Search Deals onCrestwood Vacation Packages
Crestwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Save 100% on your flight
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this eco-certified 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 Michigan Avenue are located nearby.
Illinois Beach Hotel
Save 100% on your flight
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Pendry Chicago
Save 100% on your flight
per person
May 8 - May 12
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, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Chicago Hotel Collection - Wrigleyville
Save 100% on your flight
per person
May 29 - Jun 1
found 22 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and room service. Our guests praise the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Courtyard by Marriott Chicago Magnificent Mile
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Save 100% on your flight
per person
May 23 - May 26
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Chicago Hotel Collection River North
per person
Apr 24 - Apr 29
found 23 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, a fitness center, and 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.
Crestwood Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Crestwood Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Apr 10 - Tue, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Sat, Apr 19 - Wed, Apr 23
LAX
Los Angeles Intl.
MDW
Midway Intl.
$257 Roundtrip, just found
$257
Roundtrip
just found
Fri, Jun 20 - Mon, Aug 4
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,013 Roundtrip, found 5 days ago
$1,013
Roundtrip
found 5 days ago
Sat, Apr 19 - Sat, May 3
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,059 Roundtrip, found 6 days ago
$1,059
Roundtrip
found 6 days ago
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