Sawyer Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sawyer Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
$514
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
$751
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Staff was very friendly and provided great service. Very clean. Great location. Breakfast was great.
Reviewed on Oct 15, 2026
Swissotel - Chicago
Downtown Chicago
$640
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
I was charged extra with no explanation Never received a email with my invoice
Reviewed on Oct 15, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$565
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The staff was extremely accommodating, it was marathon week so I understand things can be tough, my issues were with the room as a whole. The shower would leak into the bathroom and completely cover the floor and when I informed staff I was having flooding problems they said oh it’s the shower curtain as if it’s a common issue. The wall paper in the bathroom was peeling off the wall. Tv guide didn’t work so you get to play channel roulette. On the plus side staff was great and they provided cold drinks in the morning, ac works really well
Reviewed on Oct 14, 2026
Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
$563
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
$703
per person
Dec 24 - Dec 29
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Quality Inn Sawyer
12850 Super Dr Sawyer MI
Stay at this hotel in Sawyer. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
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 ...
Silver Beach Hotel
100 Main Street Saint Joseph MI
Book a stay at this business-friendly hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
The Boulevard Inn & Bistro
521 Lake Blvd Saint Joseph MI
Stay at this hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
The Inn At Harbor Shores
800 Whitwam Dr Saint Joseph MI
Book a stay at this spa hotel in Saint Joseph. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Wingate by Wyndham South Bend/Notre Dame
52890 State Rt 933 N South Bend IN
Stay at this hotel in South Bend. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
Irish Lodge South Bend
52709 Indiana State Route 933 South Bend IN
Book a stay at this business-friendly hotel in South Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Baymont By Wyndham South Bend
215 South Dixie Way South Bend IN
Book a stay at this business-friendly hotel in South Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Pine Lake Resort and Banquets
444 Pine Lake Ave La Porte IN
Book a stay at this spa hotel in La Porte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
La Quinta Suites by Wyndham South Bend Notre Dame Area
52554 STATE ROAD 933 South Bend IN
Book a stay at this business-friendly hotel in South Bend. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Holiday Inn Express & Suites New Buffalo by IHG
11500 Holiday Dr New Buffalo MI
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
18800 Harbor Country Drive New Buffalo MI
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 ...
Quality Inn Near Interstate I94
18830 Laporte Rd New Buffalo MI
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 ...
Hampton Inn & Suites Benton Harbor
1921 Pipestone Rd Benton Harbor MI
Book a stay at this business-friendly hotel in Benton Harbor. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Nov 14 - Mon, Nov 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$197
Roundtrip
found 6 days ago
Sat, Nov 14 - Mon, Nov 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$197
Roundtrip
found 6 days ago
Sat, Nov 14 - Mon, Nov 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$200
Roundtrip
found 6 days ago
Tue, Dec 1 - Tue, Dec 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237
Roundtrip
found 5 days ago
Tue, Dec 1 - Tue, Dec 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$251
Roundtrip
found 5 days ago
Best points of interest in Sawyer
- Warren Dunes State Park Beach Vacations
- University of Notre Dame Vacations
- Lake Michigan Vacations
- Indiana Dunes National Park Vacations
- Four Winds Casino New Buffalo Vacations
- Silver Beach Vacations
- Blue Chip Casino Vacations
- New Buffalo Public Beach Vacations
- Warren Dunes State Park Vacations
- St. Mary's College Vacations
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All accommodation types in Sawyer
More Types of Hotels
- Family Hotels in Sawyer
- Hotels with Air Conditioning in Sawyer
- Hotels with a Pool in Sawyer
- Hotels with Bars in Sawyer
- Cheap Hotels in Sawyer
- Beach Hotels in Sawyer
- Hotels with WiFi in Sawyer
- Hotels with Fireplaces in Sawyer
- Hotels with Hot Tubs in Sawyer
- Hotels with Complimentary Breakfast in Sawyer
- Casinos in Sawyer
- Resorts & Hotels with Spas in Sawyer
- Lakefront Hotels in Sawyer
- Smoke Free Hotels in Sawyer
- Hotels with an Indoor Pool in Sawyer
- Hotel with wifi in Sawyer
- Luxury Hotels in Sawyer