Calumet City Vacations from $237

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Your Calumet City Vacation

From its highlights to its hidden gems, this city is best experienced with a Calumet City vacation package. Find a place to stay in Woodlawn, which is good for cycling, golfing and walking. Fill your days with tours of River Oaks Center, Lansing Square Shopping Center and Veterans Memorial Park, some of the things you shouldn't miss during your trip to Calumet City. Expedia has what you need to escape the everyday. Tailor your vacation to Calumet City to suit your travel style, whatever that may look like.

The Latest Calumet City vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
Save 100% on your flight
Price was $447, price is now $237 per person
$237
per person
Dec 26 - Dec 31
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
16.4/10 Exceptional! (999 reviews)
Rooms were clean and overall the hotel was nice

Reviewed on Nov 1, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,181, price is now $515 per person
$515
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.6/10 Exceptional! (1,074 reviews)
I didn’t have breakfast. Just coffee from the Starbucks kiosk.

Reviewed on Nov 17, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $3,257, price is now $1,529 per person
$1,529
per person
Dec 28 - Jan 3
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was $1,349, price is now $647 per person
$647
per person
Dec 25 - Dec 30
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
20/10 Exceptional! (2 reviews)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Save 100% on your flight
Price was $743, price is now $400 per person
$400
per person
Dec 26 - Dec 31
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
18.8/10 Exceptional! (160 reviews)
I visited Cielo restaurant. 5 out of 10 Casino 5 out of 10 Hotel 8 out of 10

Reviewed on Nov 16, 2025

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Discover the most popular places to visit in Calumet City

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Calumet City

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Calumet City

Calumet City Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Dec 8 to Dec 9
$102 total
Dec 8 - Dec 9
Total with taxes and fees
8.4/10 Very Good! (5,268 reviews)
Rooms are clean. Personal great. Breakfast excellent. 💯 recommended 👌

Reviewed on Nov 17, 2025

Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $149 total per night from Nov 25 to Nov 26
$149 total
Nov 25 - Nov 26
Total with taxes and fees
8.4/10 Very Good! (2,065 reviews)
Classy and classic! Never disappoints

Reviewed on Nov 16, 2025

Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (3,324 reviews)
Awesome location and valet was very helpful

Reviewed on Nov 18, 2025

Hilton Chicago/Magnificent Mile Suites
See all 3,297 properties in Calumet City
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.

Find the Best Calumet City Vacation Packages

Calumet City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
37,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Chicago Museum of Science and Industry, Calumet Beach and Rainbow Beach

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Frequently asked questions

How much does a Calumet City vacation package cost?
You can snap up a vacation package to this destination from $237 on Expedia. However, how much your vacation to Calumet City costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Calumet City?
You can usually find reduced prices and greater availability in December, January and February. Check out our cheap Calumet City vacation packages and you could land some excellent off-season deals.
How many days is enough for Calumet City?
The ideal length of your Calumet City vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Calumet City package deals?
Start your search for a Calumet City package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Calumet City package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Calumet City adventure underway.
Is it cheaper to book a Calumet City vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can customize your Calumet City escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Calumet City?
If you're considering an impromptu Calumet City trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Calumet City vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Calumet City vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.