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Montgomery

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Montgomery Flights as Low as $56

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Montgomery

Fall in love at first flight with your vacation to Montgomery by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Montgomery on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Montgomery, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Montgomery

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Montgomery with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Montgomery?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Montgomery are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Montgomery?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Montgomery.

What airport is best to fly into Montgomery?

When you’re planning your trip to Montgomery, convenience is the name of the game. Luckily, Montgomery Dupage Airport is nearby so you can deplane and get going on checking off everything on your Montgomery must-do list.

How much are flights to Montgomery?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Montgomery on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $56, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Montgomery?

The trick to saving a stack of cash on your flight to Montgomery? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $56 right now, why wait?

Montgomery Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$56

Last Minute Hotel Deals in Montgomery

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
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 ...
7.8/10 Good! (1,234 reviews)
it is always a nice quiet stay here

Reviewed on Feb 13, 2026

DoubleTree by Hilton Lisle Naperville
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
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 ...
8.4/10 Very Good! (1,402 reviews)
The staff lady was cool and funny on the phone and in person . Room was clean and comfortable I enjoyed my stay for the 2nd time!!! What yall waiting on Go book

Reviewed on Feb 13, 2026

The Champagne Lodge & Luxury Suites
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
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 ...
9/10 Wonderful! (2,557 reviews)
The entire staff was very accommodating and friendly. The rooms were very well stocked and clean. Less than 5 minutes(or less) away from dozens of restaurants and stores too.

Reviewed on Feb 12, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
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. ...
7.8/10 Good! (1,234 reviews)
Yes

Reviewed on Feb 12, 2026

Motel 6 Naperville, IL
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
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. ...
6.4/10 (1,041 reviews)
Check in was quick and simple. The room was clean and that's all i needed for a few hours until i went to the airport. The extra lock on the,door was broken. There also was a coffee pot, but no coffee in the room

Reviewed on Feb 8, 2026

Red Roof Inn PLUS+ Chicago - Willowbrook
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
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 ...
7/10 Good! (1,435 reviews)
yes

Reviewed on Feb 13, 2026

Chicago Club Inn & Suites
Red Roof Inn Chicago - Joliet

Red Roof Inn Chicago - Joliet

2 out of 5
1750 Mcdonough St Joliet IL
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.6/10 (1,002 reviews)
Good

Reviewed on Feb 8, 2026

Red Roof Inn Chicago - Joliet
Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG

3.5 out of 5
120 Water Street Naperville IL
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 ...
9.2/10 Wonderful! (1,002 reviews)
Absolutely amazing. Staff was incredible

Reviewed on Feb 10, 2026

Hotel Indigo Naperville Riverwalk by IHG
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.