Photo by Richard Remington

Compare and book 4 Star hotels in Woodlawn, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Woodlawn 4 Star Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Woodlawn 4 Star Hotels

Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.6 out of 10, Excellent, (5025)
"Really enjoyed our stay!!"
The price is 5.079.076 ₫
5.962.327 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Embassy Suites by Hilton Chicago Downtown River North
Hyatt Regency O'Hare Chicago
Daily full breakfast (USD 27.76 per person)

Hyatt Regency O'Hare Chicago

4.0 star property
8.8 out of 10, Excellent, (2021)
"Nice place to stay! "
The price is 4.015.080 ₫
4.576.388 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1364)
"Location was great!"
The Chicago Hotel Collection - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3903)
"Absolutely loved this hotel and location. "
The price is 5.365.983 ₫
6.299.127 ₫ total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2891)
"Great location, friendly staff."
The price is 3.486.780 ₫
4.868.411 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Warwick Allerton - Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2447)
"Great stay "
The price is 7.105.635 ₫
9.186.586 ₫ total
includes taxes & fees
30 Oct - 31 Oct
InterContinental Chicago Magnificent Mile by IHG
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3351)
"Great place to stay "
The price is 6.606.250 ₫
8.530.650 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Hyatt Regency Chicago
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4699)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is 5.522.825 ₫
6.483.244 ₫ total
includes taxes & fees
5 Oct - 6 Oct
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
9.0 out of 10, Wonderful, (2085)
"We had an amazing stay for a weekend getaway. "
The price is 5.522.825 ₫
7.328.845 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1044)
"Excellent stay!"
The price is 7.636.825 ₫
9.585.327 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Regency McCormick Place Chicago
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (3031)
"Amazing hotel and perfectly located"
The price is 8.296.952 ₫
9.739.793 ₫ total
includes taxes & fees
5 Oct - 6 Oct
L7 Chicago by LOTTE
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2234)
"Very nice hotel "
The price is 4.858.247 ₫
6.478.375 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2237)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
Hotel Felix River North/Magnificent Mile
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.4 out of 10, Very good, (1337)
"Great place to stay"
The price is 4.622.625 ₫
5.426.499 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Wade
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.8 out of 10, Excellent, (3390)
"Very good place to stay"
The price is 4.728.285 ₫
5.550.584 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Club Quarters Hotel, Central Loop, Chicago
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (2005)
"Great property with great staff and amenities. "
The price is 5.029.416 ₫
6.564.408 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Palmer House a Hilton Hotel
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1970)
"Perfect location, very clean, super comfy bed + pillows! Would stay there again! "
The price is 6.713.372 ₫
8.656.106 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Fairmont Chicago at Millennium Park
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2167)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is 5.459.188 ₫
6.408.541 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Hyatt Centric The Loop Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3344)
"Excellent location and views from the hotel "
The price is 5.500.924 ₫
6.457.535 ₫ total
includes taxes & fees
30 Oct - 31 Oct
LondonHouse Chicago, Curio Collection by Hilton
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1099)
"great stay"
The price is 7.396.200 ₫
9.767.791 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Pendry Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Woodlawn.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago, IL
The price is 11.391.469 ₫ per night from 2 Nov to 3 Nov
11.391.469 ₫
13.372.594 ₫ total
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (1,746 reviews)
Still don't see what you're looking for?
See all properties in Woodlawn.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Woodlawn Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Woodlawn?
Put your luggage down and let the fun begin at Sophy Hyde Park. This 4-star hotel is one of our guests' most popular choices around Woodlawn.
How much does it cost to stay in a 4-star hotel in Woodlawn?
To book a 4-star hotel in Woodlawn that's within your budget, use Expedia's search and sort filters. Check out the available options during your getaway dates and use our pricing filter to set your limit. You can also sort your results by the cheapest option first.

  • Search for the lowest price from 13.372.594 ₫

What's the difference between 5-star and 4-star hotels in Woodlawn?
If you decide to holiday at a 4-star hotel in Woodlawn, you'll usually find plenty of amenities to make sure you're relaxed, such as a gym, pool and restaurant. You can look forward to excellent service and upscale surroundings. Go for a 5-star hotel and you'll have access to a few more perks — think concierge assistance, on-site spas and indulgent turndown services. You're likely to get more amenities and first-rate services at a 5-star stay, though both are awesome options for luxury guests.

Explore a world of travel with Expedia

Explore a world of travel with Expedia