Find The Best Deals

!Please enter city, region, district or specific hotel
!Please enter city, region, district or specific hotel
Select your check-in and check-out dates above to see the latest Chicago hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Chicago now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
If you are looking for short term accommodation in Chicago an apartment is the best option if you love the comforts of home. These 2 bedroom Chicago apartments are a good space to share with a coworker on a business trip or with your family on holiday. Being self-contained each apartment allows guests to have own room and their own space which is usually more comfortable than a hotel room which can sometimes feel cramped on longer stays.
Apartments have differentiated spaces such as a living room, a kitchen and a bathroom. Sometimes two bathrooms if you are lucky enough to get an ensuite with the main bedroom. Some 2 bedroom apartments come with a balcony or even a backyard if the apartment is located at street level. Street level apartments are often helpful if you have issues with stairs or need disabled access to your room.
If you are looking for a quick 1 or 2 night stay in a 2 bedroom apartment in Chicago, doing the some research will lead you to some great properties. Some apartment buildings offer extra services like a gym, pool or 24 hour reception who control the access to the property. And even playgrounds for kids if you are traveling with your family.
The best feature you can get out of your 2 bedroom apartment is the solace and comfort your own personal space. Also a little more private than a hotel which may have room service and housekeeping staff running around more frequently during the day and night.
50 m² Family Suite
Directly across from Millennium Park and sitting on the iconic Michigan Avenue, Congress Plaza Hotel offers elegance, luxury, and history in the heart...more
Two Bedroom Suite with Kitchenette
Executive Two-Bedroom Suite
Ideally located in downtown Chicago along the Chicago River, this 4-star boutique hotel features modern guestrooms wi...more
88 m² Two Bedroom Suite King and Queen
88 m² Mobility Accessible Two Bedroom Suite - King and Queen - Roll-In Shower
88 m² Mobility Accessible Two Bedroom Suite - King and Queen...more
51 m² Two-Bedroom Suite with One King, Two Double Beds and Sofa Bed - Non-Smoking
Just 5 blocks away from the famed shopping, dining and entertainment of the Magnificent Mile, this hotel is ...more
104 m² 2 Bedroom Apt in South Loop Chicago
Set in Chicago, 800 metres from Grant Park and 1.8 km from the centre, Sentral Michigan Avenue offers air-conditioned accommodation with free WiFi,...more
46 m² King Suite
Situated amongst the luxury shopping and entertainment on the Magnificent Mile, this 4-star luxury hotel sits within one of the city’s historic landma...more
158 m² Two-Bedroom King Suite -Mobility Accessible with Roll-In Shower
158 m² Two-Bedroom King Suite - Hearing Accessible
Just 4 minutes’ walk away from the shopping, dining and e...more
189 m² Premier Two-Bedroom Suite with Lake View
Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the ...more
155 m² Penthouse
Just steps away from the famed shopping, dining and entertainment on the Magnificent Mile, this historic hotel is located in Chicago’s Gold Coast neig...more
Suite
This cozy hotel is situated in the middle of Chicago’s Chinatown, just 6 blocks from McCormick Place. It offers comfortable guestrooms, free WiFi acce...more
82 m² Luxury Two Bedroom Suite
115 m² Two-Bedroom Suite with Parlor
Overlooking Grant Park and Lake Michigan, this hotel is within 5 minutes’ walk of Millennium Park. It features o...more
The Buckingham Hotel is a boutique property centrally located in the heart of Chicago’s Financial District, perched on the 40th floor of the iconic Ch...more
108 m² Two-Bedroom Apartment
Located in Chicago, 1.8 km from Oak Street Beach, Kasa Magnificent Mile Chicago provides accommodation with a fitness centre and private parking. The...more
101 m² Deluxe Apartment
82 m² Two-Bedroom Apartment
98 m² Suite with Balcony
96 m² Superior Suite
In the South Loop district of Chicago, close to Field Museum O...more
52 m² Two-Bedroom Apartment
54 m² Superior Apartment
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park features accommodation within 700 metres of the centre of Chic...more
84 m² Two-Bedroom Suite
Located in the architecturally significant Roanoke Building, Residence Inn by Marriott Chicago Downtown/Loop offers modern amenities and convenient se...more
77 m² Two Bedroom Junior Deluxe Suite
100 m² Two Bedroom Executive Corner Suite
Situated in Chicago and with Oak Street Beach reachable within 1.2 km, Level Chicago - Old Town fea...more
53 m² Two-Bedroom Apartment
Situated in Chicago, within 2.2 km of Ohio Street Beach and 600 metres of Chicago Board of Trade Building, The Plymouth, Sonder Apartments by Marriott...more
This Chicago River North hotel offers suites with well-equipped kitchens and free WiFi. A 24-hour fitness centre is available. The Magnificent Mile is...more
107 m² Two-Bedroom Apartment
Featuring 4-star accommodation, Kasa South Loop Chicago is located in Chicago, 1.4 km from Willis Tower and 1.3 km from CIBC Theatre. The air-conditio...more
84 m² Two-Bedroom Apartment
103 m² Apartment with Terrace
103 m² Apartment with Balcony
84 m² Superior Apartment
Sonder by Marriott Bonvoy The Opal Apartments R...more
60 m² Two-Bedroom Apartment
Sonder by Marriott Bonvoy The Burnham Apartments Loop offers accommodation within 1.6 km of the centre of Chicago, with free WiFi, and a kitchen with...more
84 m² Two-Bedroom Millennium Park Grand Suite
Just 1 block away from Millennium Park and Navy Pier, this downtown Chicago hotel offers on-site gourmet dining options, 24-hour fitness centre ...more
Located along the Magnificent Mile, this Chicago hotel is 5 minutes' walk from the Museum of Contemporary Art. The hotel offers a full-service Asian-i...more
Situated in Chicago and with Oak Street Beach reachable within 2.4 km, Level Chicago - River North features concierge services, non-smoking rooms, a s...more
158 m² Two-Bedroom Suite with Lakeshore Terrace
Just steps away from the luxury shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this downtown Chicago hotel features...more
98 m² Two-Bedroom Apartment (Self Check-in with Virtual Front Desk)
Conveniently set in the centre of Chicago, Kasa River North Chicago provides air-conditioned rooms, a seasonal outdoor swi...more
232 m² Superior Two-Bedroom Penthouse Apartment 3
181 m² Deluxe Two-Bedroom Deluxe Penthouse Apartment 4
115 m² Apartment
232 m² Apartment
Located in the heart ...more
130 m² Apartment - Ground Floor
Located in Chicago, 2.3 km from Oakwood Beach and 3.8 km from Guaranteed Rate Field, Forrestville Ave Large Suite provides accommodation with free WiF...more
Located atop the famous Water Tower Place in Chicago’s Gold Coast district, this hotel offers artfully decorated guest rooms that feature city of lake...more
70 m² Junior Two Bedroom Suite
96 m² Two-Bedroom Suite
Ideally set in the West Loop district of Chicago, Level Chicago Fulton Market is situated 1.7 km from Union Station, 2.2 km ...more
74 m² Two-Bedroom Suite
Situated within 1.8 km of Guaranteed Rate Field and 6.1 km of Field Museum Of Natural History, The Polo Inn Bridgeport U.S.A. Features rooms with air...more
93 m² Two-Bedroom Suite
Set just 2.2 km from North Avenue Beach, Villa D' Citta offers accommodation in Chicago with access to a tennis court, barbecue facilities, as well as...more
54 m² Two-Bedroom Apartment
Located in Chicago, 3.6 km from Water Tower Chicago and 3.6 km from Union Station, 2BR Comfy and Stylish Apt in West Town - Erie 1R offers air conditi...more
115 m² Two-Bedroom Apartment
115 m² Two-Bedroom Apartment
105 m² Two-Bedroom Apartment
103 m² Two-Bedroom Apartment
115 m² Two-Bedroom Apartment
Exper...more
125 m² Two-Bedroom Apartment
125 m² Two-Bedroom Apartment
Located in Chicago, Fulbrix Bright Designer Apartments with West Loop Views offers accommodation with a rooftop pool and p...more
56 m² Two-Bedroom Apartment
Located in Chicago, 7.4 km from Wrigley Field and 8.3 km from Lincoln Park Zoo, Modern 2 Bedroom in Avondale offers free WiFi and air conditioning. Th...more
65 m² Apartment
Set in Chicago, 3.1 km from United Center and 4.8 km from Union Station, Getaway in the Heart of Pilsen Chicago offers air conditioning. Both free WiF...more
106 m² Two-Bedroom Apartment
Set in Chicago in the Illinois region, Bucktown Private Condo has a balcony. Guests staying at this apartment have access to a patio. Free WiFi is ava...more
Two-Bedroom Apartment
Located in Chicago, 11 km from United Center and 11 km from Lincoln Park Zoo, Entire Modern 2 Bedroom Apartment offers a garden and air conditioning....more
Two-Bedroom Apartment
Located in Chicago, 11 km from United Center and 11 km from Lincoln Park Zoo, Entire Modern 2 Bedroom Apartment offers a garden and air conditioning....more
117 m² Two-Bedroom Apartment
131 m² Deluxe Apartment
117 m² Deluxe Apartment
Situated conveniently in the centre of Chicago, The Bernardin Gold Coast Luxury Apartments Ne...more
84 m² Apartment
Stylish 2BR Pad with Up-to-date Comforts - Halsted rep in Chicago features accommodation with free WiFi, 2.7 km from Fullerton Beach, less than 1 km f...more
Two-Bedroom Apartment
Set in Chicago, 5.7 km from Museum of Science and Industry - Chicago and 7.4 km from Guaranteed Rate Field, Greater Grand Crossing/Hyde Park provides...more
102 m² Apartment
Located in Chicago, 5.1 km from Water Tower Chicago and 5.3 km from Union Station, Wicker Park 2BR Modern Apartment DV3 offers air conditioning. The p...more
130 m² Apartment
2BR Airy and Tidy Apt with Free Covered Parking - Central Modern is situated in Chicago, 13 km from Loyola University Chicago, 15 km from Lincoln Park Z...more
102 m² Apartment
Located in Chicago, 1.6 km from United Center and 4.6 km from Union Station, Chicago Condo with Balcony Walk to CTA Stations! provides air-conditioned...more
100 m² Two-Bedroom Apartment
Two-Bedroom Apartment
Set within 1.3 km of Union Station and 1.7 km of Willis Tower, Sage Modern Apartments Near Union Park in West Loop offers rooms w...more
50 m² Apartment
Situated in Chicago, Cool 2BR Apartment close to Fun City - Grace 2 features a heated pool. The property is located 500 metres from Wrigley Field, 4.2...more
93 m² Two-Bedroom Apartment
Situated in Chicago, 3.5 km from Loyola University Chicago and 4.5 km from Wrigley Field, 2BR Apartment close to Local Cafes and Stores - Magnolia G off...more
© 2025. All rights reserved Getaroom Pty Ltd ACN 143 933 528
Level 18 68 Pitt St, Sydney NSW 2000 Australia
Getaroom ® and Why don't you just ® are registered Trademarks of Getaroom Pty Ltd