
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 $851, price is now $519 per person
$519
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $3,267, price is now $2,050 per person
$2,050
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.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $2,179, price is now $1,394 per person
$1,394
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.

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
Save 100% on your flight
Price was $1,388, price is now $890 per person
$890
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 Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,214, price is now $794 per person
$794
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and 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 day ago
$152
Roundtrip
found 1 day ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 17 hours ago
$165
Roundtrip
found 17 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago

Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago