Hotels in Southwest Side - Best Southwest Side Hotels from £68 - Fully Refundable Options

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Our top choices for Southwest Side hotels

A modern bar area with a curved counter, multiple stools, and pendant lighting.

A modern lobby with a vending machine, a statue, and an exit sign.

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Laura

£105

includes taxes & fees

24 Nov - 25 Nov

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A breakfast bar with coffee makers, a toaster, and a variety of pastries.

A reception area with a wooden reception desk, a sofa, and a coffee table.

2. Carlton Inn Midway

Archer Heights

stephen T

£94

includes taxes & fees

27 Oct - 28 Oct

A motel with a large sign advertising amenities like little vegan options, Hawaiian waters, and a touch of Brazil.

A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

3. Rainbow Motel

Garfield Ridge

Jerry

£82

includes taxes & fees

27 Oct - 28 Oct

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

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

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

Downtown Chicago

Angela

£142

includes taxes & fees

23 Nov - 24 Nov

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

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

5. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

£86

includes taxes & fees

23 Nov - 24 Nov

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A residential street with a sidewalk, houses, and greenery.

6. Carleton of Oak Park

Oak Park

Brad

£102

includes taxes & fees

28 Oct - 29 Oct

A modern hotel lobby with seating areas, a reception desk, and an elevator.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

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

7. Best Western Grant Park Hotel

Downtown Chicago

Colin

£87

includes taxes & fees

23 Nov - 24 Nov

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

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

A modern restaurant interior with a long counter, booths, and tables.

8. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cynthia

£97

includes taxes & fees

23 Nov - 24 Nov

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A modern lounge area with seating, a bar, and large windows offering views.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

9. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

£127

includes taxes & fees

23 Nov - 24 Nov

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

A multi-story building with a prominent entrance featuring a large archway and a sign.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

10. Hilton Chicago

Downtown Chicago

Anna

£142

includes taxes & fees

22 Nov - 23 Nov

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

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

11. Congress Plaza Hotel

Downtown Chicago

Ashya

£94

includes taxes & fees

10 Nov - 11 Nov

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

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

A gym with cardio machines, weight benches, and a large window offering a city view.

12. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

£105

includes taxes & fees

23 Nov - 24 Nov

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A restaurant with booths, tables, and a green wall in the background.

13. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Antonia Mary

£88

includes taxes & fees

12 Nov - 13 Nov

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A modern conference room with a wooden table, white chairs, a potted plant, and a large window with decorative plants.

14. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

tahira

£142

includes taxes & fees

15 Nov - 16 Nov

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

A hotel lobby with a reception desk, seating area, and a mural of a city skyline.

A modern bar area with seating and a bar counter.

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

£115

includes taxes & fees

23 Nov - 24 Nov

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

A multi-level hotel lobby with a central food service area, multiple dining tables, and a modern architectural design.

An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

A hotel reception area with a modern design, featuring a black reception desk, a 'Concierge' sign, and a 'Stairs' sign indicating the direction to the street level.

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Patricia

£127

includes taxes & fees

24 Nov - 25 Nov

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

17. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Tracy

£94

includes taxes & fees

24 Nov - 25 Nov

A rooftop terrace with outdoor seating, a pergola, and a view of surrounding high-rise buildings.

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

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

Downtown Chicago

Danielle

£120

includes taxes & fees

22 Nov - 23 Nov

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

A hotel room with a sofa, a small table, a bed, and a view of the city through a window.

A spacious lobby with a seating area, a reception desk, and a large screen.

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

19. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Chriselda

£119

includes taxes & fees

23 Nov - 24 Nov

A rooftop pool area with lounge chairs and a view of the city skyline.

A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

A bar with multiple shelves of bottles, a long counter, and several stools.

A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.

20. The Hoxton, Chicago

Downtown Chicago

Kyla

£181

includes taxes & fees

24 Nov - 25 Nov

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Stay near popular Southwest Side attractions

Marquette Park

9.4/10 (3 reviews)

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

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Union Stock Yard Gate

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Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)

You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.

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S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

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Ephraim Bajar Cultural Center

Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.

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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side