Search Deals onMiles Vacation Packages
Miles Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Soldier Field and Millennium Park are located nearby.
Waldorf Astoria Chicago
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Viceroy Chicago
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
21c Museum Hotel Chicago
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this 4-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.
Pendry Chicago
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Millennium Park are located nearby.
Hilton Garden Inn Chicago Downtown Riverwalk
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Glen Club
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and Kohl Children's Museum are located nearby.
Miles Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Miles 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.
Fri, Dec 27 - Sun, Dec 29
XNA
Northwest Arkansas Regional
DBQ
Dubuque Regional
$790 Roundtrip, found 6 days ago
$790
Roundtrip
found 6 days ago
Sat, Dec 28 - Sun, Dec 29
XNA
Northwest Arkansas Regional
DBQ
Dubuque Regional
$794 Roundtrip, found 6 days ago
$794
Roundtrip
found 6 days ago
Thu, Dec 26 - Sun, Dec 29
XNA
Northwest Arkansas Regional
DBQ
Dubuque Regional
$814 Roundtrip, found 6 days ago
$814
Roundtrip
found 6 days ago
Sat, Dec 28 - Mon, Dec 30
XNA
Northwest Arkansas Regional
DBQ
Dubuque Regional
$844 Roundtrip, found 6 days ago
$844
Roundtrip
found 6 days ago
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