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Cheap flights from Chicago to Montgomery from $177

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Montgomery departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Montgomery

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:29 am - 5:30 pm
ORD
-
MGM
6h 01m1 stop
American Airlines Logo
2:03 pm - 7:50 pm
MGM
-
ORD
5h 47m1 stop
$258American Airlines
Thu, Jan 15 - Sat, Jan 17
Delta Logo
6:00 am - 12:02 pm
MDW
-
MGM
6h 02m1 stop
Delta Logo
6:11 pm - 10:22 pm
MGM
-
MDW
4h 11m1 stop
$258Delta
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
5:05 am - 12:55 pm
ORD
-
MGM
7h 50m1 stop
American Airlines Logo
2:03 pm - 10:34 pm
MGM
-
ORD
8h 31m2 stops
$264American Airlines
Thu, Jan 15 - Sat, Jan 17
American Airlines Logo
6:00 am - 1:36 pm
ORD
-
MGM
7h 36m2 stops
American Airlines Logo
2:03 pm - 10:34 pm
MGM
-
ORD
8h 31m2 stops
$269American Airlines
Thu, Jan 15 - Sat, Jan 17
American Airlines Logo
11:47 am - 5:15 pm
ORD
-
MGM
5h 28m1 stop
American Airlines Logo
5:25 am - 1:17 pm
MGM
-
ORD
7h 52m2 stops
$299American Airlines
Thu, Feb 12 - Sun, Feb 15
Delta Logo
11:21 am - 5:17 pm
MDW
-
MGM
5h 56m1 stop
Delta Logo
4:00 pm - 10:07 pm
MGM
-
MDW
6h 07m1 stop
$363Delta
Thu, Jan 15 - Sat, Jan 17
American Airlines Logo
4:05 pm - 11:48 pm
ORD
-
MGM
7h 43m1 stop
American Airlines Logo
7:00 am - 2:10 pm
MGM
-
ORD
7h 10m1 stop
$386American Airlines
Mon, Jan 5 - Sun, Jan 11
American Airlines Logo
4:07 pm - 11:48 pm
ORD
-
MGM
7h 41m2 stops
American Airlines Logo
7:00 am - 2:10 pm
MGM
-
ORD
7h 10m1 stop
$392American Airlines
Mon, Jan 5 - Sun, Jan 11
American Airlines Logo
4:01 pm - 11:52 pm
ORD
-
MGM
7h 51m2 stops
American Airlines Logo
5:25 am - 1:17 pm
MGM
-
ORD
7h 52m2 stops
$397American Airlines
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
4:07 pm - 11:48 pm
ORD
-
MGM
7h 41m2 stops
American Airlines Logo
6:00 am - 2:01 pm
MGM
-
ORD
8h 01m2 stops
$525American Airlines
Mon, Jan 5 - Sun, Jan 11

Delta flights from Chicago to Montgomery, Alabama

Our best Delta deals on Chicago to Montgomery, Alabama flight tickets
Delta
Jan 28
MDW6:00 amChicago Midway
6h 02m
1 stop
MGM12:02 pmMontgomery Dannelly Field
Feb 1
MGM6:11 pmMontgomery Dannelly Field
4h 11m
1 stop
MDW10:22 pmChicago Midway
$258
Find similar
Delta
Feb 7
MDW4:30 pmChicago Midway
6h 08m
1 stop
MGM10:38 pmMontgomery Dannelly Field
Feb 8
MGM6:00 amMontgomery Dannelly Field
3h 53m
1 stop
MDW9:53 amChicago Midway
$313
Find similar
Delta
Jan 15
MDW11:21 amChicago Midway
5h 56m
1 stop
MGM5:17 pmMontgomery Dannelly Field
Jan 17
MGM4:00 pmMontgomery Dannelly Field
6h 07m
1 stop
MDW10:07 pmChicago Midway
$363
Find similar

American Airlines flights from Chicago to Montgomery, Alabama

Our best American Airlines deals on Chicago to Montgomery, Alabama flight tickets
American Airlines
Jan 15
ORD11:29 amChicago O'Hare Intl
6h 01m
1 stop
MGM5:30 pmMontgomery Dannelly Field
Jan 17
MGM2:03 pmMontgomery Dannelly Field
5h 47m
1 stop
ORD7:50 pmChicago O'Hare Intl
$258
Find similar
American Airlines
Jan 15
ORD5:05 amChicago O'Hare Intl
7h 50m
1 stop
MGM12:55 pmMontgomery Dannelly Field
Jan 17
MGM2:03 pmMontgomery Dannelly Field
8h 31m
2 stops
ORD10:34 pmChicago O'Hare Intl
$264
Find similar
American Airlines
Jan 15
ORD6:00 amChicago O'Hare Intl
7h 36m
2 stops
MGM1:36 pmMontgomery Dannelly Field
Jan 17
MGM2:03 pmMontgomery Dannelly Field
8h 31m
2 stops
ORD10:34 pmChicago O'Hare Intl
$269
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Montgomery, Alabama 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, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Chicago to Montgomery, Alabama that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 1/15

