
Hessville Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hessville Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,241, price is now $833 per person
$833
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) 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.
We had a wonderful stay! The hotel was very clean, and the staff who checked us in and out were incredibly kind and welcoming. The location was perfect—we were able to walk everywhere we wanted to go, which made our trip so convenient. I would definitely stay here again!
Reviewed on Jul 2, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,646, price is now $975 per person
$975
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) 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.
Our first time visiting Chicago and the hotel was hands down the best. Located in downtown Chicago, which made everything pretty much walking distance. The complimentary breakfast (buffet style) was great with many options to choose from. Staff were amazing and were kind enough to accommodate us with an early check- in (with an extra cost since we arrived in at 7:30am).
My one and only complaint was that it would have been nice to have our breakfast included with the early check in since we paid $100 for that. We were told that we were welcome to go have breakfast but at an additional cost which was $25/adult and $12/child. We paid it since we had just come in from a long flight and wanted some food. Overall a great experience, we definitely plan on staying again at our next trip to Chicago.
Reviewed on Jul 3, 2026

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,779, price is now $1,143 per person
$1,143
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this 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.
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,721, price is now $1,154 per person
$1,154
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) 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.
Excellente
Reviewed on Jul 1, 2026

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,301, price is now $924 per person
$924
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) 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.
No one answers the phone at the spa.
Bathtub clogged, engineering called and I was simply told the tub was not clogged so had to shower with water up to my ankles.
They do have a bar but it’s not well stocked.
The blinds in the room don’t hang properly, they’re wonky, and have to be moved by chain.
This is not a 4 star hotel. It’s not 3 either. Save your money and stay at a nice Hampton or Courtyard instead. This is a gross place, terrible staff.
Reviewed on Jul 2, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,543, price is now $1,104 per person
$1,104
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
10/10
Reviewed on Jul 3, 2026
Top Hotel Deals

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond
7720 Corinne Dr Hammond IN
2.29 km from Hessville
Book a stay at this business-friendly hotel in Hammond. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...

Motel 6 Hammond, IN - Chicago Area
3840 179th St Hammond IN
2.65 km from Hessville
Stay at this motel in Hammond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...

Best Western Northwest Indiana Inn
3830 179th Street Hammond IN
2.62 km from Hessville
Book a stay at this business-friendly hotel in Hammond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Holiday Inn Express & Suites Hammond by IHG
2918 Carlson Drive Hammond IN
2.21 km from Hessville
Book a stay at this business-friendly hotel in Hammond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
30.65 km from Hessville
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
32.26 km from Hessville
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
31.6 km from Hessville
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...

Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
20.99 km from Hessville
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...

Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
15.44 km from Hessville
Stay at this hotel in South Holland. Enjoy free WiFi, free parking, and room service. Popular attractions Midwest Carvers Museum and Ravisloe Country Club are ...

Wind Creek Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
15.77 km from Hessville
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...

DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
25.82 km from Hessville
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

Hyatt Place Chicago Midway Airport
6550 S Cicero Ave Chicago IL
31.69 km from Hessville
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
31.81 km from Hessville
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. 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.

Wed, Aug 19 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago

Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$238 Roundtrip, found 9 hours ago
$238
Roundtrip
found 9 hours ago

Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$248 Roundtrip, found 9 hours ago
$248
Roundtrip
found 9 hours ago

Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 9 hours ago
$277
Roundtrip
found 9 hours ago

Tue, Aug 25 - Tue, Sep 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago

