hotel Reviews

Hilton Chicago

10/10 Excellent

"The clean room at the Hilton hotel was seriously well-kept, super quiet and super clean—perfect for chilling or getting work done. The staff were chill but professional, making check-in and check-out a breeze. The vibe was calm and tidy, totally relaxing. The amenities were all set up nicely, keeping the whole place feeling fresh and comfy. Honestly, it’s a solid spot for anyone looking for a reliable place to stay.e for those seeking a tidy and efficient lodging experience."

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"As usual with Hotels.com reservations was put in one the lowest, worst located rooms (next to a flashing theater sign). Hallway smelled a bit like marijuana. Area is not great. That said, the room was big and the common areas of the hotel seemed nice and nothing was dirty or out of order."

Search Hotels in The Gap, Chicago

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Our top choices for The Gap hotels

1. Best Western Grant Park Hotel

2. Hyatt Place Chicago/Downtown - The Loop

3. Crowne Plaza Chicago West Loop by IHG

4. Homewood Suites by Hilton Chicago Downtown South Loop

5. InterContinental Chicago Magnificent Mile by IHG

6. L7 Chicago by LOTTE

7. La Quinta Inn & Suites by Wyndham Chicago Downtown

8. Hilton Vacation Club Hotel Blake Chicago

9. Hotel Riu Plaza Chicago

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

11. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

12. Hyatt Place Chicago/River North

13. Hilton Chicago

14. Hyatt Regency Chicago

15. Hilton Garden Inn Chicago Downtown South Loop

16. Congress Plaza Hotel

17. Hyatt Centric The Loop Chicago

18. Aloft by Marriott Chicago Mag Mile

19. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

20. DoubleTree by Hilton Chicago - Magnificent Mile

Where to stay in The Gap

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top The Gap Hotel Reviews

Hilton Chicago

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