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.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,600, price is now $1,079 per person
$1,079
per person
Jun 4 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Chicago (ORD)
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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,119, price is now $1,155 per person
$1,155
per person
Jun 4 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $2,129, price is now $1,284 per person
$1,284
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $2,010, price is now $1,281 per person
$1,281
per person
Jun 4 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
33.93 km from city center
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
33.47 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. ...
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
32.89 km from city center
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
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 ...
The Westin Chicago Lombard
70 Yorktown Center Lombard IL
31.09 km from city center
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Hyatt Place Chicago/Lombard/Oak Brook
2340 South Fountain Square Drive Lombard IL
31.62 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 ...
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 ...
Sybaris Pool Suites
600 Ogden Ave Downers Grove IL
29.98 km from city center
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Ty Warner Park and Yorktown Shopping Center ...
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
22.12 km from city center
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
21.33 km from city center
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Hilton Chicago/Oak Brook Hills Resort & Conference Center
3500 Midwest Road Oak Brook IL
32.58 km from city center
Book a stay at this spa resort in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Hotel Indigo Naperville Riverwalk by IHG
120 Water Street Naperville IL
16.82 km from city center
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
Embassy Suites by Hilton Chicago Naperville
1823 Abriter Court Naperville IL
19.71 km from city center
Book a stay at this business-friendly hotel in Naperville. 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.
Wed, May 6 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Tue, Apr 7 - Sat, Apr 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Wed, Apr 22 - Sat, May 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Wed, May 13 - Sat, May 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Sat, May 9 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 4 hours ago
$257
Roundtrip
found 4 hours ago