Last Minute Hotel Deals in Chicago

389 properties in Chicago

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Pendry Chicago

$480

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$480

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Hotels.com

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248 reviews

#1 Best Value of 389 places to stay in Chicago

“Great customer service Location Good Nice Clean classy environment Parking $74 daily Self Parking garage $55 You can uber/lyft if weather permits This trip was last minute for NYE to take the kiddies to see the fi...”
“Pendry Chicago is one of, if not, the nicest hotels I've ever stayed in. The Art Deco vibe and décor, pristine amenities and rooms made the stay one we will never forget. The beds, pillows, and linens made me feel...”

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Le Meridien Essex Chicago

$559

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LeMeridien.com

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Hotels.com

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366 reviews

#2 Best Value of 389 places to stay in Chicago

“Booked a room last minute for a Saturday night stay.”
“I booked this hotel last minute.”

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Trump International Hotel & Tower Chicago

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ZenHotels.com

$686

Lol.travel

$983

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4,119 reviews

#3 Best Value of 389 places to stay in Chicago

“Staff was fantastic when it came to upgrading our room last minute since we were staying there for our anniversary.”
“We planned a last minute Birthday celebration and chose Trump Chicago.”

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Waldorf Astoria Chicago

$974

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Traveluro

$921

Destinia.com

$985

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3,210 reviews

#4 Best Value of 389 places to stay in Chicago

“The reception is managed by a gentleman named Fernando who gave us some great advice on the last minute trip on things to do Downtown.”
“I had a last minute trip to Chicago for business and choose the Waldorf due to its location.”

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theWit Chicago - a DoubleTree by Hilton Hotel

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DoubleTree

$459

Orbitz.com

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3,402 reviews

#5 Best Value of 389 places to stay in Chicago

“So sorry but I do not have the last name of the wonderful man who arranges for my transportation to the airport on the day of my departure at the last minute.”
“I was able to text for any of my needs and their Rooftop Restaurant was able to squeeze myself and a friend in for a last minute reservation.”

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Hyatt Place Chicago/Midway Airport

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ZenHotels.com

$304

Travelocity

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994 reviews

#6 Best Value of 389 places to stay in Chicago

“While the Hyatt was about $40 more than the cheapest airport hotel (at least for a last minute booking), it was totally worth the extra money for the ease and comfort of our stay.”
“Me and my family enjoyed our last minute stay at the Hyatt Midway.”

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Radisson Blu Aqua Hotel, Chicago

$712

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Tripadvisor

$712

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5,999 reviews

#7 Best Value of 389 places to stay in Chicago

“The food and beverage manager Bobby Glover at the restaurant in the hotel & his staff made my dream proposal come true I arrived last minute running behind schedule 30 min before closing time I asked to speak to t...”
“My 4 brothers and I attended a Banquet at the Blu. We stayed there also and added a few days to sightsee. WOW! We will be back. So much to see and do. The location is just excellent for sightseeing...”

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Sable at Navy Pier Chicago, Curio Collection by Hilton

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Curio

$499

Travelocity

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194 reviews

#8 Best Value of 389 places to stay in Chicago

“We throughly enjoyed our stay at Sable on Navy Pier. Easy access to everything. Naebon at the front desk was awesome! She did her best to arrange an early check in for us since we did have an early flight into...”
“Stayed here Nov 2021 for an Anniversay weekend! Absolutely loved the convenince of being close to the city and transportation, as well as right on Navy Pier. The view from our room was incredible and we captured a...”

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The Drake

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Traveluro

$321

Hurb

$450

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4,956 reviews

#9 Best Value of 389 places to stay in Chicago

“Classic hotel with large traditional furnished rooms and conveniently located for restaurants and shopping. One block from the John Hancock building. Nice stores in the base of the hotel.Friendly staff. ”
“For years, we've stayed at this lovely hotel every time we pass through Chicago, but we won't be again until they BRING BACK THE BANDS AND THE DANCING on Friday and Saturday nights! The bands and the dancing are...”

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Hilton Garden Inn Chicago Downtown Riverwalk

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Traveluro

$299

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1,043 reviews

#10 Best Value of 389 places to stay in Chicago

“This time we made last minute reservations for a standard, but got an upgrade to river view on arrival.”
“We stayed at the hotel from May 15-17, 2022. The room was very clean with an updated modern bathroom. The location is perfect near River Walk and many restaurants within walking distance. Julia and Joshua…”

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Hilton Garden Inn Chicago Downtown/Magnificent Mile

$922

$885

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Tripadvisor

$885

Hotels.com

Destinia.com

$922

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2,893 reviews

#11 Best Value of 389 places to stay in Chicago

“Fantastic location and value at the last minute.”
“First off we got it at the last minute for half the going rate in downtown Chicago.”

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Hyatt Regency Chicago

$624

$549

Tripadvisor

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ZenHotels.com

$624

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10,246 reviews

#12 Best Value of 389 places to stay in Chicago

“Last minute booking and the agent was very friendly and agreed in accepting the deal we found online.Great location close to many restaurants, shops, and the magnificent mile.”
“We decided last minute to stay downtown and it was simply amazing!”

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Eurostars Magnificent Mile

$700

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Agoda.com

$581

Booking.com

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5,221 reviews

#13 Best Value of 389 places to stay in Chicago

“This is my 3rd stay - previously known as the dena hotel. Quality of service, quick check-in, and super friendly staff are few USPs apart from the location which is about 5 mins walk train stop and 10 mins from...”
“The staff was helpful. Leila and a security guard they have with Securitas were incredibly helpful. It is near a lot of good stuff in the city if you’re a tourist too. I recommend it if you are staying in the city...”

We compared the lowest prices from 22 websites

Hampton Inn Chicago North-Loyola Station

$449

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Traveluro

$388

Booking.com

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665 reviews

#14 Best Value of 389 places to stay in Chicago

“I liked the 12 pm checkout and valet parking was convenient. They had a lot of nice options for hot breakfast. I enjoyed the oatmeal with toppings and eggs, bacon and potatoes. I was surprised at how quiet our…”
“Cleanest hotel bathroom I've ever had. Lobby was very bright and clean. Breakfast was good and convenient. Valet was easy in and out. Neighborhood is nice. There are convenient restaurant and fast food options...”

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Hilton Chicago

Last Minute Hotel Deals in Chicago

Last Minute Hotels in Chicago