Travel Trends: Chicago – City of Procrastination for Labor Day
This is Part III of the Travel Trend posts we’re doing on holiday hotel booking trends in major metro areas, based on UpTake hotel data for room rates and availability. Part I was focused on San Francisco and Part II on New York. In this post, we’re looking at Chicago.

Hyatt Regency Chicago
The first test data sample was taken on June 19, with successive samples all the way upto Aug 30. We’ll be looking at the holiday booking patterns in Chicago for the 4th of July and Labor Day weekends.
All hotels included in the test are 3 or 4 star hotels in Chicago, or in locations suitable for drives out of the Windy City, like Lake Geneva and Wisconsin Dells.
As of June 19, Chicago was still asleep, in so far as it concerns rushing to book hotels for the 4th of July. Room rates for non-holiday weekends booked 4 weeks in advance were higher than the rates for the 4th of July.
Rate Checks
The Hyatt Regency Chicago was offering a weekend rate of $203/night and $189/night for the 4th of July. For the Omni Chicago, it was $249/$199. For the Hilton Chicago on Michigan Avenue, it was $269/$161.
It was the same for Lake Geneva and Wisconsin Dells. The Bella Vista Suites in Lake Geneva was offering weekend rates of $349/night as compared to $192 for the 4th of July. At the Antiques & Lace Inn in Wisconsin Dells, it was $140/$120.
Sold Out by June 26th for the 4th of July
The next sample on June 26 showed Chicago hotels sold out straight. Unlike San Francisco and New York, there is no in-between period in Chicago where rates go up over a period of time before the hotels end up booked solid for the holiday.
So if you’re looking to book Chicago for the 4th of July, do it in the week leading upto but not later than June 19, and you’re still going to get the best rate, as far as timing is concerned.
Labor Day rates remain steady without increase until late August
Moving on to Labor Day, we have data samples from seven rate checks taken in between the 4th of July and Aug 30. In six out of seven samples, rates in Chicago hotels were rock steady – absolutely no movement upwards.
Even in the sample taken on Aug 18, the Hyatt Regency, Omni and Hilton were offering rates of $119, $157 and $134 respectively for Labor Day – all much lower than the non-holiday weekend booking rates. And it was about the same in Wisconsin Dells and Lake Geneva.
The bookings finally started picking up in between Aug 20-30, with hotels in Wisconsin Dells and Lake Geneva jacking up Labor Day rates over the weekend booking rates, which showed Chicago natives booking late for a Labor Day weekend outside the city.
The Bella Vista Suites in Lake Geneva set a $251 rate for Labor Day, in comparison to weekend rates of $193, and for the Great Wolf Lodge in Wisconsin Dells, it was $190/$170.
All in all, Chicago hotel bookings for the 4th of July have a cut-off date of June 19, beyond which you’ll be seeing sold out signs, and Labor Day isn’t that big a deal for the hotels. It does pick up a bit for the surrounding getaway drive locations, but only after Aug 18. So if you’re looking at a Labor Day in Chicago, then last minute reservations won’t cost anything extra.
Photo courtesy Hyatt Hotels Corp.
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