Search cheap accommodations in Chicago from 100+ sites!

16282 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Chicago accommodations
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

16282 Lodgings in Chicago

Find Lodgings in Downtown of Chicago

Skip the commute by booking these central Chicago accommodations, putting you within arm's reach of downtown nightlife and culture.

Studio Flat In The Heart Of Downtown Chicago - Chicago
9.4 293 reviews

Studio Flat In The Heart Of Downtown Chicago

studio, Chicago
This studio apartment is located in downtown Chicago, just a short walk from Oak Street Beach and a mile from Ohio Street Beach, putting you in the heart of the city's action. It boasts excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, offering 600 square feet of space and accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private patio, and access to a peaceful inner courtyard.
Studio | Loop | Downtown - Chicago
10 1 review

Studio | Loop | Downtown

studio, Chicago
This studio apartment is located adjacent to Millennium Park and Grant Park in Chicago, offering excellent transit access throughout the city.
This compact dwelling accommodates up to three guests with a queen bed and a stored single air mattress, featuring a kitchenette, air conditioning, and free internet.
Aurelien Spacious Apartments In The Heart Of Gold Coast - Chicago
9.7 549 reviews

Aurelien Spacious Apartments In The Heart Of Gold Coast

apartment, Chicago
This Chicago apartment is located in the Near North Side, just a 14-minute walk from Oak Street Beach and a short distance from the city center. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 2-bedroom rental offers a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as a private bathroom with a bath and hairdryer. Enjoy the convenience of free Wi-Fi, private parking, and access to a rooftop pool, outdoor fireplace, garden, sun terrace, sauna, fitness center, and concierge services.
Mich Ave Downtown 2bd, Grant Park Museums #25 - Chicago
9.7 94 reviews

Mich Ave Downtown 2bd, Grant Park Museums #25

resort, Chicago
This two-bedroom, two-bathroom Chicago apartment rental is ideally located in the South Loop, one block from the Red Line 'L' train station, offering easy access to Grant Park and Soldier Field.
The unit sleeps six guests comfortably and features a fully equipped kitchen, in-unit laundry, a shared rooftop deck with grills, and a convenient attached parking garage (fees apply).

Browse Family Lodgings in Chicago

Getting the lodging right makes all the difference for a family trip to Chicago, with city attractions within easy reach at every selected option.

Oak Park Cozy Carriage House-lovely, Walkable Area - Chicago
9.9 130 reviews

Oak Park Cozy Carriage House-lovely, Walkable Area

house, Oak Park
This Oak Park guest house offers a private, second-floor suite steps from the Oak Park Blue Line 'L' station, providing easy access to downtown Chicago.
The 1-bedroom, 1-bathroom apartment sleeps 4, features an open living/dining/office layout, on-site parking, and access to a shared garden; amenities include gourmet coffee, tea, and a grinder/AeroPress.
Casa De Alma - Chicago
No reviews

Casa De Alma

apartment, Chicago
This Chicago condo is located in a residential neighborhood, 3.7 miles from the United Center and 5.6 miles from the Willis Tower, with Midway International Airport 5.6 miles away.
This 1000 square foot, one-bedroom, one-bathroom apartment offers a fully equipped kitchen, complimentary WiFi, air conditioning, and parking, accommodating up to one guest.
Luxury Designer Penthouse 3801 | Pool | Gold Coast - Chicago
9.8 16 reviews

Luxury Designer Penthouse 3801 | Pool | Gold Coast

apartment, Chicago
This penthouse apartment is located in Chicago's Gold Coast district, steps away from Michigan Avenue and within walking distance of Navy Pier and the Art Institute of Chicago. This highly rated apartment is perfect for families and groups looking for a luxurious stay in the heart of Chicago.
The apartment offers a spacious living area, 3 bedrooms, and 2 bathrooms, accommodating up to 10 guests. Enjoy a modern design, high-end appliances, a rooftop pool, a gym, and a terrace with panoramic city views.
Pet Friendly Beauty In Iconic Neighborhood! - Chicago
9.5 239 reviews

Pet Friendly Beauty In Iconic Neighborhood!

apartment, Chicago
This Chicago apartment is located in the trendy Bucktown neighborhood, just a short walk from the city train and a variety of restaurants, shops, and entertainment venues. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 1,000 square feet of space, two bedrooms, one bathroom, and can comfortably accommodate up to five guests. Amenities include a fully equipped kitchen, in-unit laundry, private parking, a Jacuzzi, and a tennis court, providing everything you need for a comfortable and enjoyable stay.

Frequently Asked Questions about accommodations in Chicago

  • What are the top attractions and must-see sites in Chicago, IL?

    Chicago is full of iconic landmarks. You can't miss the Willis Tower, formerly known as the Sears Tower, for breathtaking views of the city. The Art Institute of Chicago is a must for art lovers, with works by Monet, Picasso, and Van Gogh. And don't forget to walk along Navy Pier, with its Ferris wheel, shops, and restaurants.
  • What are the best accommodations in Chicago?

