This is the climate diagram in Chicago. In July maximum temperatures go higher than 29°. No heat wave is expected in January, where minimum average temperatures usally hit a -8° low. March is the wettest month.
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Choose the perfect holiday letting
Best holiday rental deals in Chicago
Save up to 43%
Explore 9,371 holiday lettings featured in Chicago and discover a wonderful place for your getaway. Our search engine instantly evaluates all of the properties so you can save up to 43%.
Top-Rated Accommodation in Chicago
Book Holiday Offers with the Highest User Rating
Recommended holiday rentals in Chicago
Rent a holiday home, apartment or cottage in Chicago from just $67 per night
Budget-friendly Accommodation in Chicago
Find Fantastic yet Inexpensive Accommodation
Best holiday homes with a patio or terrace
Want to enjoy even more amazing views in Chicago? Take a look at our top Chicago holiday rentals with patios and balconies.
Vacation homes and cottages with a garden
Looking to enjoy time outdoors during your holiday in Chicago? Find an accommodation offer with a garden for your visit. Browse HomeToGo's range of holiday rentals with gardens and find the perfect let today!
Popular holiday rental amenities in Chicago
Use the filters above to search and find an offer fitting your needs among all of the rentals in Chicago. You can easily find a holiday rental matching your criteria in Chicago if you need internet access during your holidays or you never miss an episode of your favourite show, as a lot of the lettings offer Kitchen or Washing machine. It is also possible to find a holiday rental if you think grilling is essential for a great holiday , as 695 of the lettings there include No pets allowed.
Price and Availability Index in Chicago
Click on any bar to see price and availability information
Holiday Rental Price Information in Chicago
The graph shows average prices of rental prices in Chicago for the next twelve months. $1,011 is the highest price average in the next twelve months. Prices decrease in a week of February (03/02 – 10/02), where average prices are $329.
Rental availability information in Chicago
Check how busy Chicago is with our availability graph. Be careful if you plan to go to Chicago in October, as it comprises the busiest week of the next 6 months (26/10 – 02/11). On the contrary, you will find the highest number of available rentals in a week of December (30/12 – 06/01).
The weather in Chicago
- Rainy days
7-Day Weather Forecast in Chicago
Accommodation & Apartments in Chicago
Chicago is one of the most fun cities in the world. The City of Broad Shoulders has a blue collar attitude and an artisan’s heart. It’s a robust, thriving city with a multicultural population that lives, works and plays hard. Walking through downtown Chicago is awe-inspiring. The skyscrapers burst from the streets and dominate the skyline. You’ll see it all in downtown Chicago. It isn’t called the Second City for nothing. Only New York City has more to offer a tourist in the United States. Chicago has great theater and authentic, live blues bars that house some of the hottest bands in the world. There are parks, beaches and bars all around Lake Michigan. If you visit in summer, catch a Cubs game at Wrigley Field, the world-famous cathedral to baseball. Don't forget to get a Chicago-style hot dog while you're in town. They're yummy! If you’d rather spend your cash on gifts, daytrips or a nice meal than on an expensive hotel room, you need to scoot on over to the HomeToGo website and find yourself a bargain on a bed and breakfast or apartment. Renting from private owners saves you money and gets you a nicer place to stay, whether it's an apartment in Florence, abed and breakfast in Frankfurt oraccommodation in Glasgow!
Find an apartment on Lake Michigan
You can find apartments in just about any section of Chicago, such as The Loop, which offers easy access to the Miracle Mile of shopping. An apartment downtown invites tourists to wander the city and sample the wonderful restaurants and night clubs. If you want to get an insider’s perspective on the city, rent an apartment from a local who will be able to tell you about all the things that the locals like to do!
Find an amazing bed and breakfast in Chicago
There’s so much to do in Chicago, you could spend two entire days playing and having fun at The Museum of Science and Industry alone. There’s no rule that says a B&B has to be the largest expense of your trip. Rewrite the rules by finding a great bed and breakfast near Lake Michigan with HomeToGo and you could end up paying a fraction of the price of a hotel. You can preview the available facilities in the B&B, get to know the host and save yourself some money. Your bed and breakfast host will cook you a meal every morning and tell you about the best ways to get around town. HomeToGo can find you accommodation from Edinburgh toHamburg!
Information about holiday rentals in Chicago
| 🏡 Holiday rentals available | 9,378 properties |
|---|---|
| 💳 Discounts available | up to 42% |
| 🌙 Nightly prices from | $45 |
| ⭐ Popular amenities | Kitchen, Washing machine and Internet |
| 🐾 Pet friendly lettings | 2,086 properties |
| 🏊 Holiday rentals with pools | 2,371 properties |
Frequently Asked Questions
How much should I expect to pay for a holiday letting in Chicago?
When visiting Chicago, you can find holiday rentals from as little as $45 per night.
How many holiday accommodation offers will I find in Chicago?
Visit Chicago in December for the greatest choice of accommodation. This is the month during which the largest amount of Apartment rental and House rental are available.
What holiday rental amenities do people typically look for when visiting Chicago?
The top accommodation priorities for visitors to Chicago are Kitchen, Washing machine and Internet.
How many accommodation offers are there in Chicago?
There are 9,378 holiday rental offers in Chicago, with plenty of Apartment rental and House rental available.
Are pets permitted in holiday accommodation in Chicago?
There are 2,086 pet-friendly holiday accommodation offers in Chicago, costing $514 per night on average.
We list offers from thousands of providers, including
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