
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.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $823, price is now $628 per person
$628
per person
Dec 30 - Jan 4
found 8 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.
This boutique hotel is located in a great area. Our main complaint is the hotel is old and therefore it’s not insulated from noise. We could hear every conversation, siren and party that went on in the streets. Our neighbor was a big snorer so that wasn’t pleasant. Our original room was just outside the elevator, which I did not like but the staff quickly moved us to another room, so that was great. Other than that we enjoyed our stay for the convenience. Lots of great restaurants within walking distance, stores etc.
Reviewed on Nov 5, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,379, price is now $885 per person
$885
per person
Dec 30 - Jan 4
found 8 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.

Eurostars Magnificent Mile
Downtown Chicago
Price was $1,218, price is now $840 per person
$840
per person
Dec 30 - Jan 4
found 8 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.
Excelente ubicación, habitaciones amplias, limpias y muy cómodas. Teníamos una vista extraordinaria de la ciudad .
Reviewed on Nov 5, 2026

Swissotel - Chicago
Downtown Chicago
Price was $1,090, price is now $807 per person
$807
per person
Dec 24 - Dec 29
found 8 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.
As of Nov 5, security deposit was not returned. And the staff does not provide any assistance.
Reviewed on Nov 6, 2026

The Blackstone, Autograph Collection
Downtown Chicago
Price was $893, price is now $690 per person
$690
per person
Dec 24 - Dec 29
found 8 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Top Hotel Deals

Quality Inn Sawyer
12850 Super Dr Sawyer MI
0.66 km from city center
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
15.23 km from city center
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 ...

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
31.13 km from city center
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
26.21 km from city center
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 ...

Silver Beach Hotel
100 Main Street Saint Joseph MI
26.58 km from city center
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 ...

The Inn At Harbor Shores
800 Whitwam Dr Saint Joseph MI
27.34 km from city center
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
33.35 km from city center
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. ...

Pine Lake Resort and Banquets
444 Pine Lake Ave La Porte IN
31.8 km from city center
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 ...

Holiday Inn Express & Suites New Buffalo by IHG
11500 Holiday Dr New Buffalo MI
16.77 km from city center
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 South Bend
215 South Dixie Way South Bend IN
33.96 km from city center
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 ...

Comfort Inn La Porte
100 Eastshore Court La Porte IN
30.92 km from city center
Book a stay at this business-friendly hotel in La Porte. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...

La Quinta Suites by Wyndham South Bend Notre Dame Area
52554 STATE ROAD 933 South Bend IN
33.09 km from city center
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 ...

Quality Inn Near Interstate I94
18830 Laporte Rd New Buffalo MI
16.87 km from city center
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 ...
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.

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago

Thu, Dec 17 - Fri, Dec 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$240 Roundtrip, found 6 days ago
$240
Roundtrip
found 6 days ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$331 Roundtrip, found 6 days ago
$331
Roundtrip
found 6 days ago

