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Montgomery

$294+ Cheap flights from Chicago (CHI) to Montgomery (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
Aug 4 — Aug 111
Tue 8/4
Tue 8/11
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 July 5, 2026.

This Delta deal was found by Cheapflights users on 7/3. 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 10/91:00 pm
MDW
-
MGM
1 stop4h 43m
Delta
Tue 10/1312:26 pm
MGM
-
MDW
1 stop3h 54m
Delta
Deal found 7/3$334
This Delta deal was found by Cheapflights users on 7/3. 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 10/98:05 am
ORD
-
MGM
1 stop5h 57m
Delta
Tue 10/1312:26 pm
MGM
-
ORD
1 stop6h 33m
Delta
Deal found 7/3$334
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/186:48 pm
ORD
-
MGM
1 stop4h 45m
American Airlines
Wed 7/296:47 pm
MGM
-
ORD
1 stop6h 03m
American Airlines
Deal found 7/1$351
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/155:00 am
ORD
-
MGM
1 stop7h 01m
American Airlines
Sat 7/186:01 pm
MGM
-
ORD
1 stop6h 49m
American Airlines
Deal found 7/1$368
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/712:05 pm
ORD
-
MGM
1 stop5h 33m
American Airlines
Fri 7/173:17 pm
MGM
-
ORD
1 stop6h 43m
American Airlines
Deal found 7/1$369
This American Airlines deal was found by Cheapflights users on 7/5. 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 7/83:49 pm
ORD
-
MGM
1 stop7h 56m
American Airlines
Sun 7/126:47 pm
MGM
-
ORD
1 stop6h 03m
American Airlines
Deal found 7/5$403
This American Airlines deal was found by Cheapflights users on 7/2. 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 7/56:04 am
ORD
-
MGM
1 stop5h 57m
American Airlines
Sun 7/195:23 am
MGM
-
ORD
1 stop5h 37m
American Airlines
Deal found 7/2$409
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/29:00 am
ORD
-
MGM
1 stop5h 51m
American Airlines
Sat 7/412:31 pm
MGM
-
ORD
1 stop8h 00m
American Airlines
Deal found 7/1$410
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/311:00 am
ORD
-
MGM
1 stop6h 38m
American Airlines
Sun 7/57:00 am
MGM
-
ORD
1 stop6h 25m
American Airlines
Deal found 7/1$450
This Delta deal was found by Cheapflights users on 7/1. 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 stop6h 02m
Delta
Wed 7/296:28 pm
MGM
-
MDW
1 stop3h 47m
Delta
Deal found 7/1$468
This Delta deal was found by Cheapflights users on 7/1. 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 7/105:10 pm
MDW
-
MGM
1 stop6h 05m
Delta
Sun 7/126:00 am
MGM
-
MDW
1 stop4h 05m
Delta
Deal found 7/1$488
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/289:00 am
ORD
-
MGM
1 stop5h 51m
American Airlines
Tue 8/45:23 am
MGM
-
ORD
2 stops7h 30m
American Airlines
Deal found 7/1$491

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 July 5, 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 July 5, 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

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Tue 7/28

6:00 am-12:02 pm

1 stop6h 02m

Montgomery Dannelly Field

Tue 8/4

9:53 am-4:15 pm

1 stop6h 22m

$334

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Mon 8/17

6:05 am-11:50 am

1 stop5h 45m

Montgomery Dannelly Field

Mon 8/24

6:28 pm-10:36 pm

1 stop4h 08m

$334

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 9/4

6:05 am-11:50 am

1 stop5h 45m

Montgomery Dannelly Field

Mon 9/7

6:00 am-9:59 am

1 stop3h 59m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Mon 8/17

6:40 am-11:50 am

1 stop5h 10m

Montgomery Dannelly Field

Mon 8/24

12:30 pm-4:51 pm

1 stop4h 21m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 7/28

8:03 am-2:08 pm

1 stop6h 05m

Montgomery Dannelly Field

Tue 8/4

9:53 am-4:51 pm

1 stop6h 58m

$334
Quickest round-trip

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 10/9

8:05 am-11:46 am

1 stop3h 41m

Montgomery Dannelly Field

Tue 10/13

12:26 pm-4:57 pm

1 stop4h 31m

$334

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 7/17

5:30 am-9:12 am

1 stop3h 42m

Montgomery Dannelly Field

Mon 7/20

6:28 pm-11:53 pm

1 stop5h 25m

$368

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Sat 7/18

6:00 am-12:02 pm

1 stop6h 02m

Montgomery Dannelly Field

Wed 7/29

6:28 pm-10:15 pm

1 stop3h 47m

$468

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sun 8/2

8:00 am-2:51 pm

1 stop6h 51m

Montgomery Dannelly Field

Sun 8/9

6:22 pm-12:18 am

1 stop5h 56m

$494

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 11/3

6:55 am-12:45 pm

1 stop5h 50m

Montgomery Dannelly Field

Sat 11/7

1:22 pm-7:53 pm

1 stop6h 31m

$579

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/5

Showing 1-10 of 21 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 July.
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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Montgomery flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Montgomery flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Montgomery 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 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 July 5, 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
7.8
Good
8,451 reviews

Comfort

7.8

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

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
7.8
Good
8,451 reviews
Delta
7.8
Good
8,451 reviews

Comfort

7.8

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,777 reviews
Delta
7.8
Good
8,451 reviews

Comfort

7.8

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

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?

    There are many flights that can get you from Chicago to Montgomery in 6h 02m. 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 round-trip?

    Flying on American Airlines is currently your cheapest option to Montgomery, with prices starting at $263. Another option worth looking into is Delta, starting at $345 round trip.

  • 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

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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 July 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$263Average$621FlexibilityNo cancel feeOn-time71%
DeltaCheapest$345Average$896FlexibilityNo cancel feeOn-timeN/A

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