Offers on suites and connecting rooms
The hotels running an offer right now, and the connecting suites that put a group behind a door for the least per person. Live rates for your dates come from search — these are the starting points.
- Hotels running an offer
- 3,903
- Published offers
- 9,622
- Cities covered
- 1,712
Hotels running an offer in Chicago
Straight from the hotel’s own rate plan, not a promotion we invented.
Free cancellation5 connectingResidence Inn Chicago Downtown Magnificent Mile★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · ChicagoFree cancellation5 connectingResidence Inn Chicago Downtown Magnificent Mile★★★Compliments of ConradEnjoy a $50 daily credit if you stay two or more nights.See the hotel →Chicago · ChicagoFree cancellation5 connectingResidence Inn Chicago Downtown Magnificent Mile★★★Dream AwayUp to 15% offSee the hotel →Chicago · ChicagoFree cancellation5 connectingResidence Inn Chicago Downtown Magnificent Mile★★★Sweeten your StaySee the hotel →Chicago · Chicago
Free cancellation4 connectingHilton Chicago O'Hare Airport★★★★Dream AwayUp to 15% offSee the hotel →Chicago · ChicagoFree cancellation4 connectingHilton Chicago O'Hare Airport★★★★Sweeten your StaySee the hotel →Chicago · ChicagoFree cancellation4 connectingHilton Chicago O'Hare Airport★★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · Chicago
Free cancellation4 connectingOmni Chicago Hotel★★★★Escape and Save, Special Rates!Book now and save up to 20% off with cancellations allowed at 48 hours prior to arrival. Any cancellation within 48 hours will require a forfeit of 1 night's room and tax.See the hotel →Chicago · ChicagoFree cancellation4 connectingOmni Chicago Hotel★★★★Special Rate, Advanced PurchaseBook now for your advanced trip and save! These rates are non-cancellable and non-refundable.See the hotel →Chicago · ChicagoFree cancellation4 connectingOmni Chicago Hotel★★★★Semi-Flexible Rate, book now!Book now and save with cancellations allowed at 120 hours prior to arrival. Any cancellation within 120 hours will require a forfeit of 1 night's room and tax.See the hotel →Chicago · Chicago
Free cancellation3 connectingHome2 Suites by Hilton Chicago McCormick Place★★★Dream AwayUp to 15% offSee the hotel →Chicago · ChicagoFree cancellation3 connectingHome2 Suites by Hilton Chicago McCormick Place★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · Chicago
Free cancellation3 connectingPalmer House a Hilton Hotel★★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · ChicagoFree cancellation3 connectingPalmer House a Hilton Hotel★★★★Sweeten your StaySee the hotel →Chicago · ChicagoFree cancellation3 connectingPalmer House a Hilton Hotel★★★★Dream AwayUp to 15% offSee the hotel →Chicago · Chicago
Free cancellation2 connectingEmbassy Suites by Hilton Chicago Downtown River North★★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · ChicagoFree cancellation2 connectingEmbassy Suites by Hilton Chicago Downtown River North★★★★Dream AwayUp to 15% offSee the hotel →Chicago · ChicagoFree cancellation2 connectingEmbassy Suites by Hilton Chicago Downtown River North★★★★Sweeten your StaySee the hotel →Chicago · Chicago
Free cancellation2 connectingThe Drake★★★★Sweeten your StaySee the hotel →Chicago · ChicagoFree cancellation2 connectingThe Drake★★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · Chicago
Free cancellation1 connectingHilton Chicago★★★★Dream AwayUp to 15% offSee the hotel →Chicago · ChicagoFree cancellation1 connectingHilton Chicago★★★★Sweeten your StaySee the hotel →Chicago · ChicagoFree cancellation1 connectingHilton Chicago★★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · Chicago
Free cancellation1 connectingHilton Chicago/Magnificent Mile Suites★★★Essential TravelerSave Up to 15% Off. 4 night maximum stay.See the hotel →Chicago · ChicagoCheapest connecting suites per guest
Starting rate divided by the number of people the suite sleeps. It is the number that decides whether one suite beats two rooms, and it is the one nobody puts on a card.
Tell us the trip, we'll narrow it
Connecting-room rates move on the convention calendar rather than on a schedule you could guess. Describe the group and the dates and we will come back with the rooms that fit, priced.
How these offers work
How can I know I’m getting the best deal?
Search your dates. The price on each card is the cheapest night we have recorded for that hotel recently, so it is a starting point rather than a quote for your trip. A connecting-pair price covers both rooms, and taxes and resort fees are shown as one line before you enter a card, so the total you see is the total you pay.
Do I need to be a member to get these special offers?
No. Everything on this page is bookable without an account. If you have a loyalty number with the hotel, add it when you search and any loyalty rate the property offers for your dates is included alongside the public ones.
Why are connecting-room deals rarer than room deals?
Because the inventory is finite. A hotel has plenty of standard rooms it can discount and only a handful of connecting pairs, and it knows families will pay for those. Discounts turn up in the quiet weeks between conventions, which is why offer windows can look oddly specific.
Do these prices include resort fees?
No. A starting rate is the room only. Taxes and resort fees appear as one line in your total before you enter a card — and on a connecting pair the fee is counted for both rooms, which we show rather than leave to the front desk.