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$191+ Cheap flights from Midway (MDW) to Montgomery, AL (MGM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MGM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Montgomery

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Montgomery (MGM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$382
(Delta)

One-way from

$191
(Delta)

Popular in

November

Cheapest in

March

Average price

$325
From Chicago Midway to Montgomery Dannelly Field
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One-way flight from Chicago Midway to Montgomery Dannelly Field
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Highest demand for flights based on searches. 23% potential increase in price ($137 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Montgomery

Cheapest flights from Midway to Montgomery
Explore the most affordable flight options available from Midway to Montgomery. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:00 amMDW - MGM
1 stop5h 49mDelta
Wed 9/172:00 pmMGM - MDW
1 stop3h 35mDelta
Deal found 9/11$511
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:00 amMDW - MGM
1 stop5h 49mDelta
Sat 9/274:30 pmMGM - MDW
1 stop4h 40mDelta
Deal found 9/10$539
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:00 amMDW - MGM
1 stop5h 49mDelta
Sun 10/56:00 amMGM - MDW
1 stop3h 40mDelta
Deal found 9/9$558
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 amMDW - MGM
1 stop5h 49mDelta
Fri 10/36:00 amMGM - MDW
1 stop3h 40mDelta
Deal found 9/10$559
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:30 pmMDW - MGM
1 stop4h 18mDelta
Thu 9/256:00 amMGM - MDW
1 stop3h 40mDelta
Deal found 9/9$675
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:43 pmMDW - MGM
1 stop5h 03mDelta
Thu 9/186:00 amMGM - MDW
1 stop3h 40mDelta
Deal found 9/10$682
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:23 pmMDW - MGM
1 stop6h 10mDelta
Mon 11/34:00 pmMGM - MDW
1 stop6h 14mDelta
Deal found 9/9$718
This KAYAK deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 amMDW - MGM
1 stop5h 49mDelta
Fri 9/199:31 amMGM - MDW
1 stop24h 16mDelta
Deal found 9/10$739

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Montgomery 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montgomery that are best for you.

Fly from

Midway

Fly to

Montgomery

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

6:00 am-12:01 pm

1 stop6h 01m

$382

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 10/3

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Sun 10/5

6:00 am-9:40 am

1 stop3h 40m

$558

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

$559

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 10/31

4:23 pm-10:33 pm

1 stop6h 10m

Montgomery Dannelly Field

Mon 11/3

4:00 pm-10:14 pm

1 stop6h 14m

$718

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 9/24

6:00 am-11:49 am

1 stop5h 49m

Montgomery Dannelly Field

Sat 9/27

9:31 am-6:35 pm

2 stops9h 04m

$988

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 10/22

6:00 am-12:06 pm

1 stop6h 06m

$191

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 11/28

6:00 am-11:38 am

1 stop5h 38m

$202

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 10/1

6:00 am-11:49 am

1 stop5h 49m

$225

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 9/25

12:43 pm-5:46 pm

1 stop5h 03m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Midway to Montgomery

Have a flexible travel schedule? Discover the best time to fly to Montgomery from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Montgomery

What is the cheapest month to book a flight from Chicago Midway Airport to Montgomery, Alabama?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Montgomery, Alabama (average of $349). Flying from Chicago Midway Airport to Montgomery, Alabama in March is currently the most expensive (average of $478). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Montgomery

Get insights into the airlines that provide service to Montgomery. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montgomery. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with Delta from Chicago Midway Airport to Montgomery to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to Montgomery. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Montgomery from Chicago Midway?

    Montgomery Dannelly Field (MGM) is the airport you will fly into if you book a flight from Chicago Midway to Montgomery. You should not have trouble finding flights to Dannelly Field from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Montgomery airport from Chicago Midway. It is only a 7.1 mi journey from Dannelly Field (MGM) to Montgomery’s city center.

  • How long is the flight from Chicago Midway Airport to Montgomery, Alabama?

    There are many flights that can get you from Chicago Midway Airport to Montgomery, Alabama in 5h 49m. Fly via Delta to get the fastest option. Chicago Midway Airport and Montgomery, Alabama are separated by a distance of 659 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Montgomery, Alabama round-trip?

    According to our current data, Delta ($241), offers the cheapest pricing from Chicago Midway Airport to Montgomery, Alabama.

  • Can I find deals for flights from Midway to Montgomery that include hotel bookings?

    Yes. In addition to deals on Midway to Montgomery flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Montgomery?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Montgomery.

  • Can I find deals for business class flights from Midway to Montgomery?

    Yes. Cheapflights offers flight deals from Midway to Montgomery by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Montgomery, Alabama?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Montgomery, Alabama (average of $349). Flying from Chicago Midway Airport to Montgomery, Alabama in March is currently the most expensive (average of $478). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Montgomery?

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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Midway to Montgomery

Discover the top airline that operate flights from Midway to Montgomery. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$241Average$628FlexibilityNo cancel feeOn-timeN/A

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