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Top Flight + Hotel Deals

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See all 144 Hotels in Montgomery
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook
of 5, from 1,305 reviews
3.5 out of 5.0

This Willowbrook spa hotel is located about 20 miles southwest of downtown Chicago, 3 miles from the hiking and biking trails of Waterfall Glen. Cog Hill Golf and Country Club is 9.3 miles away.

Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

2340 South Fountain Square Drive, Lombard
of 5, from 1,529 reviews
3.0 out of 5.0

Only 30 minutes by car from downtown Chicago and 5 minutes from highway I-88, Hyatt Place Chicago/Lombard runs a free shuttle to Oakbrook Center mall, 2.5 miles (4 km) away. Chicago's Magnificent Mile is a 30-minute drive, and Chicago O'Hare International Airport is 18 miles (29 km) away.

Red Roof Inn Chicago - Downers Grove

Red Roof Inn Chicago - Downers Grove

1113 Butterfield Road, Downers Grove
of 5, from 1,442 reviews
2.0 out of 5.0

Situated in Downers Grove, this hotel is 0.9 mi (1.4 km) from Yorktown Shopping Center and within 6 mi (10 km) of Mayslake Peabody Mansion and Oakbrook Center Mall. Belmont Prairie Nature Preserve and Drury Lane Theater are also within 6 mi (10 km).

Red Roof PLUS+ Chicago - Naperville

Red Roof PLUS+ Chicago - Naperville

1698 West Diehl Road, Naperville
of 5, from 1,316 reviews
2.5 out of 5.0

Situated in Naperville, this motel is within 6 mi (10 km) of Brunswick Zone, Chicago Premium Outlets, and Centennial Beach. Moser Tower and Millennium Carillon and Naper Settlement Museum are also within 6 mi (10 km).

Top Deals on Flights

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.


Is Montgomery missing from your vacation bucket list? That isn't a surprise! It's off the beaten track, but still worth checking out.

Packages in Montgomery

It is very easy to book and save with your flight and accommodation deals via Expedia. You will save your money and time by effortlessly combining your hotel and flight bookings with us. Extra money on your Montgomery trip means more fun!

You can save up to $603 by booking a package deal.

With roughly 400 partner airlines and 321,000 hotels worldwide available to you on our large database, your dream trip can come to life.

Expedia's amazing deals will get you super-excited about a trip to Montgomery.

You want to make a reservation but you're not sure? There are no extra charges from us if you make changes to almost any reservation.

Montgomery Vacation Packages

From Montgomery, it's 40 miles east to Chicago and 95 miles north to Milwaukee.

Many tourists go to nearby Aurora to stop at Chicago Premium Outlets and Aurora University. You can get to this location by driving 4 miles to the northeast.

Stretch out those weary muscles and go for a relaxing walk by the water. Ohio Street Beach, 40 miles to the east, and North Avenue Beach, 40 miles to the east, are two great choices.

If you enjoy exploring Mother Nature, check out one of the Montgomery region's natural attractions. York Woods County Forest Preserve is 25 miles from Montgomery, while Belmont Prairie Nature Preserve sits 17 miles away.

If you're looking to escape into nature, head to Hudson Crossing Park. It's only a stone's throw away!

Silver Cross Field is 20 miles southeast of Montgomery. It's here you can watch the Joliet Slammers in action. On game days, follow the sea of green, orange and white to the stadium. Afterwards, join fellow sports lovers at a nearby drinking hole for a few post-game beers.

To snowboard on fresh pistes, plan a trip to Four Lakes Alpine Snowsports or Raging Buffalo Snowboard Ski Park.

Parkside Lanes and Phillips Park Family Aquatic Center are just a handful of the interesting places in Oswego, a destination 4 miles from Montgomery. Another possibility is Sugar Grove. It's 5 miles out of Montgomery, and boasts Orchard Valley Golf Course and Splash Country Waterpark.

Western Suburbs is 6 miles to the northeast of Montgomery. This regional center is known for Grand Army of the Republic Hall, Hollywood Casino and Odyssey Fun World. Chasers Laser Tag and Island Park are also great options if you have time for more.

Illinois offers several healthy ways to get out into its alluring landscapes. Adventurous souls should try their hand at mountain biking and rock climbing.

When the time has come to get your flight, it's good to remember that the handiest airport is roughly 16 miles to the southeast.

Accommodation in Montgomery

Hotel and apartment options in Montgomery are quite limited. Before you leave, view the latest listings and deals on Expedia's comprehensive Montgomery lodging guide.

The Hampton Inn & Suites Aurora and Holiday Inn Aurora are the best accommodation options in Montgomery.