19 Chicago hotels with suites or connecting rooms
Every hotel below has suites. The ones with confirmed connecting rooms come first, but a hotel does not need them to be here.
Embassy Suites by Hilton Chicago Downtown River North★★★★ChicagoRated 4.3 by 5,997 Expedia reviewers. Rated 4.0 by 2,895 Tripadvisor reviewers.4 connecting3 suitesSleeps up to 12View suites
Hilton Chicago/Magnificent Mile Suites★★★ChicagoRated 4.5 by 4,979 Expedia reviewers. Rated 4.0 by 2,138 Tripadvisor reviewers.2 connecting2 suitesSleeps up to 10View suites
Hilton Chicago★★★★ChicagoRated 4.3 by 3,314 Expedia reviewers. Rated 4.0 by 5,870 Tripadvisor reviewers.1 connecting1 suiteSleeps up to 16View suites
Congress Plaza Hotel★★★ChicagoRated 4.0 by 10,273 Expedia reviewers. Rated 3.0 by 3,360 Tripadvisor reviewers.89 suitesSleeps up to 10View suites
The Whitehall Hotel, BW Premier Collection★★★ChicagoRated 4.2 by 3,967 Expedia reviewers. Rated 4.0 by 1,489 Tripadvisor reviewers.50 suitesSleeps up to 10View suites
Hotel Chicago West Loop, SureStay Collection by Best Western★★ChicagoRated 4.1 by 1,182 Expedia reviewers. Rated 4.0 by 981 Tripadvisor reviewers.47 suitesSleeps up to 10View suites
Millennium Hotel Knickerbocker Chicago★★★★ChicagoRated 4.3 by 1,954 Expedia reviewers. Rated 4.0 by 978 Tripadvisor reviewers.42 suitesSleeps up to 10View suites
Eurostars Magnificent Mile★★★★ChicagoRated 4.5 by 3,937 Expedia reviewers. Rated 4.5 by 3,435 Tripadvisor reviewers.32 suitesSleeps up to 10View suites
Best Western Plus Hawthorne Terrace Hotel★★★ChicagoRated 4.5 by 1,009 Expedia reviewers. Rated 4.5 by 1,236 Tripadvisor reviewers.31 suitesSleeps up to 10View suites
The Allegro Royal Sonesta Hotel Chicago Loop★★★★ChicagoRated 4.5 by 2,930 Expedia reviewers.22 suitesSleeps up to 10View suites
The Chicago Hotel Collection - Magnificent Mile★★★★ChicagoRated 3.9 by 2,265 Expedia reviewers. Rated 4.5 by 3,322 Tripadvisor reviewers.18 suitesSleeps up to 10View suites
Best Western Grant Park Hotel★★ChicagoRated 4.1 by 2,742 Expedia reviewers. Rated 3.5 by 1,598 Tripadvisor reviewers.16 suitesSleeps up to 10View suites
Club Quarters Hotel Wacker at Michigan, Chicago★★★★ChicagoRated 4.4 by 2,455 Expedia reviewers. Rated 4.0 by 1,403 Tripadvisor reviewers.15 suitesSleeps up to 10View suites
The Willows Hotel★★★ChicagoRated 4.3 by 1,018 Expedia reviewers.14 suitesSleeps up to 10View suites
City Suites Hotel★★★ChicagoRated 4.3 by 1,021 Expedia reviewers. Rated 4.5 by 170 Tripadvisor reviewers.8 suitesSleeps up to 10View suites
ACME Hotel Chicago, Outset Collection by Hilton★★★ChicagoRated 4.5 by 2,012 Expedia reviewers. Rated 4.5 by 3,236 Tripadvisor reviewers.2 suitesSleeps up to 10View suites
Raffaello Hotel★★★★ChicagoRated 4.0 by 2,109 Tripadvisor reviewers.2 suitesSleeps up to 10View suites
Sleep Inn Midway Airport Bedford Park★★ChicagoRated 4.0 by 2,138 Expedia reviewers.2 suitesSleeps up to 10View suites
4 BDR Penthouse with Views★★★Chicago1 suiteSleeps up to 14View suitesChoosing between them
Does a bigger hotel mean a better chance of a connecting room?
Usually, but the count matters more than the size. A 5,000-room resort with 40 connecting pairs is a worse bet than a 700-room property with 90. That is why this list sorts by connecting rooms rather than by rooms — the number in gold is the one that decides whether you get the door.
Are these prices per room or for the whole booking?
For the whole thing. A connecting pair at $212 means both rooms, one reservation, one card. Two-bedroom suite prices are for the entire suite. Taxes and resort fees appear as one line at checkout before you pay.
Why does a hotel I know is here not appear?
It is here if we have details of its suites. A few more appear once you search real dates, because their rooms are only priced when we ask the hotel.