A river with a yellow boat, surrounded by tall buildings and a bridge.

Highgate Independent Chicago hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Sept - 20 Sept
Tomorrow
20 Sept - 21 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
Save an average of 15% on thousands of hotels when you're signed in

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Cons: Bathroom was a bit outdated. Tub difficult to get in and out of. Elevators are tiny. Pros: Friendly staff, easy to check in and out, valet parking easy to use, great breakfast buffet, used a second party vendor and had no complications, decent price, nice ambience, food hours went well beyond the norm, soft comfy beds-pillows-blankets."
Christy 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Outstanding experience in will plan to return every time im in Chicago"
JaNisa 2-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"It was good for what we needed, there was a leak in the room but the problem was quickly addressed."
Samantha 3-night trip
Posted 4 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"There were a couple of things about this hotel that threw me for a loop (no in room coffee machine -- but plenty of coffee at the bar with choice of skim, half and half and cream; you first encounter the bar versus the registration area), but I would definitely stay here again, and for that I compliment the staff. Fatima greeted us at check in and immediately noticed my daughter had mobility issues and offered to change our room for an accessible one. Since this was my first overnight trip with my daughter I hadn't even thought of that! I appreciated that she saw a way to make our stay better and made it happen. Fatima also always had a smile on her face when we saw her and was always ready to answer any question. I didn't get the name of the doorman we interacted with the most (but I did get a photo with him!), which I regret. He was an older many who worked day shift and he touched my heart when he stayed by my daughter while I went to get our car from the parking garage. He didn't have to do that. The people definitely made this staff wonderful!"
Mary Louise 1-night trip
Posted 2 days ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Explore a world of travel with Expedia