
West Loop Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
West Loop Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
Save 100% on your flight
Price was $751, price is now $455 per person
$455
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,749, price is now $949 per person
$949
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $3,288, price is now $2,071 per person
$2,071
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
Save 100% on your flight
Price was $1,396, price is now $895 per person
$895
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $2,201, price is now $1,416 per person
$1,416
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 United Center and Chicago Riverwalk are located nearby.

Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,906, price is now $1,245 per person
$1,245
per person
Oct 24 - Nov 1
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Top Hotel Deals

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
0.41 km from West Loop
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...

Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
1.27 km from West Loop
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...

Level Chicago Fulton Market
354 North Union Avenue, Chicago, IL
0.87 km from West Loop
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are ...

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
2.4 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
3.18 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
2.29 km from West Loop
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
23.43 km from West Loop
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
2.3 km from West Loop
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...

Freehand Chicago
19 East Ohio Street, Chicago, IL
2.35 km from West Loop
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
2.53 km from West Loop
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 ...

The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
1.56 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street, Chicago, IL
2.87 km from West Loop
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...

Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
2.72 km from West Loop
Stay at this 4-star family-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.

Sat, Oct 4 - Wed, Oct 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 1 hour ago
$152
Roundtrip
found 1 hour ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 2 hours ago
$165
Roundtrip
found 2 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$211 Roundtrip, found 2 hours ago
$211
Roundtrip
found 2 hours ago