West Loop Vacation Packages for 2026

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Top Hotel Deals

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
1.27 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
0.41 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

2.5 out of 5
116 North Jefferson Street Chicago IL
0.8 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
354 North Union Avenue Chicago IL
0.87 km from West Loop
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
2.47 km from West Loop
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
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 ...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
2.06 km from West Loop
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
2.27 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
2.31 km from West Loop
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
2.12 km from West Loop
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 ...
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
2.39 km from West Loop
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
900 E Grand Chicago IL
4.13 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 restaurant and the helpful ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
2.54 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
2.53 km from West Loop
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
2.25 km from West Loop
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
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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.

Frontier Airlines
Wed, Mar 18 - Tue, Mar 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Mar 18 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 31, priced at $140 found 6 days ago
Spirit Airlines
Thu, May 7 - Tue, May 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 7 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 19, priced at $188 found 5 days ago
United
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$695 Roundtrip, found 2 days ago
$695
Roundtrip
found 2 days ago
Select United flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $695 found 2 days ago
American Airlines
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$777 Roundtrip, found 2 days ago
$777
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $777 found 2 days ago
Alaska Airlines
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$788 Roundtrip, found 2 days ago
$788
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $788 found 2 days ago