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$233+ Cheap flights from Montgomery, AL (MGM) to Chicago (CHI)

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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — CHI
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Cheap flight deals from Montgomery to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Montgomery (MGM) to Chicago (CHI). 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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Delta)

One-way from

$233
(Delta)

Popular in

December

Cheapest in

April

Average price

$413
Provider with most accurate pricing for Montgomery Dannelly Field-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Montgomery Dannelly Field-Chicago (CHI) flights.
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From Montgomery Dannelly Field to Chicago (CHI)
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One-way flight from Montgomery Dannelly Field to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Montgomery to Chicago

Cheapest flights from Montgomery to Chicago
Explore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Delta deal was found by Cheapflights users on 11/10. 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 12/26:23 pmMGM - ORD
1 stop4h 20mDelta
Fri 12/125:30 amORD - MGM
1 stop5h 41mDelta
Deal found 11/10$238
This Delta deal was found by Cheapflights users on 11/11. 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.
Mon 12/86:23 pmMGM - MDW
1 stop5h 24mDelta
Sat 12/1311:05 amMDW - MGM
1 stop4h 15mDelta
Deal found 11/11$238
This American Airlines deal was found by Cheapflights users on 11/13. 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.
Thu 12/45:35 amMGM - ORD
2 stops7h 33mAmerican Airlines
Sat 12/65:34 pmORD - MGM
1 stop6h 17mAmerican Airlines
Deal found 11/13$244
This Delta deal was found by Cheapflights users on 11/12. 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 12/21:55 pmMGM - ORD
1 stop4h 48mDelta
Wed 12/106:45 amORD - MGM
1 stop6h 28mDelta
Deal found 11/12$253
This Delta deal was found by Cheapflights users on 11/11. 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.
Thu 12/411:52 amMGM - ORD
1 stop4h 53mDelta
Sat 12/65:30 amORD - MGM
1 stop6h 44mDelta
Deal found 11/11$263
This Delta deal was found by Cheapflights users on 11/11. 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.
Thu 12/46:00 amMGM - MDW
1 stop3h 54mDelta
Sat 12/66:00 amMDW - MGM
1 stop6h 14mDelta
Deal found 11/11$263
This Delta deal was found by Cheapflights users on 11/13. 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 12/76:23 pmMGM - ORD
1 stop5h 38mDelta
Sat 12/136:45 amORD - MGM
1 stop5h 29mDelta
Deal found 11/13$273
This Delta deal was found by Cheapflights users on 11/11. 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.
Wed 12/36:23 pmMGM - ORD
2 stops15h 33mDelta
Wed 12/106:45 amORD - MGM
1 stop6h 28mDelta
Deal found 11/11$281
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:31 pmMGM - ORD
1 stop6h 04mAmerican Airlines
Sat 12/135:00 amORD - MGM
1 stop7h 29mAmerican Airlines
Deal found 11/11$283
This Delta deal was found by Cheapflights users on 11/11. 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.
Tue 12/26:23 pmMGM - ORD
2 stops13h 41mDelta
Sat 12/66:45 amORD - MGM
1 stop5h 29mDelta
Deal found 11/11$287
This Delta deal was found by Cheapflights users on 11/12. 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 12/41:55 pmMGM - ORD
1 stop4h 48mDelta
Wed 12/106:00 pmORD - MGM
2 stops17h 11mDelta
Deal found 11/12$288
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:35 amMGM - ORD
2 stops7h 33mAmerican Airlines
Sat 12/1310:15 amORD - MGM
2 stops7h 25mAmerican Airlines
Deal found 11/11$294

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montgomery to Chicago 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 November 13, 2025.
Use the filters below to find and compare flights from Montgomery to Chicago that are best for you.

Fly from

Montgomery

Fly to

Chicago

Route

Depart

Return

Price

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Tue 12/2

6:23 pm-10:43 pm

1 stop4h 20m

Chicago O'Hare Intl

Wed 12/10

6:45 am-1:13 pm

1 stop6h 28m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Fri 1/9

5:44 pm-11:44 pm

1 stop6h 00m

Chicago O'Hare Intl

Fri 1/16

11:29 am-5:30 pm

1 stop6h 01m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Wed 12/3

11:52 am-4:42 pm

1 stop4h 50m

Chicago O'Hare Intl

Sun 12/7

6:45 am-11:25 am

1 stop4h 40m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Tue 12/2

6:23 pm-10:43 pm

1 stop4h 20m

Chicago O'Hare Intl

Fri 12/12

5:30 am-11:11 am

1 stop5h 41m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Fri 1/16

5:59 pm-11:57 pm

1 stop5h 58m

Chicago O'Hare Intl

Mon 1/19

11:18 am-5:25 pm

1 stop6h 07m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Thu 12/11

11:52 am-4:45 pm

1 stop4h 53m

Chicago O'Hare Intl

Mon 12/15

6:45 am-1:13 pm

1 stop6h 28m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Thu 1/22

9:45 am-1:39 pm

1 stop3h 54m

Chicago O'Hare Intl

Sun 1/25

7:05 am-1:59 pm

1 stop6h 54m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 2/21

12:40 pm-4:56 pm

1 stop4h 16m

Chicago O'Hare Intl

Wed 2/25

5:25 am-12:00 pm

1 stop6h 35m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Tue 12/2

6:23 pm-10:43 pm

1 stop4h 20m

Chicago O'Hare Intl

Mon 12/8

6:45 am-1:13 pm

1 stop6h 28m

$238

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Thu 12/4

1:55 pm-6:43 pm

1 stop4h 48m

Chicago O'Hare Intl

Wed 12/10

6:45 am-1:13 pm

1 stop6h 28m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 21 results
1
2
3

Compare providers for flights from Montgomery to Chicago

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 Montgomery to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Montgomery, Alabama-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Montgomery, Alabama-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Montgomery, Alabama-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Montgomery, Alabama-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Montgomery, Alabama-Chicago 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 Montgomery to Chicago

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

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

Currently, March is the cheapest month in which you can book a flight from Montgomery, Alabama to Chicago (average of $113). Flying from Montgomery, Alabama to Chicago in December is currently the most expensive (average of $287). 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 Montgomery, Alabama to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 13, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Montgomery to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

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
11,051 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

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 Montgomery to Chicago. 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 from for flights from Montgomery to Chicago?

    Montgomery Dannelly Field (MGM) is the airport you will fly out of if you book a flight from Montgomery to Chicago. You should not have trouble finding flights to Chicago from Dannelly Field; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Montgomery airport to Chicago. It is only a 7.1 mi journey to Dannelly Field (MGM) from Montgomery’s city center.

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

    Airlines like Delta fly from Montgomery, Alabama to Chicago in about 4h 20m. The time it takes to get you to your destination can typically vary by up to . There are 673 mi between Montgomery, Alabama and Chicago.

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

    Cheapflights users have booked flights from Montgomery, Alabama to Chicago round-trip from $148. Another airline that can offer you cheap pricing is Delta. American Airlines is 64% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Montgomery, Alabama to Chicago (average of $113). Flying from Montgomery, Alabama to Chicago in December is currently the most expensive (average of $287). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Montgomery to Chicago

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Top 2 airlines flying from Montgomery to Chicago

Discover the top 2 airlines that operate flights from Montgomery to Chicago. 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$148Average$381FlexibilityNo cancel feeOn-time71%
DeltaCheapest$186Average$425FlexibilityNo cancel feeOn-timeN/A

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