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Montgomery

$248+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MGM
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap 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 February 19, 2026.

This Delta deal was found by Cheapflights users on 2/16. 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 8/296:00 am
MDW
-
MGM
1 stop5h 48m
Delta
Mon 8/315:55 pm
MGM
-
MDW
1 stop3h 51m
Delta
Deal found 2/16$268
This Delta deal was found by Cheapflights users on 2/18. 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 7/186:00 am
ORD
-
MGM
1 stop5h 47m
Delta
Tue 7/285:55 pm
MGM
-
ORD
1 stop4h 30m
Delta
Deal found 2/18$268
This Delta deal was found by Cheapflights users on 2/16. 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 7/186:00 am
MDW
-
MGM
1 stop5h 47m
Delta
Tue 7/285:55 pm
MGM
-
MDW
1 stop3h 50m
Delta
Deal found 2/16$308
This Delta deal was found by Cheapflights users on 2/17. 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 2/246:45 am
ORD
-
MGM
1 stop5h 10m
Delta
Tue 3/36:25 pm
MGM
-
ORD
1 stop5h 31m
Delta
Deal found 2/17$308
This American Airlines deal was found by Cheapflights users on 2/17. 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.
Tue 2/244:04 pm
ORD
-
MGM
2 stops6h 44m
American Airlines
Tue 3/37:00 am
MGM
-
ORD
1 stop7h 16m
American Airlines
Deal found 2/17$314
This Delta deal was found by Cheapflights users on 2/18. 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 3/36:25 pm
MGM
-
MDW
1 stop4h 08m
Delta
Deal found 2/18$353
This Delta deal was found by Cheapflights users on 2/16. 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 3/266:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Tue 3/316:00 am
MGM
-
MDW
1 stop3h 56m
Delta
Deal found 2/16$358
This American Airlines deal was found by Cheapflights users on 2/17. 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 7/188:00 am
ORD
-
MGM
2 stops6h 47m
American Airlines
Tue 7/283:12 pm
MGM
-
ORD
1 stop6h 21m
American Airlines
Deal found 2/17$358
This Delta deal was found by Cheapflights users on 2/17. 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 2/206:40 pm
MDW
-
MGM
1 stop4h 01m
Delta
Sat 2/214:00 pm
MGM
-
MDW
1 stop6h 31m
Delta
Deal found 2/17$368
This Delta deal was found by Cheapflights users on 2/17. 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 2/205:25 am
ORD
-
MGM
1 stop6h 30m
Delta
Sat 2/216:00 am
MGM
-
ORD
1 stop4h 17m
Delta
Deal found 2/17$368
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Fri 2/205:00 pm
ORD
-
MGM
1 stop6h 43m
American Airlines
Sat 2/215:30 am
MGM
-
ORD
2 stops7h 49m
American Airlines
Deal found 2/18$374
This Delta deal was found by Cheapflights users on 2/15. 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 2/206:00 am
MDW
-
MGM
1 stop5h 55m
Delta
Sun 2/226:00 am
MGM
-
MDW
1 stop5h 59m
Delta
Deal found 2/15$378

Find 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 February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$268
(Delta)

One-way from

$248
(Delta)

Popular in

June

Cheapest in

March

Average price

$556
Provider with most accurate pricing for Chicago (CHI)-Montgomery Dannelly Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Montgomery Dannelly Field flights.
Search Deals
From Chicago (CHI) to Montgomery Dannelly Field
Search Deals
One-way flight from Chicago (CHI) to Montgomery Dannelly Field
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($93 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 February 2026
Search Deals

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 February 19, 2026.
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

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sat 7/18

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

Tue 7/28

2:30 pm-9:16 pm

1 stop6h 46m

$268

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sat 7/18

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

Tue 7/28

5:55 pm-9:45 pm

1 stop3h 50m

$308

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 5/22

8:10 am-2:13 pm

1 stop6h 03m

Montgomery Dannelly Field

Mon 5/25

3:00 pm-9:49 pm

1 stop6h 49m

$308

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sat 7/18

8:00 am-2:47 pm

2 stops6h 47m

Montgomery Dannelly Field

Tue 7/28

3:12 pm-9:33 pm

1 stop6h 21m

$358

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 4/2

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Sun 4/5

6:00 am-9:56 am

1 stop3h 56m

$358

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 3/26

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

Tue 3/31

6:00 am-9:56 am

1 stop3h 56m

$358

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 7/3

1:05 pm-5:13 pm

1 stop4h 08m

Montgomery Dannelly Field

Sun 7/5

6:00 am-9:51 am

1 stop3h 51m

$358

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 6/4

7:05 am-2:13 pm

1 stop7h 08m

Montgomery Dannelly Field

Mon 6/8

2:30 pm-8:18 pm

1 stop5h 48m

$358

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 5/15

7:05 am-2:13 pm

1 stop7h 08m

Montgomery Dannelly Field

Sun 5/17

6:28 pm-11:59 pm

1 stop5h 31m

$358

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 3/6

6:40 pm-10:41 pm

1 stop4h 01m

Montgomery Dannelly Field

Tue 3/10

6:25 pm-10:31 pm

1 stop4h 06m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 21 results
1
2
3

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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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, August is the cheapest month in which you can book a flight from Chicago to Montgomery, Alabama (average of $162). Flying from Chicago to Montgomery, Alabama in September is currently the most expensive (average of $293). 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.

How much does it cost to fly round-trip from Chicago to Montgomery, Alabama?

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 February 19, 2026.
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
7.9
Good
8,212 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,212 reviews
Delta
7.9
Good
8,212 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,313 reviews
Delta
7.9
Good
8,212 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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. 1 airline has 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 5h 47m. Fly via Delta to get the fastest option. Airlines will cover a distance of 673 mi.

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

    Currently priced at $263, American Airlines will fly you from Chicago to Montgomery, Alabama and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. American Airlines is currently priced 38% 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, August is the cheapest month in which you can book a flight from Chicago to Montgomery, Alabama (average of $162). Flying from Chicago to Montgomery, Alabama in September is currently the most expensive (average of $293). 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 airline flying from Chicago to Montgomery

Discover the top airline 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 February 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$263Average$410FlexibilityNo cancel feeOn-time71%

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