Chicago Romantic Hotels

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Recommended by KAYAK
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Recommended by KAYAK

Best Chicago romantic hotels

Most recommended Chicago romantic hotels

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The Langham Chicago - Chicago - Lounge
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
The Peninsula Chicago - Chicago - Lobby
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
L7 Chicago by LOTTE - Chicago - Lounge
Free Wi-Fi
Pet-friendly
Air conditioning
Viceroy Chicago - Chicago - Restaurant
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Trump International Hotel & Tower Chicago - Chicago - Building
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Loews Chicago Hotel - Chicago - Bedroom
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Sofitel Chicago Magnificent Mile - Chicago - Patio
Free Wi-Fi
Pet-friendly
Air conditioning
Thompson Chicago - Chicago - Living room
Free Wi-Fi
Pet-friendly
Air conditioning
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KAYAK’s insights for romantic hotels in Chicago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chicago with confidence.

Which month has the cheapest hotel for couples rates in Chicago?

Hotels for couples are cheapest in Chicago in February, with average rates of £85. In comparison, October is the most expensive month, with prices at £273.

What is the cheapest day of the week to book a hotel for couples in Chicago?

Monday offers the lowest rates in Chicago, with an average nightly price of £130. The highest prices are found on Wednesday, with average rates at £210.

Which neighbourhood do KAYAK users most love to book their hotel for couples in Chicago?

The most popular neighbourhood in Chicago among KAYAK users to search for a hotel for couples is Near North Side, with an average price of £161. Warwick Allerton Chicago, Eurostars Magnificent Mile, and Freehand Chicago rank among the highest-rated hotels in Near North Side.

How much is a hotel for couples in Chicago for tonight?

The best deal for a 3-star hotel for couples room in Chicago found by KAYAK users in the last 3 days was £129, while a 4-star hotel for couples the lowest price was £139. The cheapest room found overall was for £74.

How much is a hotel for couples in Chicago for this weekend?

The cheapest hotel for couples room in Chicago for the upcoming weekend found on KAYAK in the last 3 days was for £119 per night. For the same dates, 3-star hotel for couples rooms have been found for as low as £124 per night and 4-star hotel for couples rooms from £139 per night.

How early should you book a hotel for couples in Chicago?

Book at least 58 days before your stay begins to get the best price for your Chicago hotel for couples.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
October
£228
£188
Cheapest month to stay with an average 30% drop in price.
Most expensive month to stay with an average 125% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chicago romantic hotel deals

  • Prices for romantic hotels in Chicago are cheaper in the low season, which is in February and January.
  • Romantic room prices can vary depending on different factors. However, generally, rooms cost less on a Monday. The most expensive night for a stay is Wednesday.
  • The cheapest romantic hotel room in Chicago found on KAYAK in the last 2 weeks was £205. The most expensive cost £223.

FAQs about Chicago romantic hotels

  • How much does a room in a romantic hotel in Chicago cost?

    On average, romantic hotel rooms in Chicago cost £390. Depending on when you make your booking, when you book for, and other factors, it is possible to get better deals. The cheapest price booked on KAYAK in the last 3 days was £131.

Where to stay in a romantic hotel in Chicago?

Our map will help you find the perfect place to stay in Chicago by showing you the exact location of each hotel.

Everything you need to know for your stay in Chicago

Chicago Romantic Hotel Deals. Search for romantic hotels in Chicago. Find the best hotel rooms for couples in Chicago. KAYAK searches hundreds of travel sites to help you find romantic hotels and book the room that suits you best.

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