  • What's the best district to book lodging in Chicago?

    When it comes to booking lodging in Chicago, the best district would be the Magnificent Mile. It offers a wide range of accommodations, from luxury hotels to budget-friendly options, and is conveniently located near popular attractions.
  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago has festivals throughout the year. In the summer, you'll find the Taste of Chicago, a huge food festival, and Lollapalooza, a four-day music festival. In the fall, the Chicago Marathon brings the city to life. And during the winter, the Christkindlmarket is a charming Christmas market with German food and crafts.
  • What are the best accommodations with a pool in Chicago?

  • Are there any budget-friendly day trips from Chicago?

    There are several budget-friendly day trips from Chicago, such as visiting the Indiana Dunes National Park or exploring the charming town of Galena.
  • What are the most convenient modes of transportation within Chicago, IL?

    The Chicago Transit Authority (CTA) is the best way to get around. You can use the 'L' train, which runs above ground, or the subway, which runs underground. There's also a great bus system. If you're feeling adventurous, try Divvy, the city's bike-sharing program.
  • What are the best accommodations with a jacuzzi in Chicago?

    The best accommodations with a jacuzzi in Chicago are Classy And Cozy 2nd - Room, The Langham Chicago and Park Hyatt Chicago.

  • Which restaurants in Chicago are suitable for business meetings and corporate dinners?

    For a professional setting, The Capital Grille in the Loop offers an upscale dining experience with private rooms. RPM Steak in River North is another excellent choice, known for its refined ambiance and top-notch service, ideal for impressing clients.
  • What outdoor activities and adventures are popular in and around Chicago, IL?

    Chicago has a lot to offer outdoors. You can walk or bike the Lakefront Trail along Lake Michigan. Lincoln Park Zoo is free and a great place to spend a day. Or head to Millennium Park, where you can see the Cloud Gate sculpture, affectionately known as 'The Bean'.
  • What are the best accommodations for families and kids in Chicago?

    The best accommodations for families and kids in Chicago are Artist Loft - Very Unique, The Langham Chicago and The Peninsula Chicago.

  • What types of accommodations are available in Chicago, IL?

    Chicago has a wide range of accommodations, from budget-friendly hostels to luxury hotels. You can find everything from boutique hotels in the trendy Wicker Park neighborhood to historic hotels in the Loop, the city's downtown area.
  • What are the best pet friendly accommodations in Chicago?

    The best pet friendly accommodations in Chicago are Artist Loft - Very Unique, Art Deco-queen-salle De Bain Partagée and The Langham Chicago.

  • When is the best time to visit Chicago, IL?

    The best time to visit Chicago is in the spring or fall. The weather is mild, and the city is less crowded than in the summer. If you're a fan of winter activities, you can visit during the winter months, but be prepared for cold temperatures.
  • What are the best accommodations with parking in Chicago?

  • What local dishes and culinary experiences are a must-try in Chicago, IL?

    Chicago is known for its deep-dish pizza, which is a must-try. You can also find great Italian beef sandwiches, hot dogs, and Polish sausage. And don't forget to try a Chicago-style hot dog, with all the fixings.
  • In which part of Chicago, IL should you consider renting accommodation?

    It depends on your interests. If you want to be in the heart of the action, stay in the Loop. For a more residential feel, consider the Gold Coast or Lincoln Park. If you're looking for a trendy vibe, check out Wicker Park or Bucktown.

Popular destinations

Best Chicago accommodation with a kitchen

Entire Place - Free Parking, Train Station, O'hare - Chicago
9.6 162 reviews

Entire Place - Free Parking, Train Station, O'hare

apartment, Chicago
This studio apartment is ideally situated in the heart of Jefferson Park, within walking distance of the park and public transportation for easy access to downtown Chicago (17 miles) and other landmarks. The studio has received excellent ratings for its location, cleanliness, and user experience.
The studio apartment has a Euro-lounger convertible sofa that accommodates up to 3 guests. It features a fully equipped kitchen with premium appliances, granite countertops, and a Jacuzzi jet bathtub. The building is safe and secure with surveillance cameras and offers access to coin laundry machines for added convenience.
De-lima Quaters: Ideal For All Groups - Chicago
9.5 51 reviews

De-lima Quaters: Ideal For All Groups

apartment, Bellwood
This Bellwood rental property offers convenient access to downtown Chicago and O'Hare International Airport, with its central location providing quick travel times.
This two-bedroom condo accommodates up to six guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus on-site laundry, free parking, and a private backyard with a tented patio.
Charming Chicago Apt - Chicago
8.5 22 reviews

Charming Chicago Apt

apartment, Chicago
This Chicago apartment rental is conveniently located near the United Center, approximately 2 miles away, and within 4 miles of the Willis Tower and Union Station.
This 1000-square-foot apartment features two bedrooms, two bathrooms, in-unit laundry, and can comfortably accommodate up to 10 guests, offering free Wi-Fi and parking.
Luxe 4br Brick & Stone By Douglass Park + Med Dist - Chicago
10 2 reviews

Luxe 4br Brick & Stone By Douglass Park + Med Dist

apartment, Chicago
This furnished 4-bedroom, 2-bathroom apartment is located in a Chicago neighborhood adjacent to Douglass Park, offering a short commute to the Illinois Medical District and downtown Chicago.
This 1,200 sq ft residence features in-unit laundry, central air conditioning, and accommodates up to 9 guests, with complimentary off-street parking and nearby access to Kedzie Pink and Blue Line stations for convenient public transportation.

