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Cheap flights from Chicago Midway Airport to Montgomery from $243

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Montgomery departing on 1/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Montgomery

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m1 stop
Delta Logo
6:00 am - 10:06 am
MGM
-
MDW
4h 06m1 stop
$283Delta
Fri, Feb 13 - Sun, Feb 15
Delta Logo
10:49 am - 5:43 pm
MDW
-
MGM
6h 54m1 stop
Delta Logo
4:00 pm - 10:31 pm
MGM
-
MDW
6h 31m1 stop
$338Delta
Wed, Mar 4 - Sat, Mar 7
Delta Logo
6:00 am - 11:47 am
MDW
-
MGM
5h 47m1 stop
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$398Delta
Tue, Jun 2 - Sun, Jun 7
Delta Logo
6:00 am - 11:47 am
MDW
-
MGM
5h 47m1 stop
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$428Delta
Thu, Jun 4 - Sun, Jun 7
Delta Logo
6:00 am - 1:43 pm
MDW
-
MGM
7h 43m1 stop
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$466Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
10:49 am - 5:43 pm
MDW
-
MGM
6h 54m1 stop
Delta Logo
6:25 pm - 10:33 pm
MGM
-
MDW
4h 08m1 stop
$477Delta
Thu, Feb 26 - Tue, Mar 3
Delta Logo
1:00 pm - 10:38 pm
MDW
-
MGM
9h 38m2 stops
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$516Delta
Tue, Jun 2 - Sun, Jun 7
Delta Logo
1:00 pm - 10:38 pm
MDW
-
MGM
9h 38m2 stops
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$536Delta
Mon, Jun 1 - Sun, Jun 7
Delta Logo
1:00 pm - 10:38 pm
MDW
-
MGM
9h 38m2 stops
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$537Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
6:00 am - 1:43 pm
MDW
-
MGM
7h 43m1 stop
Delta Logo
6:00 am - 9:51 am
MGM
-
MDW
3h 51m1 stop
$551Delta
Mon, Jun 1 - Sun, Jun 7

Delta flights from Chicago Midway Airport to Montgomery, Alabama

Our best Delta deals on Chicago Midway Airport to Montgomery, Alabama flight tickets
Delta
Feb 13
MDW6:00 amChicago Midway
5h 55m
1 stop
MGM11:55 amMontgomery Dannelly Field
Feb 15
MGM6:00 amMontgomery Dannelly Field
4h 06m
1 stop
MDW10:06 amChicago Midway
$283
Find similar
Delta
Mar 4
MDW10:49 amChicago Midway
6h 54m
1 stop
MGM5:43 pmMontgomery Dannelly Field
Mar 7
MGM4:00 pmMontgomery Dannelly Field
6h 31m
1 stop
MDW10:31 pmChicago Midway
$338
Find similar
Delta
Jun 2
MDW6:00 amChicago Midway
5h 47m
1 stop
MGM11:47 amMontgomery Dannelly Field
Jun 7
MGM6:00 amMontgomery Dannelly Field
3h 51m
1 stop
MDW9:51 amChicago Midway
$398
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Montgomery, Alabama that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montgomery, Alabama that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 2/13

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Sun 2/15

6:00 am-10:06 am

1 stop4h 06m

$283

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 3/4

10:49 am-5:43 pm

1 stop6h 54m

Montgomery Dannelly Field

Sat 3/7

4:00 pm-10:31 pm

1 stop6h 31m

$338

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 6/2

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$398

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 6/4

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$428

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 6/5

6:00 am-1:43 pm

1 stop7h 43m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$466

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 2/26

10:49 am-5:43 pm

1 stop6h 54m

Montgomery Dannelly Field

Tue 3/3

6:25 pm-10:33 pm

1 stop4h 08m

$477

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 6/2

1:00 pm-10:38 pm

2 stops9h 38m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$516

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 6/1

1:00 pm-10:38 pm

2 stops9h 38m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$536

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 6/5

1:00 pm-10:38 pm

2 stops9h 38m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$537

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 6/1

6:00 am-1:43 pm

1 stop7h 43m

Montgomery Dannelly Field

Sun 6/7

6:00 am-9:51 am

1 stop3h 51m

$551

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Montgomery from

How to get the cheapest flight ticket from Chicago Midway Airport to Montgomery, Alabama

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Montgomery, Alabama?

The cheapest day to depart from Chicago Midway Airport to Montgomery, Alabama is on a Wednesday. Travelers who choose to depart for Montgomery, Alabama on a Wednesday will often find tickets for as low as $353. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $637. These prices are subject to change though, so be sure to set up a Price Alert for flights to Montgomery, Alabama.

What is the cheapest time of day to depart on your flight to Montgomery, Alabama?

Our data shows that the cheapest Chicago Midway Airport to Montgomery, Alabama flights are usually those with departure times in the morning. Our users have found flights to Montgomery, Alabama in the morning for as low as $471. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $505 on average. Flights to Montgomery, Alabama from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Montgomery, Alabama

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Montgomery, Alabama according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Montgomery, Alabama (MDW to MGM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Montgomery, Alabama

Fastest flight time

4h 56m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montgomery, Alabama takes 4h 56m
There are no direct flights from Chicago Midway Airport to Montgomery, Alabama. There are no popular flight routes from Chicago Midway Airport to Montgomery, Alabama.
Search flight deals

  • How far is Chicago Midway to Montgomery Dannelly Field by plane?

    There are 655.2 mi between Chicago Midway and Montgomery Dannelly Field. By plane, this route typically takes 4h 56m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Montgomery Dannelly Field Airport?

    Prices for flights from Chicago Midway Airport to Montgomery Dannelly Field Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Montgomery Dannelly Field Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Montgomery Dannelly Field Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Montgomery Dannelly Field Airport.

  • What documentation or ID do you need to fly to Montgomery Dannelly Field Airport?

    The necessary travel and health documents for your Montgomery Dannelly Field Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago Midway Airport to Montgomery, Alabama?

Best airlines flying from Chicago Midway Airport to Montgomery, Alabama

Compare and see reviews for airlines that fly from Chicago Midway Airport to Montgomery, Alabama with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $241Free CancellationRating
7.9
8,019 reviews
Search Delta flights

Traveling to a place near Montgomery?

Book flights to Montgomery if you plan to visit one of these locations
Prattville
Troy
Wetumpka
Greenville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Montgomery?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Montgomery from Chicago.

Can I find flights from Chicago to Montgomery with flexible booking policies on momondo?

Yes. All flights to Montgomery from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Montgomery?

momondo helps you find the best flight between Chicago and Montgomery by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Montgomery right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Montgomery flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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