Book The Best Hotels in Far Southeast Side for 2026 from CA $96 - Fully Refundable Options

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Go beyond your typical stay in Far Southeast Side

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Our top choices for Far Southeast Side hotels

A multi-story building with a brick facade, multiple windows, and a covered walkway.

A brick building with a sign for the Admiral Motel.

A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.

A hotel room with a bed, a dresser, a desk, and a mirror.

1. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

CA $114

CA $134 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

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

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

Downtown Chicago

Ashraf

CA $235

CA $328 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

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

3. Congress Plaza Hotel

Downtown Chicago

George

CA $148

CA $176 total

includes taxes & fees

Sep 8 - Sep 9

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

4. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Brittany

CA $199

CA $236 total

includes taxes & fees

Aug 31 - Sep 1

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

5. The Wade

Downtown Chicago

Ayomikun Jedidiah

CA $207

CA $246 total

includes taxes & fees

Aug 30 - Aug 31

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

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

6. Best Western Grant Park Hotel

Downtown Chicago

Diego

CA $199

CA $237 total

includes taxes & fees

Sep 7 - Sep 8

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

A compact kitchen with a microwave, coffee maker, and sink.

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.

7. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Randall

CA $171

CA $201 total

includes taxes & fees

Aug 30 - Aug 31

A large, multi-story hotel with a prominent entrance and classical architectural details.

A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.

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

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

8. Hilton Chicago

Downtown Chicago

Konner

CA $235

CA $320 total

includes taxes & fees

Sep 7 - Sep 8

A hotel bathroom with a large mirror, a sink, and a vanity.

A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

A hotel with a classic facade, large windows, and a prominent entrance.

A bakery display with pastries and a coffee shop sign in the background.

9. Sports Illustrated Resorts Chicago

Downtown Chicago

CHRISTIE

CA $228

CA $311 total

includes taxes & fees

Aug 31 - Sep 1

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.

A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

A modern indoor swimming pool with blue seating and a view of the city through large windows.

10. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Odessia

CA $209

CA $248 total

includes taxes & fees

Aug 30 - Aug 31

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A conference room with a long table, chairs, and a vase.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A man in a suit sitting by a window with a vase of red flowers.

11. River Hotel

Downtown Chicago

Patti

CA $177

CA $210 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

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

12. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

CA $212

CA $252 total

includes taxes & fees

Sep 7 - Sep 8

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

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

13. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

MAGALY

CA $221

CA $263 total

includes taxes & fees

Sep 1 - Sep 2

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

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

A conference room with a long table, chairs, and a projector screen.

A grilled pineapple on top of a stack of meat, served on a pan.

14. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

CA $232

CA $311 total

includes taxes & fees

Aug 30 - Aug 31

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

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

15. Central Loop Hotel

Downtown Chicago

Yiyang

CA $199

CA $237 total

includes taxes & fees

Aug 30 - Aug 31

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

16. Silversmith Hotel Chicago Downtown

Downtown Chicago

Xiao

CA $187

CA $265 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

17. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Jyothi Swaroop

CA $200

CA $237 total

includes taxes & fees

Sep 7 - Sep 8

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

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

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

susie

CA $223

CA $266 total

includes taxes & fees

Sep 8 - Sep 9

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.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

19. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

AMBER

CA $223

CA $266 total

includes taxes & fees

Sep 7 - Sep 8

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

20. Swissotel - Chicago

Downtown Chicago

James

CA $297

CA $402 total

includes taxes & fees

Sep 7 - Sep 8

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Stay near popular Far Southeast Side attractions

Harborside International Golf Center

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Abbott Park

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Chicago State University

Walk around the campus at Chicago State University during your visit to Chicago. Amble around the area's parks or visit its shops.

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A. Philip Randolph Pullman Porter Museum

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