Vacations Close To Four Winds Casino New Buffalo

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Four Winds Casino New Buffalo Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,148, price is now $903 per person
$903
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
This motel was priced well, but I guess you get what you pay for. There is literally not one single space for me to use as a shelf or desk or anywhere to place my travel items. I literally had to pull the ironing board out of the closet and use that as my table for applying make up doing my hair pretty much anything. I just feel like there are some things that are pretty much assumed that are gonna be in every single hotel room even at the lower price point and they missed the mark on this big time.

Reviewed on Sep 2, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,135, price is now $1,189 per person
$1,189
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!

Reviewed on Sep 2, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,729, price is now $1,212 per person
$1,212
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
O

Reviewed on Sep 2, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,489, price is now $1,087 per person
$1,087
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,525, price is now $1,168 per person
$1,168
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,502, price is now $1,159 per person
$1,159
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)

Stay One Chicago

Stay One Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,076, price is now $1,607 per person
$1,607
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,469, price is now $1,150 per person
$1,150
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
X

Reviewed on Sep 1, 2026

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Best Lodging Options Near Four Winds Casino New Buffalo

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
0.01 km from Four Winds Casino New Buffalo
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
2.11 km from Four Winds Casino New Buffalo
Stay at this hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr New Buffalo MI
1.92 km from Four Winds Casino New Buffalo
Stay at this hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
2.08 km from Four Winds Casino New Buffalo
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms ...
Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo

3 out of 5
11400 Holiday Drive New Buffalo MI
1.81 km from Four Winds Casino New Buffalo
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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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.