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$243+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MGM
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap 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 January 26, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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 2/246:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Tue 3/312:40 pm
MGM
-
MDW
1 stop5h 05m
Delta
Deal found 1/26$258
This Delta deal was found by Cheapflights users on 1/26. 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 2/144:13 pm
MDW
-
MGM
1 stop6h 28m
Delta
Mon 2/166:00 am
MGM
-
MDW
1 stop3h 54m
Delta
Deal found 1/26$263
This Delta deal was found by Cheapflights users on 1/24. 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.
Sun 2/226:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Sun 3/16:00 am
MGM
-
MDW
1 stop3h 54m
Delta
Deal found 1/24$303
This Delta deal was found by Cheapflights users on 1/26. 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 4/295:21 pm
MDW
-
MGM
1 stop5h 54m
Delta
Mon 5/46:26 pm
MGM
-
MDW
1 stop4h 02m
Delta
Deal found 1/26$353
This Delta deal was found by Cheapflights users on 1/25. 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.
Thu 11/196:00 am
MDW
-
MGM
1 stop5h 50m
Delta
Sat 11/215:55 pm
MGM
-
MDW
1 stop3h 50m
Delta
Deal found 1/25$398
This Delta deal was found by Cheapflights users on 1/25. 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 2/66:00 am
MDW
-
MGM
1 stop6h 02m
Delta
Sun 2/84:00 pm
MGM
-
MDW
1 stop6h 22m
Delta
Deal found 1/25$408
This Delta deal was found by Cheapflights users on 1/24. 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.
Sun 3/16:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Sun 3/86:00 am
MGM
-
MDW
1 stop3h 56m
Delta
Deal found 1/24$458
This Delta deal was found by Cheapflights users on 1/25. 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.
Thu 2/126:40 pm
MDW
-
MGM
1 stop4h 01m
Delta
Sun 2/156:00 am
MGM
-
MDW
1 stop4h 06m
Delta
Deal found 1/25$468
This Delta deal was found by Cheapflights users on 1/26. 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 4/296:00 am
MDW
-
MGM
1 stop5h 56m
Delta
Sun 5/36:26 pm
MGM
-
MDW
1 stop4h 02m
Delta
Deal found 1/26$483
This KAYAK deal was found by Cheapflights users on 1/24. 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.
Sun 2/156:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Wed 2/186:00 am
MGM
-
MDW
1 stop3h 54m
Delta
Deal found 1/24$546
This Delta deal was found by Cheapflights users on 1/24. 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.
Sun 2/86:00 am
MDW
-
MGM
1 stop6h 02m
Delta
Thu 2/126:00 am
MGM
-
MDW
1 stop5h 59m
Delta
Deal found 1/24$652
This Delta deal was found by Cheapflights users on 1/26. 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 2/26:14 pm
MDW
-
MGM
1 stop4h 24m
Delta
Wed 2/46:11 pm
MGM
-
MDW
1 stop4h 11m
Delta
Deal found 1/26$735

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Delta)

One-way from

$243
(Delta)

Popular in

June

Cheapest in

January

Average price

$281
Provider with most accurate pricing for Chicago Midway-Montgomery Dannelly Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Montgomery Dannelly Field flights.
Search Deals
From Chicago Midway to Montgomery Dannelly Field
Search Deals
One-way flight from Chicago Midway to Montgomery Dannelly Field
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($111 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 26, 2026.
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

Mon 2/23

6:40 pm-10:41 pm

1 stop4h 01m

Montgomery Dannelly Field

Mon 3/2

6:25 pm-10:31 pm

1 stop4h 06m

$258

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 2/24

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Tue 3/3

6:25 pm-10:33 pm

1 stop4h 08m

$258

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 3/4

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Wed 3/11

12:36 pm-5:22 pm

1 stop4h 46m

$258

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 3/9

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Mon 3/16

6:25 pm-10:31 pm

1 stop4h 06m

$258

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sat 2/14

11:06 am-2:48 pm

1 stop3h 42m

Montgomery Dannelly Field

Mon 2/16

6:00 am-9:54 am

1 stop3h 54m

$263

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sun 2/22

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Sun 3/1

6:00 am-9:54 am

1 stop3h 54m

$303

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 4/17

6:00 am-11:56 am

1 stop5h 56m

Montgomery Dannelly Field

Sun 4/19

6:26 pm-10:28 pm

1 stop4h 02m

$303

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 4/6

6:07 pm-10:41 pm

1 stop4h 34m

Montgomery Dannelly Field

Mon 4/13

6:26 pm-10:28 pm

1 stop4h 02m

$303

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 4/29

5:21 pm-11:15 pm

1 stop5h 54m

Montgomery Dannelly Field

Mon 5/4

6:26 pm-10:28 pm

1 stop4h 02m

$353

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sun 2/15

6:00 am-11:55 am

1 stop5h 55m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Compare providers for flights from Midway to Montgomery

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Montgomery in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Montgomery, Alabama flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Montgomery, Alabama flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Montgomery, Alabama flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Montgomery, Alabama flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Montgomery, Alabama flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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 0 airlines have 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 4h 01m. Fly via Delta to get the fastest option. Chicago Midway Airport and Montgomery, Alabama are separated by a distance of 659 mi.

  • 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.

See more FAQs

Traveling to a place near Montgomery?

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

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