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Flexible bookings on most hotels*

Where to stay in Chicago?

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Frequently asked questions

What hotels do travelers recommend in Chicago?
The Guesthouse Hotel, The Peninsula Chicago and The Publishing House B&B are all accommodations that are popular with guests.
Where can I get free parking with my stay in Chicago?
Private guesthouse Northside (Roscoe Village) offers the perk of free parking.
Can I book a refundable accommodation in Chicago?
If you’re looking for the flexibility to change your plans to Chicago, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Chicago?
Your animal companion is welcome at these pet-friendly hotels: Execustay At 215 West, Downtown Hyde Park Near Uofc, and Chicago Cozy Home in Rogers Park Neighborhood walk to Train RedLine Loyola Stop. There are 16 options on our site to choose from.
Which Chicago hotels do guests like for their great location?
Our guests rave about the location of these properties: Congress Plaza Hotel, The Whitehall Hotel and The Chicago Hotel Collection - Magnificent Mile.
Where should I stay in Chicago if I'm looking for an affordable accommodation?
Two inexpensive options worth considering are Hotel Saint Clair- Magnificent Mile and Best Western River North Hotel. You can browse all 30 choices on our site.
Where can I stay in Chicago if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 199 vacation homes. In addition, there are 1263 apartments and 169 condos.
Where can I stay if I'm traveling to Chicago with my kids?
Parents traveling with children may want to consider The Inn At Wrigleyville, Oakwood at The Tides and 3 BR East Lakeview Coach House with Large Terrace. You can also see 118 options on our site.
Where should I stay in Chicago for a getaway with my partner?
The Inn At Wrigleyville, Chicago Cozy Home in Rogers Park Neighborhood walk to Train RedLine Loyola Stop and Beautiful, modern, bright and open west town, single-family houses are a few good options for a romantic getaway with your special someone. You can also check out all 32 options on our site.
Where should I stay in Chicago if I'm looking for a luxury hotel?
Experience luxury when you stay at The Langham, Chicago, Kimpton Hotel Monaco Chicago, an IHG Hotel and Park Hyatt Chicago. Additionally, browse all 50 options on our site.
What will the weather in Chicago be like during my trip?
July and June are typically the warmest months in Chicago when the average temp is 72°F. January and February are the coldest months when the average temperature is 30°F. May and June are the months with the most rain.
Why should I book my Chicago hotel through
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures you always get the lowest price, and you can earn reward nights with our Rewards Program saving your money.

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