HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montgomery

$294+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MGM
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Montgomery with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 23, 2026.

This Delta deal was found by Cheapflights users on 5/19. 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 7/1810:55 am
MDW
-
MGM
1 stop3h 49m
Delta
Wed 7/296:28 pm
MGM
-
MDW
1 stop3h 47m
Delta
Deal found 5/19$334
This American Airlines deal was found by Cheapflights users on 5/22. 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 7/186:04 am
ORD
-
MGM
1 stop5h 57m
American Airlines
Wed 7/296:47 pm
MGM
-
ORD
1 stop6h 03m
American Airlines
Deal found 5/22$334
This Delta deal was found by Cheapflights users on 5/19. 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 6/165:11 pm
MDW
-
MGM
1 stop6h 01m
Delta
Tue 6/236:27 pm
MGM
-
MDW
1 stop3h 50m
Delta
Deal found 5/19$375
This American Airlines deal was found by Cheapflights users on 5/19. 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 6/168:00 am
ORD
-
MGM
1 stop6h 55m
American Airlines
Tue 6/236:09 pm
MGM
-
ORD
1 stop5h 21m
American Airlines
Deal found 5/19$375
This American Airlines deal was found by Cheapflights users on 5/19. 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 6/261:24 pm
ORD
-
MGM
1 stop5h 26m
American Airlines
Sun 6/283:20 pm
MGM
-
ORD
1 stop6h 13m
American Airlines
Deal found 5/19$399
This Delta deal was found by Cheapflights users on 5/19. 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 6/265:11 pm
MDW
-
MGM
1 stop6h 01m
Delta
Sun 6/286:27 pm
MGM
-
MDW
1 stop3h 50m
Delta
Deal found 5/19$401
This Delta deal was found by Cheapflights users on 5/20. 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 5/276:23 am
MDW
-
MGM
1 stop5h 36m
Delta
Sat 5/306:00 am
MGM
-
MDW
1 stop3h 59m
Delta
Deal found 5/20$416
This Delta deal was found by Cheapflights users on 5/20. 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 5/276:06 pm
ORD
-
MGM
1 stop4h 48m
Delta
Sat 5/306:00 am
MGM
-
ORD
1 stop7h 01m
Delta
Deal found 5/20$416
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Wed 5/277:58 am
ORD
-
MGM
1 stop6h 57m
American Airlines
Sat 5/305:22 am
MGM
-
ORD
2 stops7h 33m
American Airlines
Deal found 5/23$422
This Delta deal was found by Cheapflights users on 5/23. 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 6/125:30 am
ORD
-
MGM
1 stop6h 34m
Delta
Sun 6/146:27 pm
MGM
-
ORD
1 stop5h 32m
Delta
Deal found 5/23$446
This Delta deal was found by Cheapflights users on 5/21. 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 6/55:30 am
ORD
-
MGM
1 stop3h 45m
Delta
Tue 6/96:27 pm
MGM
-
ORD
1 stop5h 32m
Delta
Deal found 5/21$470
This Delta deal was found by Cheapflights users on 5/19. 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 5/286:23 am
MDW
-
MGM
1 stop5h 36m
Delta
Sun 5/316:00 am
MGM
-
MDW
1 stop4h 00m
Delta
Deal found 5/19$471

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 May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$334
(Delta)

One-way from

$294
(United Airlines)
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

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 May 23, 2026.
Use the filters below to find and compare flights from Chicago to Montgomery that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sat 7/18

10:55 am-2:44 pm

1 stop3h 49m

Montgomery Dannelly Field

Wed 7/29

6:28 pm-10:15 pm

1 stop3h 47m

$334

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 7/24

6:00 am-12:02 pm

1 stop6h 02m

Montgomery Dannelly Field

Tue 7/28

9:53 am-4:15 pm

1 stop6h 22m

$334

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 6/25

6:00 am-12:00 pm

1 stop6h 00m

Montgomery Dannelly Field

Sun 6/28

6:27 pm-10:17 pm

1 stop3h 50m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 10/9

1:15 pm-5:14 pm

1 stop3h 59m

Montgomery Dannelly Field

Tue 10/13

2:30 pm-9:45 pm

1 stop7h 15m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 6/26

11:23 am-5:47 pm

1 stop6h 24m

Montgomery Dannelly Field

Sun 6/28

12:46 pm-6:42 pm

1 stop5h 56m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 10/2

1:15 pm-5:15 pm

1 stop4h 00m

Montgomery Dannelly Field

Sun 10/4

5:55 pm-11:57 pm

1 stop6h 02m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 6/16

8:00 am-2:55 pm

1 stop6h 55m

Montgomery Dannelly Field

Tue 6/23

6:09 pm-11:30 pm

1 stop5h 21m

$375

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 6/16

5:11 pm-11:12 pm

1 stop6h 01m

Montgomery Dannelly Field

Tue 6/23

6:27 pm-10:17 pm

1 stop3h 50m

$375

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 7/16

5:30 am-9:12 am

1 stop3h 42m

Montgomery Dannelly Field

Tue 7/21

12:44 pm-6:45 pm

1 stop6h 01m

$375

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Wed 6/17

8:08 am-2:09 pm

1 stop6h 01m

Montgomery Dannelly Field

Tue 6/23

2:49 pm-8:32 pm

1 stop5h 43m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 27 resultsSorted by cheapest first
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 May.
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
No data available for this route at this time. Please check back soon.

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 May 23, 2026.
Peruse reviews from past customers who have flown with Delta 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
8,444 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,444 reviews
Delta
7.9
Good
8,444 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 3h 49m. Fly via Delta or American Airlines to get the fastest option. Airlines will cover a distance of 659 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying 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. Check Cheapflights for deals on Delta for as low as $345.

  • 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.

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$263Average$474FlexibilityNo cancel feeOn-time71%
DeltaCheapest$345Average$867FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.