South Haven Vacations from $237

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The Latest South Haven 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 16 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 $508 per person
$508
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 11 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 20 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 16 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 South Haven

Valparaiso University

4/5(120 reviews)

Explore the campus of Valparaiso University, during your trip to Valparaiso. Experience the area's festivals or attend a sporting event.

Valparaiso University

Chicago Street Theatre

You can enjoy a show at Chicago Street Theatre during your trip to Valparaiso. Experience the area's festivals or attend a sporting event.

Chicago Street Theatre

Taltree Arboretum and Gardens

Enjoy an outing to Taltree Arboretum and Gardens during your stay in Valparaiso. While you're here, you can savor the charming coffeehouses.

Taltree Arboretum and Gardens

South Haven Hotel Deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Dec 1 to Dec 2
$108 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,827 reviews)
property was nice and clean and the employees were polite and professional. Would stay again

Reviewed on Nov 18, 2025

Blue Chip Casino Hotel and Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Nov 20 to Nov 21
$120 total
Nov 20 - Nov 21
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
yes it was

Reviewed on Nov 13, 2025

Ameristar Casino Hotel East Chicago
Country Inn & Suites by Radisson, Merrillville, IN

Country Inn & Suites by Radisson, Merrillville, IN

3 out of 5
8311 Ohio Merrillville IN
Fully refundable
$71 nightly
The price is $80 total per night from Dec 14 to Dec 15
$80 total
Dec 14 - Dec 15
Total with taxes and fees
6.8/10 (1,003 reviews)
Yes

Reviewed on Nov 12, 2025

Country Inn & Suites by Radisson, Merrillville, IN
See all 866 properties in South Haven
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 South Haven Vacation Packages

South Haven Essential Information

Language
English
Currency
U.S dollars
Top Sights
Chicago Street Theatre, Valparaiso University and The Course at Aberdeen

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Frequently asked questions

How much does a South Haven vacation package cost?
You can grab a vacation package to this popular destination from $237 on Expedia. However, how much your vacation to South Haven costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to South Haven?
You can generally find lower rates and better availability in December, January and February. Take a look at our cheap South Haven vacation packages and you could get some great off-season discounts.
How many days is enough for South Haven?
Typically, a handful of days is enough to check out the major sights during your South Haven vacation. But if you want to have some time to kick back or take day trips, think about extending your trip.
How to find the best South Haven package deals?
Start your search for a South Haven package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal South Haven package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your South Haven getaway off to a flying start.
Is it cheaper to book a South Haven vacation as a package?
You can enjoy significant savings on your next South Haven retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to South Haven?
If you're considering a spontaneous South Haven adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later South Haven vacation packages?
Your South Haven getaway should be an escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.