203 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.
The Blackstone, Autograph Collection★★★★ChicagoRated 4.5 by 1,002 Expedia reviewers. Rated 4.5 by 1,908 Tripadvisor reviewers.4 suitesSleeps up to 4View suites
The Buckingham Hotel★★★ChicagoRated 4.5 by 1,002 Expedia reviewers.4 suitesSleeps up to 4View suites
The Emily Hotel★★★★ChicagoRated 4.6 by 1,342 Expedia reviewers. Rated 5.0 by 305 Tripadvisor reviewers.4 suitesSleeps up to 4View suites
The Guesthouse Hotel★★★★ChicagoRated 4.9 by 417 Expedia reviewers. Rated 5.0 by 315 Tripadvisor reviewers.4 suitesSleeps up to 7View suites
The Hotel at Midtown★★★★ChicagoRated 4.5 by 926 Expedia reviewers. Rated 4.0 by 39 Tripadvisor reviewers.4 suitesSleeps up to 4View suites
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel★★★★ChicagoRated 4.3 by 1,001 Expedia reviewers. Rated 4.0 by 2,485 Tripadvisor reviewers.4 suitesSleeps up to 4View suites
Chicago Marriott Suites O'Hare★★★★RosemontRated 4.4 by 1,001 Expedia reviewers. Rated 4.0 by 458 Tripadvisor reviewers.3 suitesSleeps up to 5View suites
Claridge House Chicago, Tapestry Collection by Hilton★★★★ChicagoRated 4.5 by 1,441 Expedia reviewers. Rated 4.0 by 180 Tripadvisor reviewers.3 suitesSleeps up to 4View suites
Courtyard by Marriott Chicago Downtown River North★★★ChicagoRated 4.3 by 1,000 Expedia reviewers. Rated 4.0 by 1,087 Tripadvisor reviewers.3 suitesSleeps up to 4View suites
DoubleTree by Hilton Chicago Midway Airport★★★★ChicagoRated 4.6 by 1,000 Expedia reviewers.3 suitesSleeps up to 4View suites
Hampton Inn by Hilton Chicago-Midway Airport★★ChicagoRated 4.3 by 1,230 Expedia reviewers.3 suitesSleeps up to 4View suites
Hampton Inn Chicago Downtown/N Loop/Michigan Ave★★★ChicagoRated 4.2 by 1,169 Expedia reviewers.3 suitesSleeps up to 4View suites
Hampton Inn Majestic Chicago Theatre District★★★ChicagoRated 4.6 by 1,001 Expedia reviewers.3 suitesSleeps up to 4View suites
Hampton Inn & Suites Chicago Downtown★★★ChicagoRated 4.6 by 1,572 Expedia reviewers. Rated 4.5 by 2,386 Tripadvisor reviewers.3 suitesSleeps up to 4View suites
Hilton Garden Inn Chicago Downtown/Magnificent Mile★★★ChicagoRated 4.3 by 4,525 Expedia reviewers. Rated 4.5 by 2,407 Tripadvisor reviewers.3 suitesSleeps up to 4View suites
Hilton Garden Inn Chicago Downtown Riverwalk★★★ChicagoRated 4.5 by 2,170 Expedia reviewers.3 suitesSleeps up to 4View suites
Sleep Inn Midway Airport Bedford Park★★ChicagoRated 4.0 by 2,140 Expedia reviewers.3 suitesSleeps up to 10View suites
Staypineapple, An Iconic Hotel, The Loop★★★★ChicagoRated 4.7 by 1,184 Expedia reviewers. Rated 4.5 by 1,538 Tripadvisor reviewers.3 suitesSleeps up to 4View suites
The Neighborhood Hotel-Little Italy★★★★ChicagoRated 4.8 by 341 Expedia reviewers.3 suitesSleeps up to 6View suites
Travelodge by Wyndham Downtown Chicago★★ChicagoRated 3.9 by 2,871 Expedia reviewers.3 suitesSleeps up to 4View 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.