11:29 am-5:30 pm

1 stop6h 01m

Montgomery Dannelly Field

Sat 1/17

2:03 pm-7:50 pm

1 stop5h 47m

$258

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Wed 1/28

6:00 am-12:02 pm

1 stop6h 02m

Montgomery Dannelly Field

Sun 2/1

6:11 pm-10:22 pm

1 stop4h 11m

$258

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 1/15

5:05 am-12:55 pm

1 stop7h 50m

Montgomery Dannelly Field

Sat 1/17

2:03 pm-10:34 pm

2 stops8h 31m

$264

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 1/15

6:00 am-1:36 pm

2 stops7h 36m

Montgomery Dannelly Field

Sat 1/17

2:03 pm-10:34 pm

2 stops8h 31m

$269

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 2/12

11:47 am-5:15 pm

1 stop5h 28m

Montgomery Dannelly Field

Sun 2/15

5:25 am-1:17 pm

2 stops7h 52m

$299

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 1/15

11:21 am-5:17 pm

1 stop5h 56m

Montgomery Dannelly Field

Sat 1/17

4:00 pm-10:07 pm

1 stop6h 07m

$363

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Mon 1/5

4:05 pm-11:48 pm

1 stop7h 43m

Montgomery Dannelly Field

Sun 1/11

7:00 am-2:10 pm

1 stop7h 10m

$386

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Mon 1/5

4:07 pm-11:48 pm

2 stops7h 41m

Montgomery Dannelly Field

Sun 1/11

7:00 am-2:10 pm

1 stop7h 10m

$392

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 2/12

4:01 pm-11:52 pm

2 stops7h 51m

Montgomery Dannelly Field

Sun 2/15

5:25 am-1:17 pm

2 stops7h 52m

$397

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Mon 1/5

4:07 pm-11:48 pm

2 stops7h 41m

Montgomery Dannelly Field

Sun 1/11

6:00 am-2:01 pm

2 stops8h 01m

$525

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Montgomery from

How to get the cheapest flight ticket from Chicago to Montgomery, Alabama

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Montgomery, Alabama?

What is the cheapest day to depart on your flight to Montgomery, Alabama?

The cheapest day to depart from Chicago to Montgomery, Alabama is on a Wednesday. Travelers who choose to depart for Montgomery, Alabama on a Wednesday will often find tickets for as low as $353. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $637. These prices are subject to change though, so be sure to set up a Price Alert for flights to Montgomery, Alabama.

What is the cheapest time of day to depart on your flight to Montgomery, Alabama?

Our data shows that the cheapest Chicago to Montgomery, Alabama flights are usually those with departure times in the morning. Our users have found flights to Montgomery, Alabama in the morning for as low as $471. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $505 on average. Flights to Montgomery, Alabama from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Chicago to Montgomery, Alabama flights?

You could potentially save up to 36% on your flight if you consider stops on a Chicago to Montgomery, Alabama flight.

When to book flights from Chicago to Montgomery, Alabama

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Montgomery, Alabama according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Montgomery, Alabama (CHI to MGM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Montgomery, Alabama

Fastest flight time

4h 04m

Direct flights

None
The fastest flight from Chicago to Montgomery, Alabama takes 4h 04m
There are no direct flights from Chicago to Montgomery, Alabama. There are no popular flight routes from Chicago to Montgomery, Alabama.
Search flight deals

  • How far is Chicago to Montgomery Dannelly Field by plane?

    The straight-line distance from Chicago to Montgomery Dannelly Field is 660.6 mi. Typically, this will take 4h 04m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Montgomery Dannelly Field Airport?

    Prices for flights from Chicago to Montgomery Dannelly Field Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Montgomery Dannelly Field Airport?

  • How old do you have to be to fly from Chicago to Montgomery Dannelly Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Montgomery Dannelly Field Airport.

  • What documentation or ID do you need to fly to Montgomery Dannelly Field Airport?

    The required travel and health documents for your Montgomery Dannelly Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Montgomery Dannelly Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Montgomery, Alabama?

Best airlines flying from Chicago to Montgomery, Alabama

Compare and see reviews for airlines that fly from Chicago to Montgomery, Alabama with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $241Free CancellationRating
7.9
8,014 reviews
Search Delta flights
American AirlinesPriceFrom $297Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

Traveling to a place near Montgomery?

Book flights to Montgomery if you plan to visit one of these locations
Prattville
Troy
Wetumpka
Greenville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Montgomery?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Montgomery for you.

Can I find flights from Chicago to Montgomery with flexible booking policies on momondo?

Yes. All flights to Montgomery from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Montgomery?

Once you have performed a search for Chicago to Montgomery flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Montgomery right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Montgomery flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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