Hotels by Autograph in Chicago

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Fast facts

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Number of hotels by Autograph in Chicago	5
Best price found	Hotel Chicago Downtown, Autograph Collection, R 3,853
Most popular hotel by Autograph	The Talbott, Autograph Collection, from R 13,110
Highest rated hotel by Autograph	The LaSalle Chicago, Autograph Collection by Marriott, from R 7,889
Average price	R 6,441
Cheapest month	January

How to find the best Chicago hotel deals with Autograph

We’ve searched trusted travel sites like Expedia and Booking.com, and pulled every price we found into one easy place. So now you can use the same technology that powers our famous flight search to compare Autograph rates in Chicago in seconds. Here are some tips to help you get the most out of your hotel search.

Flexible on location?

Use our Chicago map view to find the easiest location, or lowest Autograph room rates for any check-in date of the year.

Get a last-minute hotel deal in Chicago with Autograph

Although prices tend to rise the closer it gets to the date of your stay, sometimes hotels drop their rates a day or two before check-in to fill an otherwise empty room. If Autograph do this, it’s more likely it will happen in low season.

Find hotels in Chicago by Autograph with free cancellation

Still deciding between a few different options? Many hotels offer flexible booking options or free cancellation, so you can book a hotel you have your eye on in order to lock in a low price, and cancel later down the line if you need to.

Finding your ideal Chicago hotel by Autograph: FAQs

What’s the weather like in Chicago?

In Chicago, the expected average temperature in November is 5°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -8°C. The rainiest month is August, and the driest month is January.

Can I cancel or amend my Autograph reservation last minute if I need to?

Lots of hotels offer amendable booking options or free cancellation within a certain time frame leading up to your stay. You might find Autograph deals in Chicago that offer this kind of flexibility when you search using Skyscanner.

Can I get a last minute Chicago hotel deal with Autograph?

Yes – a lot of larger hotels reduce their room rates if there are still plenty of rooms left in order to sell them. Willing to take the gamble? It could be possible that Autograph rates in Chicago will decrease a little in the days leading up to your trip.

Is it more expensive to stay in Chicago hotels by Autograph on weekends?

It’s no secret that savvy travellers often avoid weekends to beat the crowds and inflated flight or train prices. When it comes to rooms rates for hotels by Autograph in Chicago, it looks they're around R 5,079 on Friday, Saturday and Sunday nights, compared to R 6,033 during the week.

Which day of the week can I get the best deal on?

If you want to bag the cheapest room, try booking a city hotel by Autograph on a Thursday - this is when prices trend the lowest.

When is the best time to book a hotel in Chicago by Autograph?

We crunched all the pricing data we could find across the net, and it looks like the cheapest month to book a hotel by Autograph in Chicago is January, with an average price of R 3,784 per night. The most expensive month is October, when the average room rate can rise to R 11,605.

What are the prices like for Chicago hotels by Autograph this weekend?

The lowest room rate for Autograph hotels in Chicago we found this upcoming weekend is the Hotel Chicago Downtown, Autograph Collection for R 3,853. And for the weekend after that (22 November 2025), it looks like the Hotel Chicago Downtown, Autograph Collection has room rates as low as R 3,967.