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Why a December Weeknight Party Books Better for Chicago Companies

Writer: Claire Boardman
Claire Boardman
Oct 1
4 min read

Updated: 9 hours ago

By Claire Boardman, Venue Logic


Chicago skyline viewed through black-mullioned windows at golden hour, Willis Tower centred, bare winter trees in the foreground


Most companies book the Saturday, and it's easy to see why: it feels safe, nobody is racing from the office, and it fits the picture of what a holiday party is supposed to look like.


The trouble is that every other company in Chicago had the same thought. December Saturdays tend to go first, and what is left may not be the room you wanted. Meanwhile, a Tuesday in the second week of December, in a room your team would love, is a much easier date to find.



1. Saturdays cost more and go first

Saturday is the most requested night of the week in December, and venue pricing reflects it. At our spaces, weeknight venue fees sit below Saturday fees, so the same room on a Tuesday or Wednesday leaves more of the budget for the food, the bar and the people.


There is a calendar question too. If the Saturday you want is already taken, the choice narrows to a different room or a January date, and a January party feels like a different event. A weeknight keeps the room you wanted on the table.


BizBash has written about how hidden event fees have grown since the pandemic, which is one more reason to ask every venue for a written breakdown, whichever night you choose.


2. Who actually shows up

The most common objection to a weeknight party is attendance: will people actually come?

The more useful question is: which night gives your team more reasons to say no?


A Tuesday night competes with going home for dinner. A December Saturday competes with your employees' kids' holiday recitals, family commitments, holiday shopping, out-of-town guests, and the generalized exhaustion of a month that already asks a lot of everyone.


A weeknight party asks for a few hours after work. The people who come have made room for it, and they tend to stay through dessert rather than slipping out at 8:30 to relieve a babysitter.


Cvent's holiday party planning checklist puts it plainly: "December is already crowded with family plans, travel, and personal commitments." A weeknight party asks for less of that calendar than a Saturday does.


3. How the night is remembered

December Saturdays are busy. Your employees had things earlier in the day, things they are thinking about the next morning, and a drive home at midnight that feels longer in December. A Tuesday party starts at 7:00 PM and ends by 10:30. There is nothing before it and sleep afterwards.


The shorter window tends to peak well. Teams arrive together, eat together, and the room stays full through dessert rather than thinning out in waves. The stories people tell in January are usually about the night the whole team was in the room.


A guest raises a glass at a Rockwell on the River company dinner, black-tie crowd seated at long tables beneath a canopy of café lights

4. Weeknight dates, room by room

Rockwell on the River, Skyline Loft, Sculpture Garden Gallery and Amazing Space all welcome weeknight holiday parties, each with its own character and the same CraftBar program behind the bar.

  • Rockwell on the River: raw, loft-style ceilings and river views, for 500+ guests. A good fit for teams that want the river backdrop on a quieter night.

  • Skyline Loft at Bridgeport Art Center: the Chicago skyline through the windows, for 100 to 500+ guests. The view is at its best on a clear December evening.

  • Sculpture Garden Gallery at Bridgeport Art Center: a gallery space with sculptures throughout the building, timber beams, exposed brick and the covered courtyard as the view through the windows. It welcomes 300+ guests.

  • Amazing Space: in the West Loop, for up to 500 seated or 750 for cocktails, with a built-in stage and screen for remarks or awards.


Weeknight and weekend dates are both available, and our corporate events page has the details for every room.


If you are still deciding which space fits your group, Where to Host Your Company Holiday Party in Chicago walks through each room's setup, capacity and bar.


FAQ: December Weeknight Corporate Parties in Chicago

Q: Will my employees actually show up to a Tuesday or Wednesday night holiday party?

For most teams, yes. A Tuesday night competes with going home for dinner. A December Saturday competes with kids' activities, holiday shopping, family plans and the general weight of the month. The people who come on a weeknight have made room for it, and they usually stay.


Q: Do weeknight dates cost less than Saturdays?

At our spaces they do. Weeknight venue fees sit below Saturday fees at every room, and the exact difference depends on the space and your guest count, so we would be happy to walk you through it on a tour.


Q: How early should I book a December weeknight venue in Chicago?

December tends to fill quickly, and Saturdays usually go first. Weeknight dates give you more choice, so it's worth reaching out as soon as you have a rough plan.


Q: What time should a December weeknight company party start and end?

Most weeknight corporate holiday parties run 6:30 or 7:00 PM to 10:00 or 10:30 PM. Starting earlier than 6:30 creates pressure for employees traveling from the office; running past 11:00 PM on a school night loses the crowd it built. A tight 3.5-hour window tends to peak well and leave people wanting more, which is the right note to end on.


Come see the rooms

Photos help you build a shortlist, and a visit makes the decision. We give tours Monday through Saturday by appointment, and we would love to show you the rooms on a weeknight evening so you can picture the party.


If you are working through the details, Four Questions to Ask Any Chicago Holiday Party Venue covers what to ask before you sign. Whenever you're ready, please feel free to set up a tour.

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