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Orange Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $665, price is now $565 per person
$565
per person
Dec 17 - Dec 21
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.
Staff was friendly

Reviewed on Oct 29, 2026

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Price was $783, price is now $637 per person
$637
per person
Dec 17 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
Price was $817, price is now $720 per person
$720
per person
Dec 17 - Dec 21
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Very conveniently located on the downtown mall, this is a classy place to stay. But prices vary greatly depending on the day of the week you are staying. Well worth it for $200-$250. But not for prices of around $700 I saw posted for Thurs-Sun. The bar/lobby is elegant. The pool/hot tub is a great amenity. Was disappointed that the description said free parking-it cost $20/night which is lower than a lot of places but when advertised as free, that's unfortunate.

Reviewed on Nov 1, 2026

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $635, price is now $571 per person
$571
per person
Dec 17 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
Price was $643, price is now $611 per person
$611
per person
Dec 17 - Dec 21
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Price was $692, price is now $681 per person
$681
per person
Dec 17 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Downtown Mall and Monticello are located nearby.
Rooms

Reviewed on Oct 31, 2026

Orange Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $665, price is now $565 per person
$565
per person
Dec 17 - Dec 21
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $783, price is now $637 per person
$637
per person
Dec 17 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
Price was $817, price is now $720 per person
$720
per person
Dec 17 - Dec 21
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $635, price is now $571 per person
$571
per person
Dec 17 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)

Top Flight Deals

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

Bargain Flight
Tue, Nov 17 - Fri, Nov 27
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$298 Roundtrip, found 3 hours ago
$298
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Nov 17 from LaGuardia to Charlottesville-Albemarle, returning Fri, Nov 27, priced at $298 found 3 hours ago
United
Tue, Jan 5 - Sat, Jan 9
EWR
Newark Liberty Intl. Airport
CHO
Charlottesville-Albemarle
$309 Roundtrip, found 6 hours ago
$309
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Jan 5 from Newark Liberty Intl. Airport to Charlottesville-Albemarle, returning Sat, Jan 9, priced at $309 found 6 hours ago
United
Tue, Feb 9 - Tue, Feb 16
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$341 Roundtrip, found 5 hours ago
$341
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Feb 9 from George Bush Intercontinental to Charlottesville-Albemarle, returning Tue, Feb 16, priced at $341 found 5 hours ago
Delta
Mon, Apr 19 - Sat, Apr 24
DAL
Love Field
CHO
Charlottesville-Albemarle
$349 Roundtrip, found 11 hours ago
$349
Roundtrip
found 11 hours ago
Select Delta flight, departing Mon, Apr 19 from Love Field to Charlottesville-Albemarle, returning Sat, Apr 24, priced at $349 found 11 hours ago