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Westville Vacation Packages

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Westville Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Price was $449, price is now $303 per person
$303
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $1,490, price is now $478 per person
$478
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago

Pendry Chicago

4.5 out of 5
Price was $606, price is now $398 per person
$398
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was $766, price is now $517 per person
$517
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
There was no one at the desk to let us into the parking garage one evening, had to pay for additional parking nearby. Parking was expensive. Very high tech hotel, makes it secure. Staff was kind. A little less traditional, do not expect a traditional front desk. Great location, great suite!!

Reviewed on Nov 2, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $804, price is now $547 per person
$547
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Estuvo muy increíble, fue una experiencia maravillosa.Es un lugar precioso me encantó

Reviewed on Nov 1, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $731, price is now $499 per person
$499
per person
Dec 4 - Dec 6
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.
We really enjoyed our stay at RIU - Chicago. The staff was very nice and professional. The room was clean and the bed slept great. Happy hour on the hotel's rooftop was excellent. The city views are amazing and the drinks were great. The rooftop has heating stations at the tables and around the seating areas that allowed us to enjoy the views on the rooftop outside while staying warm. The rooftop also has an observation window that is cute and exciting! Finally, the location of the hotel is close to all the main attractions and the Magnificent Mile. We would definitely stay at the RIU - Chicago again!

Reviewed on Nov 2, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Price was $1,096, price is now $754 per person
$754
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $472, price is now $331 per person
$331
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Westville Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $449, price is now $303 per person
$303
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $1,490, price is now $478 per person
$478
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $606, price is now $398 per person
$398
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $946, price is now $624 per person
$624
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Westville Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $679, price is now $394 per person
$394
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $3,393, price is now $913 per person
$913
per person
Dec 20 - Dec 26
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $751, price is now $464 per person
$464
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $765, price is now $490 per person
$490
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Jan 28 - Sun, Jan 31
MCO
Orlando Intl.
SBN
South Bend Intl.
$162 Roundtrip, found 21 hours ago
$162
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Jan 28 from Orlando Intl. to South Bend Intl., returning Sun, Jan 31, priced at $162 found 21 hours ago
Bargain Flight
Sat, Nov 14 - Wed, Dec 2
BOS
Logan Intl.
SBN
South Bend Intl.
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Nov 14 from Logan Intl. to South Bend Intl., returning Wed, Dec 2, priced at $266 found 1 day ago
Bargain Flight
Sat, Nov 7 - Tue, Nov 10
RIC
Richmond Intl.
SBN
South Bend Intl.
$268 Roundtrip, found 12 hours ago
$268
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Sat, Nov 7 from Richmond Intl. to South Bend Intl., returning Tue, Nov 10, priced at $268 found 12 hours ago
Bargain Flight
Sat, Nov 7 - Wed, Nov 11
CLT
Charlotte-Douglas Intl.
SBN
South Bend Intl.
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Sat, Nov 7 from Charlotte-Douglas Intl. to South Bend Intl., returning Wed, Nov 11, priced at $279 found 3 days ago