The Best Hotels with WiFi in Chicago, IL from NT$4,940 in 2026 | Expedia

A river with a yellow boat, surrounded by tall buildings and a bridge.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Chicago Hotels with WiFi

Tonight

Sep 22 - Sep 23

Tomorrow

Sep 23 - Sep 24

This weekend

Sep 25 - Sep 27

Next weekend

Our top choices for Chicago hotels with wifi

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

A modern living room with a sofa set, ottoman, and armchairs.

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

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

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

Downtown Chicago

United States

Tomasz

NT$4,287

NT$5,096 total

includes taxes & fees

Sep 27 - Sep 28

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

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

2. The Wade

Downtown Chicago

United States

Fernanda

NT$4,731

NT$5,625 total

includes taxes & fees

Sep 27 - Sep 28

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

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

3. River Hotel

Downtown Chicago

United States

Isabella

NT$5,634

NT$6,699 total

includes taxes & fees

Sep 27 - Sep 28

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A laundry area with a washing machine, a dryer, and an ice dispenser.

A modern interior with a dining area, sofas, and artwork on the walls.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

4. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

United States

Caleb

NT$4,272

NT$5,165 total

includes taxes & fees

Sep 27 - Sep 28

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

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

5. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

United States

Jacqueline

NT$5,308

NT$6,311 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

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

6. Congress Plaza Hotel

Downtown Chicago

United States

John

NT$5,858

NT$6,965 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

7. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

United States

Lauryn

NT$6,405

NT$7,615 total

includes taxes & fees

Oct 22 - Oct 23

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

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

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

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

8. Hilton Chicago

Downtown Chicago

United States

Alan

NT$6,720

NT$8,922 total

includes taxes & fees

Oct 12 - Oct 13

View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Amazing place very clean, clos"

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Excellent service! Everyone was helpful and fry! Great experience and location"

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent

"Great location and classy."

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The hotel was absolutely stunning! Loved the convenience of it being right down town!"

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Staff were very polite. Room very spacious. Would definitely stay there again. Thank you for the distilled water."

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent

"Great place"

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent

"Excelent location, Good service and Great Restaurant."

River Hotel

River Hotel

8/10 Good

"N"

Hilton Chicago

Hilton Chicago

10/10 Excellent

"Rooms are large and very clean. Has a refrigerator, but no microwave."

Explore a world of travel with Expedia