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An airport with multiple runways, parked airplanes, and a large terminal building.

Best Western hotels in Southwest Side, Chicago

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your current months are November, 2026 and December, 2026.

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Our top choices for Southwest Side Best Western

A modern lobby with a reception desk, a flat-screen TV, a stone pillar, and a seating area with a sofa and coffee table.

A vending machine and a refrigerated display case stocked with snacks and beverages in a commercial setting.

1. Best Western At O'Hare

Best Western At O'Hare

2.5 star property

Rosemont

8.0 out of 10, Very good, (1,103 reviews)

8.0/10

Very good

(1,103 reviews)

"Great place!"

Kathryn

The price is €98

€98

includes taxes & fees

12 Nov - 13 Nov

Best Western At O'Hare

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

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

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

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

2. Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 star property

Downtown Chicago

8.2 out of 10, Very good, (2,738 reviews)

8.2/10

Very good

(2,738 reviews)

"Room was dated but clean, staff was friendly, location was perfect for my needs"

Michelle

The price is €90

€90

includes taxes & fees

7 Dec - 8 Dec

Best Western Grant Park Hotel

A spacious interior with a large dining table, comfortable seating, a fireplace, and large windows offering views of the city.

A hotel room with a bed, a small kitchenette, a flat-screen TV, and a walk-in closet.

A reception desk with a stone wall backdrop, a plant, and a vase with flowers.

3. Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

2.5 star property

Downers Grove

8.4 out of 10, Very good, (1,796 reviews)

8.4/10

Very good

(1,796 reviews)

"Great place to stay"

Kevin

The price is €75

€75

includes taxes & fees

6 Dec - 7 Dec

Best Western Chicago - Downers Grove

A hotel room with a large bed, a separate sitting area with a sofa and armchair, a television, a desk with a lamp, and a bathtub.

A modern hotel bathroom with a large bathtub, a sofa, a chair, and a mirror.

A modern hotel lobby with a reception desk, seating area, and a flat-screen TV.

A modern kitchen area with a bread display, coffee machines, and a refrigerator.

4. Best Western Naperville Inn

Best Western Naperville Inn

2.5 star property

Naperville

8.2 out of 10, Very good, (1,002 reviews)

8.2/10

Very good

(1,002 reviews)

"Clean room, clean facilities, nice breakfast options, very reasonably priced"

Lisa

The price is €84

€84

includes taxes & fees

29 Nov - 30 Nov

Best Western Naperville Inn

A rooftop terrace with lounge chairs and tables, offering a city skyline view.

A modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.

A hotel lobby with a reception desk, seating area, and a view of the city.

A hotel room with a large bed, two armchairs, a wooden dresser, a desk with a chair, a flat-screen TV, and framed pictures on the wall.

5. Best Western River North Hotel

Best Western River North Hotel

2.5 star property

Downtown Chicago

7.8 out of 10, Good, (1,188 reviews)

7.8/10

Good

(1,188 reviews)

"Good location, friendly staff!"

Alexis

The price is €85

€85

includes taxes & fees

7 Dec - 8 Dec

Best Western River North Hotel

A hotel room with a large bed, a bathroom with a bathtub, a desk with a television, and a framed picture on the wall.

A reception area with a modern design, featuring a reception desk, a clock, and a plant.

6. Best Western Des Plaines/O’Hare

Best Western Des Plaines/O’Hare

2.5 star property

Des Plaines

7.6 out of 10, Good, (1,006 reviews)

7.6/10

Good

(1,006 reviews)

"Great location, close to a restaurant I like, also great breakfast included with stay."

Daniel

The price is €85

€85

includes taxes & fees

22 Nov - 23 Nov

Best Western Des Plaines/O’Hare

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

7. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,000 reviews)

7.0/10

Good

(1,000 reviews)

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

William

The price is €103

€103

includes taxes & fees

1 Dec - 2 Dec

Best Western Inn & Suites - Midway Airport

A hotel entrance with a covered walkway, outdoor seating, and a clear pathway marked for accessibility.

A modern hotel room with a large bed, a separate bathroom with a bathtub, and a view of the outdoors through a window.

A modern kitchen area with granite countertops, built-in appliances, and bar seating.

A modern building with a covered entrance, outdoor seating, and a wheelchair-accessible ramp.

8. Best Western Bolingbrook Hotel

Best Western Bolingbrook Hotel

2.0 star property

Bolingbrook

8.8 out of 10, Excellent, (166 reviews)

8.8/10

Excellent

(166 reviews)

"Very clean and great staff. Would definitely book again!"

AMERICA

The price is €100

€100

includes taxes & fees

15 Nov - 16 Nov

Best Western Bolingbrook Hotel

An outdoor patio with Adirondack chairs, a fire pit, and a stone wall.

A modern lounge area with grey upholstered chairs, a beige sofa, and a patterned carpet.

A modern kitchen with a built-in refrigerator, coffee machines, and a display of baked goods.

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

9. Best Western Plus South Holland/Chicago Southland

Best Western Plus South Holland/Chicago Southland

2.5 star property

South Holland

8.6 out of 10, Excellent, (783 reviews)

8.6/10

Excellent

(783 reviews)

"Great hotel for $100-$140. Overpriced above that. Good breakfast."

Aaron

The price is €136

€136

includes taxes & fees

8 Nov - 9 Nov

Best Western Plus South Holland/Chicago Southland

A hotel room with a large bathtub, a bed with a green and orange bedspread, two bedside lamps, and a wall-mounted air conditioner.

A hotel reception area with a wooden reception desk, a digital screen, and a seating area with tables and chairs.

A modern restaurant with a stone wall, multiple seating areas, and a visible kitchen area.

A Best Western hotel with a parking lot and a clear sky.

10. Best Western Oakbrook Inn

Best Western Oakbrook Inn

2.5 star property

Westmont

7.8 out of 10, Good, (1,000 reviews)

7.8/10

Good

(1,000 reviews)

"The breakfast was good and the room was extra clean. We will definitely stay again."

Janet

The price is €76

€76

includes taxes & fees

2 Dec - 3 Dec

Best Western Oakbrook Inn

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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Top Southwest Side Hotel Reviews

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

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

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

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

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

10/10 Excellent

Good location, perfect for the marathon stat & finish. Good rooms, beds, showers and gym / pool. Would have no hesitation in recommending this hotel.

Justin

Reviewed October 13, 2025Reviewed October 13, 2025

Hilton Garden Inn Chicago Downtown South Loop

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

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

10/10 Excellent

great

Trpimir

Reviewed October 2, 2025Reviewed October 2, 2025

Crowne Plaza Chicago West Loop by IHG

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

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

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

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

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

10/10 Excellent

Brilliant

Raymond

Reviewed March 18, 2024Reviewed March 18, 2024

Hyatt Place Chicago/Downtown - The Loop

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Best Western hotels in Southwest Side, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Side Best Western

1. Best Western At O'Hare

2. Best Western Grant Park Hotel

3. Best Western Chicago - Downers Grove

4. Best Western Naperville Inn

5. Best Western River North Hotel

6. Best Western Des Plaines/O’Hare

7. Best Western Inn & Suites - Midway Airport

8. Best Western Bolingbrook Hotel

9. Best Western Plus South Holland/Chicago Southland

10. Best Western Oakbrook Inn

Top Southwest Side Hotel Reviews

Hilton Garden Inn Chicago Downtown South Loop

10/10 Excellent

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