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

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $1,059, price is now $817 per person
$817
per person
Dec 21 - Dec 28
found 12 hours ago
Roundtrip flight included
San Diego (SAN) 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.
Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours.
Reviewed on Nov 14, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,606, price is now $1,102 per person
$1,102
per person
Dec 21 - Dec 28
found 12 hours ago
Roundtrip flight included
San Diego (SAN) 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 $1,576, price is now $1,136 per person
$1,136
per person
Dec 21 - Dec 28
found 12 hours ago
Roundtrip flight included
San Diego (SAN) 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.

The Blackstone, Autograph Collection
Downtown Chicago
Price was $1,126, price is now $829 per person
$829
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip non-stop flight included
San Diego (SAN) 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.

Swissotel - Chicago
Downtown Chicago
Price was $1,323, price is now $1,012 per person
$1,012
per person
Dec 21 - Dec 28
found 12 hours ago
Roundtrip flight included
San Diego (SAN) 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.
Amazing great staff, very friendly front desk! Clean rooms and amazing views.
Reviewed on Nov 15, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Price was $1,080, price is now $829 per person
$829
per person
Dec 21 - Dec 28
found 12 hours ago
Roundtrip flight included
San Diego (SAN) 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.
A
Reviewed on Nov 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sister Lakes
View all tripsTop Hotel Deals

Silver Beach Hotel
100 Main Street Saint Joseph MI
24.81 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 Boulevard Inn & Bistro
521 Lake Blvd Saint Joseph MI
25.14 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
24.49 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 ...

Hampton Inn & Suites Benton Harbor
1921 Pipestone Rd Benton Harbor MI
19.36 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 ...

Tru by Hilton Saint Joseph
2683 West Marquette Woods Road Stevensville MI
27.8 km from city center
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Spark by Hilton Stevensville
5050 Red Arrow Hwy Stevensville MI
27.83 km from city center
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Comfort Suites Stevensville - St. Joseph
2633 W Marquette Woods Rd Stevensville MI
27.71 km from city center
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Courtyard by Marriott St. Joseph Benton Harbor
1295 Cinema Way Benton Harbor MI
20.03 km from city center
Book a stay at this business-friendly hotel in Benton Harbor. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

Holiday Inn Express & Suites St Joseph by IHG
3019 Lakeshore Drive Saint Joseph MI
26.22 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 ...

Holiday Inn Express & Suites Stevensville Benton Harbor by IHG
5120 Red Arrow Highway Stevensville MI
28.09 km from city center
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Silver Beach and Grand Mere ...

LakeWood Inn & Suites
29291 Amerihost Dr Dowagiac MI
10.39 km from city center
Stay at this hotel in Dowagiac. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Beckwith Theatre and Dowagiac Area History Museum ...

Quality Inn & Suites Niles
1265 S 11th St Niles MI
28.35 km from city center
Book a stay at this business-friendly hotel in Niles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Country Inn & Suites by Radisson, Benton Harbor-St. Joseph, MI
2276 Pipestone Rd Benton Harbor MI
19.32 km from city center
Book a stay at this business-friendly hotel in Benton Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff 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.

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago

Tue, Feb 23 - Wed, Feb 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 8 hours ago
$257
Roundtrip
found 8 hours ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago

Tue, Jan 26 - Tue, Feb 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago

