Chicago is a city where you really need to live here to get a sense of its interesting neighborhoods and unique culture. It’s impossible to see and do it all in just a weekend in Chicago, which is one reason why numerous hotels here offer extended stay options. Whether you’re looking to linger longer for work, pleasure, or necessity, here are some extended stay hotel options to choose from in Chicago.

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The Gwen The Gwen
Credit: Marriott.com
The Gwen

The Gwen

The Gwen is a top-rated Marriott-brand hotel in Chicago that has spacious suites and modern amenities. You can stay for as long as you like here and be comfortable in the large living areas. Many different suite options are available and many of them have terraces. The Gwen has an art deco design and luxury features, such as in-room spa services and 24-hour valet. You’ll love dining at the rooftop restaurant, Upstairs at The Gwen, and enjoying signature cocktails with views. This hotel with extended stay options also has a 24-hour fitness center to help you keep up with your workouts. Pets are welcome at this hotel. Hot breakfast is served on site and room service is available as well.

Homewood Suites by Hilton Chicago Downtown Seating area at  Homewood Suites by Hilton Chicago Downtown
Seating area at Homewood Suites by Hilton Chicago Downtown

Homewood Suites by Hilton Chicago Downtown

One of the best family hotels in Chicago, Homewood Suites is a good Hilton brand to know for extended stays, including the Homewood Suites by Hilton Chicago Downtown. From this hotel, the arts district is half-mile south, and Magnificent Mile shopping is just a block east. When you stay here, you’ll get free hot breakfast daily and be able to use the free Wi-Fi and kitchen right in your room too. It offers a complimentary evening social for guests with small plates and drinks. This is a pet-friendly hotel where you can bring your dog up to 50 pounds for a $150 fee. For meetings, you can book the three meeting rooms that cover 1,784 square feet of total event space with the largest room setup at 1,058 square feet.

Residence Inn Chicago Downtown Loop Room at Residence Inn Chicago Downtown Loop
Credit: marriott.com
Room at Residence Inn Chicago Downtown Loop

Residence Inn Chicago Downtown Loop

Residence Inn is another great extended stay brand to remember, especially in the Chicago area where there are multiple Residence Inn locations. Residence Inn Chicago Downtown Loop is in the South Loop area of downtown and near the CIBC Theater, Millennium Park, and Willis Tower. This is one of the largest Residence Inns that exists. It offers a daily complimentary breakfast buffet, American cuisine and cocktails at the Roanoke Restaurant, and a 24-hour fitness center. For your extended stays, you can enjoy the in-room, fully equipped kitchens, free Wi-Fi, and separate areas for living, working, and relaxing. This Marriott-brand hotel welcomes up to two pets per room that are 50 pounds or less for a $100 fee.

The Ritz-Carlton Chicago Sitting area at The Ritz-Carlton Chicago
Credit: ritzcarlton.com
Sitting area at The Ritz-Carlton Chicago

The Ritz-Carlton Chicago

In addition to its regular rooms, the Ritz-Carlton Chicago has ultra-luxurious residences that are 1,400 to more than 6,500 square feet in size. There’s a full-floor private club for residents here, as well as private balconies and beautiful architectural features. In general, the Ritz-Carlton Chicago is located in Chicago’s Gold Coast neighborhood and has a luxury spa, expanded fitness center, an Italian steakhouse, and five-star amenities. Other hotel perks are 24-hour in-room dining, robes and slippers, an indoor pool, business center, wellness classes, and meeting space. Children’s amenities are offered, and up to two pets per room are welcome with a $100 fee per stay.

Extended Stay America - Chicago - Midway Room at Extended Stay America
Room at Extended Stay America

Extended Stay America - Chicago - Midway

Although there are no Extended Stay-brand hotels in downtown Chicago, there are several in the surrounding suburbs that you can stay for a while in if you are on a budget and don’t mind some extra driving time. For example, this one is conveniently near Midway Airport. The rooms here have fully equipped kitchens, free in-room Wi-Fi, and flat-screen TVs. There are coin-operated laundry machines on site, and grab-and-go breakfast is available. Pets are welcome for an extra fee. Housekeeping is offered weekly, although guests can pick up fresh towels and linens at any time from the front desk.

The Guesthouse Hotel Inside The Guesthouse Hotel
Inside The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel is one of the most popular boutique hotels in Chicago that offers extended stay options. This is a great short-term housing solution because its spacious units have full kitchens with appliances and cookware, in-unit washers and dryers, Wi-Fi, and Direct TV cable. Garage parking is available too. Whether you need short-term, long-term, corporate, or disaster relief housing, you’ll enjoy being on the border of Wrigleyville, Lincoln Square, Anderson, and Uptown. One to three-bedroom suites are available. You can book in-room spa services through the hotel’s partnership with Revive Massage Therapy and Spa. Other general hotel perks are a fitness center, business center, rooftop deck, and kid-friendly and dog-friendly accommodations.

Four Seasons Chicago Four Seasons Hotel Chicago
Credit: fourseasons.com
Four Seasons Hotel Chicago

Four Seasons Chicago

In addition to the regular hotel rooms, there are also residences at the Four Seasons Chicago. You’ll be on North Michigan Avenue and have access to a world-class onsite restaurant, in-room dining, and a spa that offers many services. The Four Seasons Chicago is in the Gold Coast neighborhood and close to Michigan Avenue shopping, restaurants, and Navy Pier. Other offerings at this hotel include a kids’ club, 24-hour fitness center, 24-hour business center, airport transportation, babysitting services, and a luxury house car. This is a great place to stay for a while with kids because of the ice cream man for in-room delivery, children’s welcome amenities and toys, and access to VIP museum tickets.

Home2 Suites by Hilton Chicago River North Room at Home2 Suites by Hilton Chicago River North
Room at Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

Home2 Suites is another great extended stay hotel brand worth checking out in Chicago. Home2 Suites by Hilton Chicago River North is close to the Magnificent Mile’s shops and restaurants, downtown, and Navy Pier. O’Hare International Airport is about 17 miles away. Guests here enjoy the free Wi-Fi, in-suite kitchens for long-term cooking, and daily hot breakfasts. You can bring your pet up to 50 pounds here for a $100 fee. While staying here for an extended time, you can use the fitness center, business center, and valet parking service.

Residence Inn by Marriott Chicago O'Hare Room at Residence Inn by Marriott Chicago O'Hare
Credit: marriott.com
Room at Residence Inn by Marriott Chicago O'Hare

Residence Inn by Marriott Chicago O'Hare

The Residence Inn by Marriott Chicago O’Hare is another recommended Residence Inn hotel and one that’s located near the airport. It’s just two miles from O’Hare and an all-suite hotel that’s ideal for long-term visits. It offers complimentary hot breakfasts each morning and evening social hours on Mondays through Wednesdays. The hotel is also near the Allstate Arena and Rivers Casino. During your stay, enjoy the outdoor seasonal pool, fitness center, laundry facilities, sports court, and barbecue area.

The Drake, A Hilton Hotel Elegant furniture at The Drake, A Hilton Hotel
Elegant furniture at The Drake, A Hilton Hotel

The Drake, A Hilton Hotel

The fabulous Drake Hotel in Chicago takes reservations for extended stays and is located in the Gold Coast neighborhood of the city. This hotel has a history that dates back to the 1920s and is known for its afternoon tea service. Both business and leisure travelers stay in the spacious guest rooms and suites here. Family rooms are available, as well as suites that come with lots of amenities. These include a fitness center, in-room dining, meeting and event space, and parking options. You can choose from a range of elegant rooms, some of which are pet-friendly. Various package deal options are offered by the hotel as well.

InTown Suites Chicago – Downers Grove Room at an InTown Suites Extended Stay hotel
Room at an InTown Suites Extended Stay hotel

InTown Suites Chicago – Downers Grove

Like Extended Stay-brand hotels, budget-friendly InTown Suites hotels are located in the Chicago suburbs and just outside the city. One recommended hotel of this kind is in nearby Downers Grove, which is in the southwestern region of the Chicago metro area. Here you’ll have a fully equipped kitchen, high-speed internet, free local calls, paid utilities, and affordable weekly prices. You’ll be close to the Hidden Lake County Forest Preserve Park here, as well as the Morton Arboretum and the DuPage Children’s Museum. Choose among various room layouts, including a queen studio, third-floor queen studio, and two-bed studio. Weekly housekeeping is provided.

Residence Inn Downtown/Magnificent Mile Room at Residence Inn Downtown/Magnificent Mile
Credit: marriott.com
Room at Residence Inn Downtown/Magnificent Mile

Residence Inn Downtown/Magnificent Mile

You can also stay at the Residence Inn Downtown/Magnificent Mile for an extended time, which is on East Walton Place. There’s an on-site restaurant that serves Italian cuisine with wine pairings. The suites at this extended stay hotel are spacious and feature full kitchens, as well as separate spaces for living, eating, and sleeping. Guests receive pet-friendly amenities, can use the event space and business center, and enjoy being along the shores of Lake Michigan. Up to three pets per room are allowed for a $150 fee. Each morning guests can enjoy a free American breakfast, and there’s a fitness center on site as well.

Virgin Hotels Chicago Virgin Hotels Chicago
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago has an extended stay offer that gives guests up to 20 percent savings when they stay three nights or more. This hotel is pet-friendly, has a rooftop bar, and offers lifestyle rooms that are split in two by privacy doors to create separate living areas.

Residence Inn by Marriott Chicago Midway Airport Outside seating at Residence Inn by Marriott Chicago Midway Airport
Credit: marriott.com
Outside seating at Residence Inn by Marriott Chicago Midway Airport

Residence Inn by Marriott Chicago Midway Airport

To be near Midway Airport, consider booking an extended stay room at the Residence Inn by Marriott Chicago Midway Airport. The rates are more affordable than at most downtown hotels, and your stay comes with lots of free perks. These include a free 24/7 airport shuttle, 24-hour gym, daily hot breakfast, and evening appetizers and drinks. There’s a small boardroom for meetings and also pet-friendly rooms. For longer stays, make use of full-size fridge, dishwasher, and stovetop burners in the room, as well as local grocery delivery.

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