
Sawyer Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Judy Mahoney
Sawyer Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $617, price is now $449 per person
$449
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $796, price is now $506 per person
$506
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,532, price is now $986 per person
$986
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

La Banque Hotel
Save 100% on your flight
Price was $739, price is now $479 per person
$479
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $757, price is now $536 per person
$536
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Sonesta Chicago O'Hare Airport Rosemont
O'Hare
Save 100% on your flight
Price was $628, price is now $456 per person
$456
per person
Nov 13 - Nov 17
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Rivers Casino are located nearby.
Top Hotel Deals

Quality Inn
12850 Super Dr, Exit 12, I-94 At Sawyer Road, Sawyer, MI
0.62 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. ...

Silver Beach Hotel
100 Main Street, Saint Joseph, MI
26.58 km from city center
Stay at this 3.5-star business-friendly hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

The Boulevard Inn & Bistro
521 Lake Blvd, Saint Joseph, MI
26.21 km from city center
Stay at this 3.5-star hotel in Saint Joseph. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant 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 3-star hotel in South Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
15.23 km from city center
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...

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 ...

Baymont by Wyndham New Buffalo
18800 Harbor Country Drive, New Buffalo, MI
16.79 km from city center
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
16.88 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 ...

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
31.13 km from city center
Stay at this 3.5-star 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 ...

Best Western Benton Harbor-St. Joseph
1592 Mall Dr, Benton Harbor, MI
25.6 km from city center
Book a stay at this business-friendly hotel in Benton Harbor. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the ...

The Inn At Harbor Shores
800 Whitwam Dr, Saint Joseph, MI
27.34 km from city center
Stay at this 3.5-star spa hotel in Saint Joseph. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

The Inn at Saint Mary's
53993 Indiana State Route 933, South Bend, IN
34.34 km from city center
Book a stay at this family-friendly hotel in South Bend. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

La Quinta Suites by Wyndham South Bend Notre Dame Area
52554 STATE ROAD 933, South Bend, IN
33.09 km from city center
Stay at this 3-star business-friendly hotel in South Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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, Oct 18 - Sun, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago

Sat, Oct 4 - Wed, Oct 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago

Fri, Dec 5 - Sun, Dec 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago

Wed, Dec 3 - Mon, Dec 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago

Tue, Oct 7 - Fri, Oct 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago