Hotels by Holiday Inn in Chicago

Find the best hotels by Holiday Inn in Chicago by price or preference

Compare thousands of Chicago Holiday Inn deals in one place

Look out for Holiday Inn Chicago hotels with free cancellation

Every trusted Chicago hotel provider, all in one place

See all hotels by Holiday Inn in Chicago

View by

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.

Number of hotels by Holiday Inn in Chicago	4
Best price found	Holiday Inn Chicago O'HARE Area by IHG, $113
Most popular hotel by Holiday Inn	Holiday Inn & Suites CHICAGO-DOWNTOWN by IHG, from $336
Highest-rated hotel by Holiday Inn	Holiday Inn Chicago Midway Airport S by IHG, from $175
Average price	$164
Cheapest month	December

How to find the best Chicago hotel deals with Holiday Inn

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 Holiday Inn 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 Holiday Inn room rates for any check-in date of the year.

Get a last-minute hotel deal in Chicago with Holiday Inn

Although prices tend to go up 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 Holiday Inn does this, it’s more likely it will happen in low season.

Find hotels in Chicago by Holiday Inn 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 Holiday Inn: FAQs

What’s the weather like in Chicago?

In Chicago, the expected average temperature in April is 8°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 Holiday Inn 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 Holiday Inn deals in Chicago that offer this kind of flexibility when you search using Skyscanner.

Can I get a last-minute Chicago hotel deal with Holiday Inn?

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 is possible that Holiday Inn 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 Holiday Inn on weekends?

It’s no secret that savvy travelers often avoid weekends to beat the crowd and inflated flight or train prices. When it comes to room rates for hotels by Holiday Inn in Chicago, it looks like they're around $261 on Friday, Saturday and Sunday nights, compared to $240 during the week.

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

If you want to get the cheapest room, try booking a city hotel by Holiday Inn on a Thursday – this is when prices trend the lowest.

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

We crunched all the pricing data we could find across the net, and it looks like the cheapest month to book a hotel by Holiday Inn in Chicago is December, with an average price of $173 per night. The most expensive month is September, when the average room rate can rise to $324.

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

The lowest room rate for Holiday Inn hotels in Chicago we found this upcoming weekend is the Holiday Inn Chicago Midway Airport S by IHG for $157. And for the weekend after that (May 9, 2026), it looks like the Holiday Inn Chicago Midway Airport S by IHG has room rates as low as $140.