Ingleside Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Ingleside 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 $372, price is now $253 per person
$253
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Save 100% on your flight
Price was $599, price is now $397 per person
$397
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $453, price is now $313 per person
$313
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 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.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $515, price is now $359 per person
$359
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
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 rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $465, price is now $325 per person
$325
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $585, price is now $416 per person
$416
per person
Jan 23 - Jan 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Top Hotel Deals
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
16.15 km from city center
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Chicago/Hoffman Estates
2750 Greenspoint Pkwy Hoffman Estates IL
35.39 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn & Suites Arlington Heights - Buffalo Grove
3700 N Wilke Rd Arlington Heights IL
28.77 km from city center
Stay at this hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Staybridge Suites, Lincolnshire by IHG
100 Barclay Blvd Lincolnshire IL
26.53 km from city center
Book a stay at this business-friendly hotel in Lincolnshire. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
20.86 km from city center
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
22.86 km from city center
Book a stay at this boutique hotel in Vernon Hills. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir Rolling Meadows IL
33.35 km from city center
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn & Suites Chicago/Hoffman Estates
2825 Greenspoint Pkwy Hoffman Estates IL
35.08 km from city center
Stay at this hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hampton Inn & Suites Chicago Waukegan
438 Lakehurst Road Waukegan IL
19.83 km from city center
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful ...
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
29.34 km from city center
Book a stay at this family-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn & Suites Mundelein-Vernon Hills
517 E Highway 83 Mundelein IL
19.93 km from city center
Book a stay at this business-friendly hotel in Mundelein. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
19.77 km from city center
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Inn on Sheridan
2723 Sheridan Rd Zion IL
26.75 km from city center
Book a stay at this business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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.
Wed, Dec 24 - Wed, Jan 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Thu, Dec 25 - Thu, Jan 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$234 Roundtrip, found 2 days ago
$234
Roundtrip
found 2 days ago
Wed, Dec 17 - Wed, Dec 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$617 Roundtrip, found 2 days ago
$617
Roundtrip
found 2 days ago
Wed, Dec 17 - Tue, Dec 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$653 Roundtrip, found 2 days ago
$653
Roundtrip
found 2 days ago
Mon, Dec 22 - Fri, Jan 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$663 Roundtrip, found 2 days ago
$663
Roundtrip
found 2 days ago