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Sheridan Vacation Packages

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Sheridan Flight + Hotel Packages

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

Kinzie Hotel

4 out of 5
per person
May 24 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG

3 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 3-star golf hotel in Glenview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kohl Children's Museum and Glenview Prairie Golf Club are located nearby.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
Save 100% on your flight
per person
May 1 - May 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hard Rock Casino Northern Indiana and Ameristar Casino East Chicago are located nearby.
Embassy Suites by Hilton Chicago Schaumburg Woodfield

Embassy Suites by Hilton Chicago Schaumburg Woodfield

3.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and LEGOLAND® Discovery Center are located nearby.
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Sheridan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

Sheridan Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 1 - May 6
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 1 - May 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

Top Flight Deals

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

Spirit Airlines
Thu, Apr 10 - Tue, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Apr 10 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 15, priced at $134 found 2 days ago
EVA Airways
Fri, Jun 20 - Mon, Aug 4
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,013 Roundtrip, found 3 days ago
$1,013
Roundtrip
found 3 days ago
Select EVA Airways flight, departing Fri, Jun 20 from Hong Kong Intl. to O'Hare Intl., returning Mon, Aug 4, priced at $1,013 found 3 days ago
American Airlines
Sat, Apr 19 - Sat, May 3
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,059 Roundtrip, found 4 days ago
$1,059
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 19 from Pudong Intl. to O'Hare Intl., returning Sat, May 3, priced at $1,059 found 4 days ago
Cathay Pacific
Sat, Apr 19 - Sat, May 3
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$1,611 Roundtrip, found 4 days ago
$1,611
Roundtrip
found 4 days ago
Select Cathay Pacific flight, departing Sat, Apr 19 from Hongqiao Intl. to O'Hare Intl., returning Sat, May 3, priced at $1,611 found 4 days ago