Boutique Hotels in Chicago

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is CAD 498 per night. For a 4-star hotel, the average cost is CAD 643 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost CAD 1,609 per night.

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is CAD 435 per night. For a 4-star hotel, you can expect to pay around CAD 596 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost CAD 1,468 per night on weekdays.

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from CAD 355), Swissotel Chicago (from CAD 374) and L7 Chicago (from CAD 401), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

Club Quarters Hotel, Central Loop (from CAD 272), Aloft Chicago Mag Mile (from CAD 299) and Best Motel By OYO Chicago I-90 (from CAD 113) allow pets. Take your pets with you during your stay!

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.