Hooppole Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hooppole Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,144, price is now $687 per person
$687
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,776, price is now $941 per person
$941
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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.
Room was dirty, hair all over sheets and pillow cases. There was No pool on property which was a disappointment.
Reviewed on Jul 22, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,534, price is now $897 per person
$897
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,352, price is now $831 per person
$831
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,581, price is now $1,008 per person
$1,008
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Chicago (ORD)
Book a stay at this 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 United Center and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,462, price is now $966 per person
$966
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Hotel was nice and close to the amenities of the pier. Only downside was most attractions are in the city which makes this location not as ideal.
Reviewed on Jul 22, 2026
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Sep 2 - Tue, Sep 8
LAS
Harry Reid Intl.
MLI
Quad City Intl.
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Tue, Sep 15 - Sat, Sep 19
LAS
Harry Reid Intl.
MLI
Quad City Intl.
$271 Roundtrip, found 4 hours ago
$271
Roundtrip
found 4 hours ago
Tue, Sep 15 - Sat, Sep 19
LAS
Harry Reid Intl.
MLI
Quad City Intl.
$271 Roundtrip, found 4 hours ago
$271
Roundtrip
found 4 hours ago
Tue, Oct 20 - Tue, Nov 3
LAS
Harry Reid Intl.
MLI
Quad City Intl.
$587 Roundtrip, found 5 days ago
$587
Roundtrip
found 5 days ago