Neighborhoods and points of interest in Chicago

Best Chicago accommodation with parking

Luxury Three Bedroom Condo, Near Downtown Chicago - Chicago
9.7 6 reviews

Luxury Three Bedroom Condo, Near Downtown Chicago

apartment, Chicago
This 1300 sq ft, 3-bedroom condo is located in Oak Park, a short 15-mile commute to downtown Chicago, with a grocery store 1 block away and public transit options nearby.
This unit offers in-unit entertainment with four flat-screen TVs and a Wii, plus an in-basement washer and dryer, and a private balcony with neighborhood views.
Relax In Winter Park - You Will Love The Garden Access And The Classic, Comfortable Feeling Apts - Chicago
9.5 182 reviews

Relax In Winter Park - You Will Love The Garden Access And The Classic, Comfortable Feeling Apts

apartment, Chicago
This two-bedroom Wicker Park apartment offers easy access to downtown Chicago via the nearby Blue Line 'L' train station, placing you steps from Division Street and Milwaukee Avenue.
The rental features a full kitchen with fridge, microwave, and dishwasher, accommodates six guests, and includes a private garden and on-site parking (though not guaranteed).
Friendly Suite Home Chicago - Chicago
9.8 38 reviews

Friendly Suite Home Chicago

apartment, Berwyn
This music-themed lodging is located in Berwyn's Friendly Music Community, offering proximity to the Frank Lloyd Wright Home and Studio and the Ernest Hemingway Birthplace, with easy train access to downtown Chicago.
This 2-bedroom, 1-bathroom unit accommodates up to 6 guests and features internet, air conditioning, a kitchen, an on-site live music bar, a coffee lounge, and the opportunity for music lessons.
Stone Mansion Sleeps 10-20 Free Parking & Tv - Chicago
9.8 340 reviews

Stone Mansion Sleeps 10-20 Free Parking & Tv

apartment, Chicago
This Chicago apartment is located just steps from the Red Line train, making it easy to explore the city's attractions, including the Lakefront, shops, restaurants, and nightlife. It has earned excellent ratings for location, cleanliness, and overall user experience.
The apartment is a spacious 2,300 square feet with four bedrooms and two bathrooms. Enjoy amenities like a full kitchen, laundry, Wi-Fi, HDTVs, parking, a private backyard, and a jacuzzi.

Best Chicago lodging with a pool

Among the 16282 accommodations in Chicago, here are the 4 best ones with a pool

Blueground West Loop Pool Gym Nr Willis Chi-1180 - Chicago
No reviews

Blueground West Loop Pool Gym Nr Willis Chi-1180

apartment, Chicago
Front Row To The Lake & Skyline: Epic 60th Flr 3br - Chicago
10 3 reviews

Front Row To The Lake & Skyline: Epic 60th Flr 3br

apartment, Chicago
The Downtown Oasis (Indoor Pool  Fitness Center) - Chicago
9.8 94 reviews

The Downtown Oasis (Indoor Pool Fitness Center)

apartment, Chicago
Trendy West Loop 2br W/ W/d, Gym & Lounge, Nr L, By Blueground - Chicago
No reviews

Trendy West Loop 2br W/ W/d, Gym & Lounge, Nr L, By Blueground

apartment, Chicago

Traveler-Approved Luxury Lodgings in Chicago

Upscale lodgings in Chicago offer the kind of stay you will want to return to, featuring premium amenities and refined service.

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 Mi From Wrigley! - Chicago
9.8 157 reviews

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 Mi From Wrigley!

apartment, Chicago

Choose the Right Pet-Friendly Lodgings in Chicago

Traveling with a pet to Chicago is effortless when your lodging is equipped with nearby dog parks and city walks right on the doorstep.

Roscoe Retreat · Cozy 2br In Chicago - Chicago
9.6 40 reviews

Roscoe Retreat · Cozy 2br In Chicago

apartment, Chicago
Elegant Suite In Gold Coast - Chicago
10 210 reviews

Elegant Suite In Gold Coast

apartment, Chicago
The One: A 1br Stay That Feels Like Home - Chicago
9.6 41 reviews

The One: A 1br Stay That Feels Like Home

apartment, Chicago
Wrigley Oasis! Steps From The Field! - 3bd 1ba - Chicago
9.7 242 reviews

Wrigley Oasis! Steps From The Field! - 3bd 1ba

apartment, Chicago
©2026 cozycozy.com