D.L. Hughley Tickets - City Winery - Chicago - December 20, 2026

D.L. Hughley has 5 more shows at City Winery - Chicago, the next on Friday, December 18. Elsewhere nearby, D.L. Hughley also plays Friday, October 30 at The Chicago Theatre in Chicago, Illinois (about 2 miles away), from about $50.00; Friday, October 23 at Milwaukee Improv in Brookfield, Wisconsin (about 84 miles away), from about $117.00; and Friday, October 23 at Milwaukee Improv in Brookfield, Wisconsin (about 84 miles away), from about $98.00. That is 6 dates at other venues within 300 miles.

D.L. Hughley takes place at City Winery - Chicago in Chicago, Illinois on Sunday, December 20, 2026 at 5:00 PM.

Yes. Every ticket sold through StubOrder is guaranteed authentic and valid for entry, so it will scan, and we take that very seriously. If the venue ever reports a problem with your tickets, the 100% Buyer Guarantee covers you.

No. StubOrder is an independent resale marketplace, based in Buffalo, New York, and selling tickets since 2006. It is not affiliated with City Winery - Chicago or D.L. Hughley, or any box office.

No hidden fees. The price on every listing already includes the booking fee, and each listing's details show the split (for example, ticket $311.00 plus fee $62.20 is $373.20). Only sales tax and, on a small number of listings, a delivery charge are added at checkout, and your full total is shown before you pay.

If this show is permanently canceled, your order is refunded in full under StubOrder's 100% Buyer Guarantee, including the booking fee; only a delivery fee, which few listings carry, is not refunded, and shipped hard-stock tickets may need to be returned first. If it is postponed or rescheduled, your tickets are normally honored for the new date.

The nearest rooms are the hotels around City Winery - Chicago, and the link on this page opens that list already priced for Sunday, December 20. They are ordered by real distance from the venue, and every card shows that distance, so you can weigh walking back afterwards against a cheaper room you would have to drive to.

The hotels page for City Winery - Chicago answers that property by property: every card is labelled walkable, a long walk, or drive or ride, against its real distance from the doors. Worth checking rather than assuming before Sunday, December 20: a downtown arena usually has several hotels within a few blocks, while a stadium off a ring road can have nothing within walking distance at all, and leaving on foot afterwards is usually quicker than queuing for a car or a ride.

They can go either way. Of the 4,782 concerts and comedy shows we tracked into their final days (October 2 to October 12, 2026), the cheapest ticket was lower by the day of the event than three weeks before for 31%, higher for 46%, and about the same for the rest. This show's cheapest ticket has stayed within a few percent over the 47 days we have tracked it. To catch a drop, set the free price alert on this page and we will email you if it gets cheaper.

Yes. Seats within a single listing are adjacent unless the listing notes say otherwise. If you want aisle seats, look for them in the listing notes when you choose your seats, or at checkout.

Our latest check counted 104 tickets listed for this show. That is more than most D.L. Hughley shows, which typically have about 51. The seat map above shows every listing available right now, by section.

As soon as the tickets are settled. Rooms near City Winery - Chicago are among the first to go for Sunday, December 20, and what is left tends to cost more the closer it gets. The Hotels near City Winery - Chicago link on this page opens already set to that night. Each room is labelled free to cancel, non-refundable, or terms shown at checkout, so you can pick a rate you are able to cancel if the plan changes.

Live prices for D.L. Hughley at City Winery - Chicago are shown in the interactive seat map above. Pick a section to see the tickets available now and their current prices, which are set by sellers and may be above or below face value.

Yes. At about $83.00, this show has the lowest starting price (tied) of the 6 D.L. Hughley shows at City Winery - Chicago we list. The next cheapest is Friday, December 18, 2026, from about $83.00. Elsewhere, the cheapest D.L. Hughley date we list is Friday, October 30, 2026 at The Chicago Theatre in Chicago, Illinois, from about $50.00. Sellers reprice often, so compare on the day you buy.

Most orders are delivered within a few hours of purchase. Delivery method varies by listing: most listings deliver electronically, by mobile transfer or instant download, and some are shipped as hard stock. Mailed tickets, and mobile tickets that a team or venue releases only closer to the date, take longer: the seller sends them as soon as they can, and they arrive before the event under the 100% Buyer Guarantee. The delivery type is shown on each listing before you buy, and a small number of listings add a delivery charge.

Each listing sets the quantities the seller allows, and the quantity menu offers only those options. Open a listing above to see its available quantities.