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Montgomery

$191+ Cheap flights from Chicago (CHI) 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MGM
Oct 26 — Nov 21
Sun 10/26
Sun 11/2
1 adult, Economy
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Cheap flight deals from Chicago to Montgomery

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$328
(Delta)

One-way from

$191
(Delta)

Popular in

November

Cheapest in

March

Average price

$356
Provider with most accurate pricing for Chicago (CHI)-Montgomery Dannelly Field flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Montgomery Dannelly Field flights.
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From Chicago (CHI) to Montgomery Dannelly Field
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One-way flight from Chicago (CHI) to Montgomery Dannelly Field
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Highest demand for flights based on searches. 22% potential increase in price ($135 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 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 Chicago to Montgomery

Cheapest flights from Chicago to Montgomery
Explore the most affordable flight options available from Chicago to Montgomery. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2025.

This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/246:00 amMDW - MGM
1 stop4h 00mDelta
Sat 12/274:38 pmMGM - MDW
1 stop5h 38mDelta
Deal found 9/25$328
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/245:29 pmORD - MGM
1 stop3h 47mDelta
Sat 12/279:40 amMGM - ORD
1 stop6h 52mDelta
Deal found 9/25$328
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/246:00 amMDW - MGM
1 stop4h 00mDelta
Mon 12/299:40 amMGM - MDW
1 stop6h 35mDelta
Deal found 9/25$352
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 12/235:29 pmORD - MGM
1 stop16h 31mDelta
Sat 12/279:40 amMGM - ORD
1 stop6h 52mDelta
Deal found 9/25$352
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/110:00 amORD - MGM
2 stops7h 42mAmerican Airlines
Mon 11/36:00 amMGM - ORD
1 stop4h 36mAmerican Airlines
Deal found 9/24$358
This Delta deal was found by Cheapflights users on 9/25. 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.
Sat 12/206:00 amMDW - MGM
1 stop6h 29mDelta
Tue 12/306:00 amMGM - MDW
1 stop5h 57mDelta
Deal found 9/25$366
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/245:29 pmORD - MGM
1 stop3h 47mDelta
Sun 12/286:00 amMGM - ORD
1 stop5h 26mDelta
Deal found 9/25$366
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 12/233:57 pmORD - MGM
1 stop18h 03mDelta
Wed 12/314:38 pmMGM - ORD
1 stop17h 00mDelta
Deal found 9/25$375
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 12/237:49 pmORD - MGM
1 stop14h 11mDelta
Mon 12/299:40 amMGM - ORD
1 stop6h 44mDelta
Deal found 9/25$376
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/249:29 amMDW - MGM
2 stops11h 47mDelta
Tue 12/306:00 amMGM - MDW
1 stop5h 57mDelta
Deal found 9/25$382
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 12/245:29 pmORD - MGM
1 stop3h 47mDelta
Mon 12/294:38 pmMGM - ORD
2 stops16h 23mDelta
Deal found 9/25$382
This Delta deal was found by Cheapflights users on 9/25. 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.
Sat 9/276:00 amMDW - MGM
1 stop5h 49mDelta
Tue 9/3012:29 pmMGM - MDW
1 stop5h 06mDelta
Deal found 9/25$384

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 26, 2025.
Use the filters below to find and compare flights from Chicago to Montgomery that are best for you.

Fly from

Chicago

Fly to

Montgomery

Route

Depart

Return

Price

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 12/24

6:00 am-10:00 am

1 stop4h 00m

Montgomery Dannelly Field

Thu 1/1

4:38 pm-10:16 pm

1 stop5h 38m

$328

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 12/24

6:00 am-10:00 am

1 stop4h 00m

Montgomery Dannelly Field

Sat 12/27

4:38 pm-10:16 pm

1 stop5h 38m

$328

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 12/25

6:00 am-10:00 am

1 stop4h 00m

Montgomery Dannelly Field

Tue 12/30

6:00 am-11:57 am

1 stop5h 57m

$328

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Wed 12/24

5:29 pm-9:16 pm

1 stop3h 47m

Montgomery Dannelly Field

Sat 12/27

9:40 am-4:32 pm

1 stop6h 52m

$328

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 12/25

10:45 am-3:58 pm

1 stop5h 13m

Montgomery Dannelly Field

Sat 12/27

9:40 am-4:32 pm

1 stop6h 52m

$328

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Wed 12/24

5:29 pm-9:16 pm

1 stop3h 47m

Montgomery Dannelly Field

Thu 1/1

6:00 am-12:05 pm

1 stop6h 05m

$328

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 12/25

10:45 am-3:58 pm

1 stop5h 13m

Montgomery Dannelly Field

Tue 12/30

9:40 am-4:24 pm

1 stop6h 44m

$328

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 10/31

11:40 am-5:38 pm

1 stop5h 58m

Montgomery Dannelly Field

Mon 11/3

5:37 pm-11:37 pm

1 stop6h 00m

$352

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sat 11/1

7:10 am-12:37 pm

1 stop5h 27m

Montgomery Dannelly Field

Mon 11/3

5:37 pm-11:37 pm

1 stop6h 00m

$352

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 12/25

6:00 am-10:00 am

1 stop4h 00m

Montgomery Dannelly Field

Wed 12/31

4:38 pm-9:09 am

1 stop16h 31m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 38 results
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Compare providers for flights from Chicago 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 Chicago to Montgomery in September.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust 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-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-Montgomery, Alabama flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Montgomery, Alabama flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-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-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 Chicago to Montgomery

Have a flexible travel schedule? Discover the best time to fly to Montgomery from Chicago 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 to Montgomery

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Montgomery, Alabama (average of $349). Flying from Chicago 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 26, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Chicago 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
7,973 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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 Chicago 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?

    For a flight from Chicago to Montgomery, you will be flying into Dannelly Field. Montgomery Dannelly Field (MGM) is just 7.1 mi from the center of the city. Dannelly Field is the only Montgomery airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Montgomery Dannelly Field from Chicago on a regular basis.

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

    There are many flights that can get you from Chicago to Montgomery, Alabama in 4h. Fly via Delta to get the fastest option. Airlines will cover a distance of 659 mi.

  • What are the cheapest airlines flying from Chicago to Montgomery, Alabama round-trip?

    Currently priced at $241, Delta will fly you from Chicago to Montgomery, Alabama and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $297. Delta is currently priced 47% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Montgomery, Alabama?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Montgomery, Alabama (average of $349). Flying from Chicago 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

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Alternative routes for Chicago to Montgomery

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Montgomery

Discover the top 2 airlines that operate flights from Chicago 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 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$241Average$628FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$297Average$410FlexibilityNo cancel feeOn-time71%

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