
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 Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,087, price is now $682 per person
$682
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,827, price is now $934 per person
$934
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,645, price is now $1,099 per person
$1,099
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,363, price is now $913 per person
$913
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,424, price is now $957 per person
$957
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,401, price is now $1,035 per person
$1,035
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago 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 ...

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 ...

Irish Lodge South Bend
52709 Indiana State Route 933 South Bend IN
33.1 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 ...

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 ...

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 ...

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 ...

Hampton Inn & Suites Benton Harbor
1921 Pipestone Rd Benton Harbor MI
26.13 km from city center
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 ...

Days Inn South Bend / Notre Dame
236 N Dixie Way South Bend IN
33.73 km from city center
Stay at this motel in South Bend. Enjoy free WiFi, free parking, and a 24-hour front desk. 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 ...

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 ...

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 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.

Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 21 hours ago
$150
Roundtrip
found 21 hours ago

Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 21 hours ago
$154
Roundtrip
found 21 hours ago

Wed, Aug 19 - Sun, Sep 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago

Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 21 hours ago
$189
Roundtrip
found 21 hours ago

Tue, Aug 25 - Tue, Sep 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago

