We have selected the best vacation rentals near Downtown Chicago. Save money with Bluepillow by comparing the best deals from major travel websites near Downtown Chicago
Streeterville 2 BD / 2 BTH Condo with Free Parking
3Guests·2Bedrooms
2Acceptable (1)
Streeterville 2 BD / 2 BTH Condo with Free Parking is located in Downtown Chicago, a neighborhood in Chicago. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those ...
This condo is located in Downtown Chicago, a neighborhood in Chicago. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural ...
This apartment is located in Downtown Chicago, a neighborhood in Chicago. Navy Pier and Michigan Avenue are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...
A stay at State and Grand by BridgeStreet places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and Chicago Riverwalk. This 4-star apartment is 0.4 mi (0.7 km) from Chicago Theatre ...
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
6Guests·2Bedrooms
9.6Exceptional (25)
Located in Chicago, this apartment is in the city center. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier and Michigan Avenue. ...
2B,2BA Luxury Apartment Balcony,Wi-Fi, PAID IN&OUT PARKING IN BLDG
6Guests·2Bedrooms
9.6Exceptional (20)
Set in the centre of Chicago, 2 km from Ohio Street Beach and 2.2 km from Oak Street Beach, 2B,2BA Luxury Apartment Balcony, Wi-Fi, PAID IN&OUT PARKING IN BLDG offers free WiFi and air conditioning. ...
This apartment is located in Downtown Chicago, a neighborhood in Chicago. Navy Pier and Michigan Avenue are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...
This apartment is located in Downtown Chicago, a walkable area in Chicago with great shopping. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want ...
Located in Chicago, this apartment is in the city center. The area's natural beauty can be seen at Millennium Park and Grant Park, while Chicago Theatre and Art Institute of Chicago are cultural highlights. ...
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12 | Roof Deck
12Guests·4Bedrooms
9.8Exceptional (8)
Located in Chicago, this apartment is in the city center. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Navy Pier and Michigan Avenue. ...
This apartment is located in Downtown Chicago, a neighborhood in Chicago. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...
Located in Chicago, this apartment is in the city center. The area's natural beauty can be seen at Chicago Riverwalk and Grant Park, while Navy Pier and Chicago Children's Museum are popular area attractions. ...
Located in Chicago (Downtown Chicago), this condo is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star condo is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from Chicago ...
Located in Chicago (Downtown Chicago), this apartment is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star apartment is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from ...
Located in Chicago (Downtown Chicago), this condo is within a 10-minute walk of Chicago Theatre and Willis Tower. This 4-star condo is 0.8 mi (1.2 km) from Millennium Park and 0.6 mi (1 km) from Chicago ...
Located in Chicago (Downtown Chicago), Sonder The Opal is within a 15-minute walk of Michigan Avenue and Chicago Riverwalk. This aparthotel is 0.7 mi (1.2 km) from Chicago Theatre and 1.4 mi (2.2 km) ...
A stay at this apartment places you in the heart of Chicago, within a 15-minute walk of Michigan Avenue and Chicago Riverwalk. This apartment is 0.7 mi (1.2 km) from Chicago Theatre and 1.3 mi (2.1 km) ...
Sonder at Found Chicago | Accessible Single Room is located in Downtown Chicago, a neighborhood in Chicago. The area's natural beauty can be seen at Millennium Park and Grant Park, while Chicago Theatre ...
Sonder Jewelers Row features accommodation within 700 metres of the centre of Chicago, with free WiFi, and a kitchen with a dishwasher, a microwave and a toaster. This recently renovated aparthotel is ...
Bright Loop Studio w/ Gym, W/D & Pool, near Willis Tower, by Blueground
2Guests·0Bedroom
10Exceptional (1)
This apartment is located in Downtown Chicago, a neighborhood in Chicago. Navy Pier and Michigan Avenue are worth checking out if shopping is on the agenda, while those wishing to experience the area's ...
Downtown Chicago and the best offers per the best accommodation
What is the best period with the best offers to stay in Downtown Chicago? If you are looking for accommodation in Downtown Chicago during the best period without the chaos of mass tourism, the low season month with the best tariffs is in the month of January. The week with the best prices for that month is the week from 1/15 to 1/22. If instead you are looking for accommodation in Downtown Chicago during the high season, to enjoy the destination and it's capacities, the month of May is right for you. The most amount of accommodation available at the most convenient price is during the week that spans from from 5/21 to 5/28. Downtown Chicago is a touristic destination where the accommodation has an average cost of 283 euros per night. If you have limited time and you love last minute holidays, you can organize a weekend in Downtown Chicago and find holiday homes and apartments with great low cost offers particularly in the month of January. The best lowcost weekend is the one that stats from 1/14 to 1/16. If instead you are planning a medium or long term holiday, the best low cost week is in the month of January from 1/15 to 1/22.