Like every good metropolis, there a many reasons to visit the Windy City. From its scenic views of Lake Michigan, to its vibrant food scene, the attraction to Chicago is evident, drawing an estimated record of 46.2 million visitors back in 2012. While we’re not going to address all 46.2 million, we’re shining the spotlight on great day stay hotel options for four types of visitors, the sightseers, the shoppers, those on flight layovers, and business travelers.

The Sightseer

Book a Day Stay at Chicago’s Congress Plaza

For sightseers, Chicago’s Congress Plaza is located in a great spot for convenient access to the city’s best sights. The hotel is situated in the cultural center of the city overlooking Grant Park, putting it within walking distance of top institutions like the Field Museum, Shedd Aquarium, and the Art Institute of Chicago. If you feel like catching a game, check out the nearby Wrigley Field to see the Cubs or see the Chicago Bulls at the United Center. During the sunny summer months, take a walk around Millennium Park, a great spot to catch a glimpse of Lake Michigan or take the obligatory selfie with the city’s famous reflective silver bean. Book the Essex Inn through HotelsByDay for front row access to the culture of Chicago!

The Shopper

For Chicago shoppers, the famed Magnificent Mile is hallowed ground. The stretch of Michigan Avenue between Oak Street and the Chicago River is well known for its blocks of upscale shopping, posh restaurants, and prime people watching. Shoppers can book a room or suite at the DoubleTree Chicago Magnificent Mile to get in on the heart of the action. The downtown Chicago day stay hotel is steps away from all the shopping you could want, and had spectacular skyline views waiting for you when you run out of energy. What more could you ask for?

Book a Day Stay at The DoubleTree Hilton

The Flight Layover

Nobody loves a layover, but if you do end up caught in the middle of a snowstorm and your flight out of Chicago gets delayed, it’s nice to have some options to rest near the airport. The Comfort Suites Lombard is located close to O’Hare airport and provides a complimentary shuttle to and from the hotel for guests. With ultra-comfortable amenities, friendly customer service, a pool, and fitness center, you can make the most of your layover. By the time you need to head back to the airport to catch your flight, you’ll be feeling relaxed, refreshed, and ready to take on those airport crowds.

Book a Day Stay at The Comfort Suites Lombard

The Business Traveler

If you’re in Chicago for business, HotelsByDay has plenty of executive stay hotels from which to choose. The 871 room Congress Plaza Hotel is a great option for executive travelers thanks to its prime downtown location. Located on Michigan Avenue adjacent to Grant Park, the 14 story hotel is close to the Chicago’s business district and features three on-site dining options for meeting with clients and colleagues. The hotel’s convention center often hosts large scale corporate events and trade fairs, making it a prime place to book a day stay to prepare pitches and presentations.


Regardless of whether you’re heading into Chicago to see the sights, to hit the shops along the Magnificent Mile, to get some sleep after a long flight, or to attend a business meeting, HotelsByDay has the perfect match for you! Book your Chicago day stay with us today!

Learn more about HotelsByDay short term hotel stays here, email us at, or give us a call at +1.855.925.2530 today. Happy travels!


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Yannis Moati

Founder at HotelsByDay
Yannis has a rich background of 15 years in travel, from guiding tours in Europe at a young age, to co-founding an exotic travel agency, and then directing a New York-based global tour operator company. Throughout his professional life, for both his clients and personal travels, Yannis had to always pull strings to get a more personalized hotel check-in or check-out times. Frustration turned to illumination, witnessing first-hand the important customer behavioral shifts of the ‘on-demand’ economy: something could be done in boosting hotel revenues by selling uncommitted inventory by day.