Montgomery Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Montgomery 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 $443, price is now $286 per person
$286
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $717, price is now $392 per person
$392
per person
Nov 25 - Nov 29
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $587, price is now $367 per person
$367
per person
Nov 25 - Nov 29
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,512, price is now $966 per person
$966
per person
Nov 13 - Nov 17
found 4 hours ago
Roundtrip flight included
Denver (DEN) 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.
La Banque Hotel
Save 100% on your flight
Price was $719, price is now $459 per person
$459
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $542, price is now $377 per person
$377
per person
Nov 25 - Nov 29
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star 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.
Top Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
30.71 km from city center
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Chicago Club Inn & Suites
630 Pasquinelli Dr, Westmont, IL
33.92 km from city center
Stay at this 3-star business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
Motel 6 Naperville, IL
1585 Naperville Wheaton Road, Naperville, IL
20.06 km from city center
Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
32.89 km from city center
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr, Naperville, IL
21.31 km from city center
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Westin Chicago Lombard
70 Yorktown Center, Lombard, IL
31.09 km from city center
Stay at this 4-star business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road, Lombard, IL
31.19 km from city center
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
Hyatt Regency Lisle near Naperville
1400 Corporetum Drive, Lisle, IL
23.71 km from city center
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Chicago-Oakbrook by IHG
17 W 350 22nd St, Villa Park, IL
34 km from city center
Stay at this 3-star business-friendly hotel in Villa Park. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
2111 Butterfield Rd, Downers Grove, IL
28.09 km from city center
Stay at this 4-star golf hotel in Downers Grove. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our ...
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway, Willowbrook, IL
33.38 km from city center
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Crowne Plaza Lombard Downers Grove by IHG
1250 Roosevelt Road, Glen Ellyn, IL
30.04 km from city center
Stay at this 3.5-star business-friendly hotel in Glen Ellyn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Best Western Chicago - Downers Grove
3010 Finley Rd, Downers Grove, IL
28.79 km from city center
Book a stay at this business-friendly hotel in Downers Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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, Nov 1 - Sun, Nov 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$136 Roundtrip, found 4 days ago
$136
Roundtrip
found 4 days ago
Tue, Nov 4 - Tue, Nov 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Thu, Dec 4 - Tue, Dec 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Sat, Jan 17 - Tue, Jan 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Fri, Oct 24 - Mon, Oct 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago