Far Southeast Side Hotel & Accommodation Deals 2026 from NZ$104 - 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 hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.

A bathroom with a toilet, sink, and bathtub.

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

1. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

NZ$169

includes taxes & fees

8 Oct - 9 Oct

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

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

2. Hilton Chicago

Downtown Chicago

Alan

NZ$388

includes taxes & fees

24 Oct - 25 Oct

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

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

Downtown Chicago

Shanequa

NZ$673

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

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

4. The Wade

Downtown Chicago

Fernanda

NZ$309

includes taxes & fees

27 Sept - 28 Sept

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

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

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

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

5. Congress Plaza Hotel

Downtown Chicago

John

NZ$338

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

6. Carleton of Oak Park

Oak Park

Suzanne

NZ$239

includes taxes & fees

28 Sept - 29 Sept

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

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

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

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

7. River Hotel

Downtown Chicago

Isabella

NZ$339

includes taxes & fees

27 Sept - 28 Sept

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

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

8. Best Western Grant Park Hotel

Downtown Chicago

Damilola

NZ$356

includes taxes & fees

25 Oct - 26 Oct

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 balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

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

9. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Michael T.

NZ$337

includes taxes & fees

25 Oct - 26 Oct

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

A gym with treadmills, ellipticals, and weight machines.

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

10. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Carmina

NZ$395

includes taxes & fees

27 Sept - 28 Sept

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

A lobby with two brown leather chairs, a marble table, and a large potted plant.

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

11. LIVN - West Loop Chicago

Downtown Chicago

chidubem

NZ$354

includes taxes & fees

27 Sept - 28 Sept

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

A hotel room with a large window, a bed, and a suitcase.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

A bar with a brick archway, wooden bar counter, and stools.

12. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Michael

NZ$305

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

13. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

NZ$461

includes taxes & fees

27 Sept - 28 Sept

A grand lobby with a central bar, high ceilings, and classical architecture.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

14. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Amanda

NZ$280

includes taxes & fees

27 Sept - 28 Sept

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

15. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Rebecca

NZ$427

includes taxes & fees

27 Sept - 28 Sept

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

A modern bar area with a bar counter, multiple stools, and a chandelier.

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

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

16. Silversmith Hotel Chicago Downtown

Downtown Chicago

Carmen

NZ$453

includes taxes & fees

1 Oct - 2 Oct

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

17. Palmer House a Hilton Hotel

Downtown Chicago

Gabriella

NZ$571

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

A modern kitchen area with a long counter, various food items, and a coffee machine.

A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

18. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Lora J

NZ$375

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

A spacious lobby with a glass entrance, escalators, and a tiled floor.

A hotel room with a large window, a dining area with a table and chairs, a sofa, a TV, and a decorative light fixture.

A hotel room with a city view, a dining area, a sofa, and a TV.

19. The Buckingham Hotel

Downtown Chicago

Ibrahim

NZ$341

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A modern bar area with seating and a bar counter.

20. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Mythli

NZ$438

includes taxes & fees

27 Sept - 28 Sept

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Stay near popular Far Southeast Side attractions

Abbott Park

Abbott Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

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Harborside International Golf Center

Enjoy a round of golf in Chicago at Harborside International Golf Center. Stroll along the lakeside or attend a sporting event in this vibrant area.

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Chicago State University

Explore the campus of Chicago State University as part of your travels around Chicago. Amble around the area's parks or visit its shops.

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Pullman Historic District

Find out about the history of Chicago when you take a trip to Pullman Historic District. Take in the museums while you're in the area.

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William W. Powers State Recreation Area

You can take time to visit William W. Powers State Recreation Area during your travels to Chicago.

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Jones Convocation Center

Catch an event at Jones Convocation Center during your trip to Chicago. Amble around the area's parks or visit its shops.

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A. Philip Randolph Pullman Porter Museum

You can spend time studying the exhibits at A. Philip Randolph Pullman Porter Museum in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

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