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Cheap flights from Chicago Midway Airport to Montgomery from $331

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 9/23. 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

Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
Delta Logo
12:30 pm - 4:25 pmMGM-MDW
3h 55m1 stop
$382Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
Delta Logo
4:30 pm - 9:10 pmMGM-MDW
4h 40m1 stop
$384Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
Delta Logo
10:35 am - 3:16 pmMDW-MGM
4h 41m1 stop
Delta Logo
6:24 pm - 10:14 pmMGM-MDW
3h 50m1 stop
$390Delta
Find Deal
Sat, Oct 11 - Mon, Oct 20
Delta Logo
6:00 am - 12:06 pmMDW-MGM
6h 06m1 stop
Delta Logo
6:24 pm - 10:14 pmMGM-MDW
3h 50m1 stop
$518Delta
Find Deal
Tue, Oct 21 - Fri, Oct 24
Delta Logo
12:43 pm - 5:46 pmMDW-MGM
5h 03m1 stop
Delta Logo
6:00 am - 11:48 amMGM-MDW
5h 48m1 stop
$538Delta
Find Deal
Fri, Oct 3 - Sun, Oct 5
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
Delta Logo
6:00 am - 11:48 amMGM-MDW
5h 48m1 stop
$539Delta
Find Deal
Wed, Oct 1 - Sun, Oct 5
Delta Logo
1:00 pm - 10:30 pmMDW-MGM
9h 30m2 stops
Delta Logo
9:30 am - 4:25 pmMGM-MDW
6h 55m1 stop
$541Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
5:04 pm - 10:33 pmMDW-MGM
5h 29m1 stop
Delta Logo
6:05 am - 9:40 amMGM-MDW
3h 35m1 stop
$548Delta
Find Deal
Mon, Oct 20 - Fri, Oct 24
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
Delta Logo
6:00 am - 9:40 amMGM-MDW
3h 40m1 stop
$558Delta
Find Deal
Tue, Sep 30 - Fri, Oct 3
Delta Logo
12:43 pm - 5:46 pmMDW-MGM
5h 03m1 stop
Delta Logo
6:00 am - 11:48 amMGM-MDW
5h 48m1 stop
$628Delta
Find Deal
Fri, Oct 3 - Sun, Oct 5

Delta flights from Chicago Midway Airport to Montgomery, Alabama

Our best Delta deals on Chicago Midway Airport to Montgomery, Alabama flight tickets
Delta
Mar 10
MDW6:00 amChicago Midway
5h 49m
1 stop
MGM11:49 amMontgomery Dannelly Field
Mar 11
MGM12:30 pmMontgomery Dannelly Field
3h 55m
1 stop
MDW4:25 pmChicago Midway
$382
Find similar
Delta
Sep 30
MDW6:00 amChicago Midway
5h 49m
1 stop
MGM11:49 amMontgomery Dannelly Field
Oct 4
MGM4:30 pmMontgomery Dannelly Field
4h 40m
1 stop
MDW9:10 pmChicago Midway
$384
Find similar
Delta
Oct 11
MDW10:35 amChicago Midway
4h 41m
1 stop
MGM3:16 pmMontgomery Dannelly Field
Oct 20
MGM6:24 pmMontgomery Dannelly Field
3h 50m
1 stop
MDW10:14 pmChicago Midway
$390
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 September 17, 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

Tue 3/10

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Wed 3/11

12:30 pm-4:25 pm

1 stop3h 55m

$382

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 9/30

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Sat 10/4

4:30 pm-9:10 pm

1 stop4h 40m

$384

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sat 10/11

10:35 am-3:16 pm

1 stop4h 41m

Montgomery Dannelly Field

Mon 10/20

6:24 pm-10:14 pm

1 stop3h 50m

$390

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 10/21

6:00 am-12:06 pm

1 stop6h 06m

Montgomery Dannelly Field

Fri 10/24

6:24 pm-10:14 pm

1 stop3h 50m

$518

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 10/3

12:43 pm-5:46 pm

1 stop5h 03m

Montgomery Dannelly Field

Sun 10/5

6:00 am-11:48 am

1 stop5h 48m

$538

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 10/1

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Sun 10/5

6:00 am-11:48 am

1 stop5h 48m

$539

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 3/10

1:00 pm-10:30 pm

2 stops9h 30m

Montgomery Dannelly Field

Wed 3/11

9:30 am-4:25 pm

1 stop6h 55m

$541

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 10/20

5:04 pm-10:33 pm

1 stop5h 29m

Montgomery Dannelly Field

Fri 10/24

6:05 am-9:40 am

1 stop3h 35m

$548

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 9/30

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Fri 10/3

6:00 am-9:40 am

1 stop3h 40m

$558

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 10/3

12:43 pm-5:46 pm

1 stop5h 03m

Montgomery Dannelly Field

Sun 10/5

6:00 am-11:48 am

1 stop5h 48m

$628

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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

Direct flights

None
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.
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  • 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 41m.

  • 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
7,961 reviews
Search Delta flights

Traveling to a place near Montgomery?

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