Hotels in Douglas, Chicago

KAYAK searches hundreds of travel sites at once for hotels in Douglas

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best hotels in Douglas (Chicago)

Most recommended Douglas hotels

Show all
Chicago South Loop Hotel - Chicago - Bedroom
Chicago South Loop Hotel
South Side
6.7Okay(2757)
Parking
Free Wi-Fi
Spa
$110+
Check availability
Villa Dubois Guest House - Chicago - Bathroom
Villa Dubois Guest House
South Side
5.8Fair(214)
Parking
Free Wi-Fi
$116+
Check availability
Lovely 3-bedroom apartment in Bronzeville - Chicago - Living room
Lovely 3-bedroom apartment in Bronzeville
South Side
9.8Wonderful(6)
Parking
Free Wi-Fi
$235+
Check availability
Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center - Chicago - Lounge
Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center
South Side
Free Wi-Fi
$1,139+
Check availability
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago - Chicago - Living room
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
South Side
$173+
Check availability
Mccormick Place Guest House - Chicago
Mccormick Place Guest House
South Side
6.7Okay(306)
Parking
Free Wi-Fi
$118+
Check availability
The Landmark: Bronzeville Row House & Rooftop Deck - Chicago
The Landmark: Bronzeville Row House & Rooftop Deck
South Side
Free Wi-Fi
$634+
Check availability
Large historic home minutes from downtown Chicago and the lakefront. - Chicago
Large historic home minutes from downtown Chicago and the lakefront.
South Side
Pet friendly
$833+
Check availability
Affordable Private Room - Chicago
Affordable Private Room
South Side
Parking
Free Wi-Fi
$131+
Check availability
Gilean Haven - Paradise Retreat - Chicago
Gilean Haven - Paradise Retreat
South Side
Parking
Free Wi-Fi
$262+
Check availability
Affordable Private Room 2 - Chicago
Affordable Private Room 2
South Side
Parking
Free Wi-Fi
$115+
Check availability
Affordable Private Room 2 - Chicago
Affordable Private Room 2
South Side
Parking
Free Wi-Fi
$122+
Check availability
7 Star The Malia Oasis 3br 1 Half Bath Office Space - Chicago
7 Star The Malia Oasis 3br 1 Half Bath Office Space
South Side
1.0Poor(2)
Parking
Free Wi-Fi
$129+
Check availability
Stylish 1 bedroom apt with a balcony view of the Chicago Skykine - Chicago
Stylish 1 bedroom apt with a balcony view of the Chicago Skykine
South Side
Free Wi-Fi
$198+
Check availability
Gilean Urban Retreat - Chicago
Gilean Urban Retreat
South Side
Parking
Free Wi-Fi
$274+
Check availability
Cozy 2 Bedroom unit - Chicago
Cozy 2 Bedroom unit
South Side
$177+
Check availability
Hamaline Luxury & Tranquil Home - Chicago
Hamaline Luxury & Tranquil Home
South Side
10Wonderful(1)
Parking
Free Wi-Fi
$295+
Check availability
Affordable Private Room 1 - Chicago
Affordable Private Room 1
South Side
Parking
Free Wi-Fi
$131+
Check availability
McCormick Business Traveler Delight w 2 Balconies - Chicago
McCormick Business Traveler Delight w 2 Balconies
South Side
Free Wi-Fi
$131+
Check availability
Modern 3br Stay Near Dt Chi - Chicago
Modern 3br Stay Near Dt Chi
South Side
Parking
Free Wi-Fi
$224+
Check availability
Go to map

Search by stars

2+ stars3+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $393$393 - $786$786 - $1,178$1,178 - $1,571$1,571+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet
Useful Info

KAYAK’s insights for hotels in Douglas

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

Which month has the cheapest hotel rates in Douglas?

Hotels are cheapest in Douglas in January, with average rates of $70. In comparison, August is the most expensive month, with prices at $234.

What is the cheapest day of the week to book a hotel in Douglas?

Tuesday offers the lowest rates in Douglas, with an average nightly price of $110. The highest prices are found on Friday, with average rates at $351.
Find deals

How much is a Douglas hotel?

Here are our most popular & best value hotels

Good to know

Low season

January

High season

August

Average price (weeknight)

$131

Average price (weekend night)

$285
Cheapest month to stay with an average 52% drop in price.
Most expensive month to stay with an average 59% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding a hotel deal in Douglas

  • If you’re looking for a cheap hotel in Douglas, you should consider going during the low season. You’ll generally find lower-priced hotels in Douglas in January and February.
  • If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in Douglas (Chicago) if you stay on a Tuesday. On the other hand, the most expensive day for hotel bookings is Friday.
  • If you’re looking for a last minute bargain, the cheapest 3-star hotel in Douglas (Chicago) found on KAYAK in the last 2 weeks was $100, while the most expensive was $527.
  • Not sure just how much there is to see and do in Douglas? KAYAK users usually book their hotel here for 2 days.

FAQs when booking a hotel in Douglas

  • What are the best hotels in Douglas?

    Douglas is a great part of Chicago to make your base. If you’re staying in Douglas area then Chicago South Loop Hotel, Mccormick Place Guest House, and Villa Dubois Guest House are all recommended on KAYAK.

  • Which hotels in Douglas are romantic?

    If you’re looking for a romantic break with your partner in Douglas, then why not stay at Mccormick Place Guest House, which have been recommended by KAYAK users as great for couples.

Where to stay in Douglas?

Our map will help you find the perfect hotel in Douglas, Chicago by showing you the exact location of each hotel.

Everything you need to know for your stay in Chicago

Douglas hotel deals. Search for hotels in Douglas. Find cheap hotel rooms in Douglas. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

Not what you’re looking for? Find thousands of other hotels, airline tickets, car rentals and package deals with KAYAK.