$142 Cheap Flights from Montgomery (MGM) to Chicago (CHI)

View $142 flight on Fri, Dec 12, 2025Opens in a new window

Popular airlines from Montgomery Regional Airport (MGM) to Chicago

Cheap Flights from Montgomery to Chicago (MGM-CHI)

Prices were available within the past 7 days and start at $142 for one-way flights and $309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 2 - Fri, Dec 5
MGM
Montgomery
ORD
Chicago
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 2 from Montgomery to Chicago, returning Fri, Dec 5, priced at $309 found 2 days ago
Delta
Thu, Dec 25 - Tue, Jan 13
MGM
Montgomery
MDW
Chicago
$328 Roundtrip, found 2 hours ago
$328
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Dec 25 from Montgomery to Chicago, returning Tue, Jan 13, priced at $328 found 2 hours ago
Delta
Tue, Dec 30 - Wed, Jan 7
MGM
Montgomery
ORD
Chicago
$328 Roundtrip, found 2 hours ago
$328
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Dec 30 from Montgomery to Chicago, returning Wed, Jan 7, priced at $328 found 2 hours ago
American Airlines
Wed, Feb 25 - Sat, Feb 28
MGM
Montgomery
ORD
Chicago
$334 Roundtrip, found 2 days ago
$334
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Feb 25 from Montgomery to Chicago, returning Sat, Feb 28, priced at $334 found 2 days ago
American Airlines
Sun, Nov 23 - Thu, Nov 27
MGM
Montgomery
ORD
Chicago
$342 Roundtrip, found 5 days ago
$342
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Nov 23 from Montgomery to Chicago, returning Thu, Nov 27, priced at $342 found 5 days ago
Delta
Thu, Jan 22 - Tue, Feb 3
MGM
Montgomery
ORD
Chicago
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jan 22 from Montgomery to Chicago, returning Tue, Feb 3, priced at $346 found 2 days ago
American Airlines
Thu, Nov 20 - Mon, Nov 24
MGM
Montgomery
ORD
Chicago
$346 Roundtrip, found 5 days ago
$346
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Nov 20 from Montgomery to Chicago, returning Mon, Nov 24, priced at $346 found 5 days ago
American Airlines
Sun, Jan 11 - Sat, Jan 17
MGM
Montgomery
ORD
Chicago
$348 Roundtrip, found 7 hours ago
$348
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Jan 11 from Montgomery to Chicago, returning Sat, Jan 17, priced at $348 found 7 hours ago
American Airlines
Sun, Jan 11 - Sat, Jan 17
MGM
Montgomery
ORD
Chicago
$349 Roundtrip, found 7 hours ago
$349
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Jan 11 from Montgomery to Chicago, returning Sat, Jan 17, priced at $349 found 7 hours ago
Delta
Thu, Dec 4 - Sat, Dec 6
MGM
Montgomery
ORD
Chicago
$352 Roundtrip, found 2 days ago
$352
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Dec 4 from Montgomery to Chicago, returning Sat, Dec 6, priced at $352 found 2 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $372
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $372

Frequently asked questions

How much is a flight from MGM to Chicago, IL (CHI-All Airports)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between MGM and Chicago, IL (CHI-All Airports) was $309. Great fares don't wait forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Montgomery Regional Airport (MGM) to Chicago, IL (CHI-All Airports)?
The majority of flights can be canceled online, but each airline has a different set of terms and conditions. If you do have to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from MGM to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Montgomery Regional Airport to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Montgomery Regional Airport (MGM) to Chicago, IL (CHI-All Airports)?
That movie you've been eager to see will have to wait — the flight distance between Montgomery Regional Airport (MGM) and Chicago, IL (CHI-All Airports) (CHI) is only 684 mi. The captain will be telling you to buckle up for touchdown before you know it.
Which airlines fly direct from MGM to Chicago, IL (CHI-All Airports)?
Unfortunately, there aren't any airlines that fly direct between Montgomery Regional Airport (MGM) and Chicago, IL (CHI-All Airports). You'll have to book a flight with at least one stop.
Are MGM to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Montgomery Regional Airport (MGM) to Chicago, IL (CHI-All Airports) can be hit-or-miss. You may be able to find a bargain, but then again, you could miss out! If you'd prefer to start your trip planning early on, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines advertise their prices that far in advance. Our suggestion? Check back often as prices are updated regularly.

Travel information

Origin airport
Montgomery Regional
Destination airport
O'Hare Intl.
Roundtrip price
$309
Distance
673 mi

Book with confidence

Montgomery to Chicago Flights

The cheapest times to fly from Montgomery to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Montgomery to Chicago are during the month of December. You can find some of the cheapest flights from Montgomery to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Montgomery to Chicago

Sunday is one of the best days to book for cheap flights from Montgomery to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Montgomery to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Montgomery to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $142 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Montgomery to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Montgomery to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Montgomery to Chicago Flights

Explore a world of travel with Expedia

*Available to One Key members.