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Cheap flights from Chicago to Montgomery from $243

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 3/17. 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.
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
Delta Logo
6:25 pm - 10:33 pm
MGM
-
MDW
4h 08m
1 stop
$258Delta
mar., feb. 24 - mar., mar. 3
Delta Logo
9:52 am - 2:02 pm
ORD
-
MGM
4h 10m
1 stop
Delta Logo
6:00 am - 10:14 am
MGM
-
ORD
4h 14m
1 stop
$258Delta
mar., feb. 24 - mar., mar. 3
Delta Logo
5:25 am - 9:16 am
ORD
-
MGM
3h 51m
1 stop
Delta Logo
6:25 pm - 11:56 pm
MGM
-
ORD
5h 31m
1 stop
$263Delta
sáb., feb. 21 - lun., feb. 23
American Airlines Logo
4:04 pm - 10:48 pm
ORD
-
MGM
6h 44m
2 stops
American Airlines Logo
7:00 am - 2:16 pm
MGM
-
ORD
7h 16m
1 stop
$264American Airlines
mar., feb. 24 - mar., mar. 3
Delta Logo
5:25 am - 11:55 am
ORD
-
MGM
6h 30m
1 stop
Delta Logo
9:59 am - 2:10 pm
MGM
-
ORD
4h 11m
1 stop
$268Delta
mar., feb. 17 - sáb., feb. 21
American Airlines Logo
5:00 am - 12:40 pm
ORD
-
MGM
7h 40m
1 stop
American Airlines Logo
5:30 am - 1:19 pm
MGM
-
ORD
7h 49m
2 stops
$274American Airlines
mar., feb. 17 - sáb., feb. 21
American Airlines Logo
6:08 am - 1:10 pm
ORD
-
MGM
7h 02m
2 stops
American Airlines Logo
5:30 am - 1:19 pm
MGM
-
ORD
7h 49m
2 stops
$279American Airlines
mar., feb. 17 - sáb., feb. 21
Delta Logo
5:25 am - 11:55 am
ORD
-
MGM
6h 30m
1 stop
Delta Logo
9:47 am - 10:05 pm
MGM
-
ORD
12h 18m
2 stops
$301Delta
sáb., feb. 21 - mar., feb. 24
Delta Logo
6:00 am - 11:47 am
MDW
-
MGM
5h 47m
1 stop
Delta Logo
5:55 pm - 9:45 pm
MGM
-
MDW
3h 50m
1 stop
$303Delta
sáb., jul. 18 - mar., jul. 28
Delta Logo
6:00 am - 11:47 am
ORD
-
MGM
5h 47m
1 stop
Delta Logo
5:55 pm - 10:25 pm
MGM
-
ORD
4h 30m
1 stop
$303Delta
sáb., jul. 18 - mar., jul. 28

American Airlines flights from Chicago to Montgomery, Alabama

Our best American Airlines deals on Chicago to Montgomery, Alabama flight tickets
American Airlines
Feb 24
ORD6:08 amChicago O'Hare Intl
7h 02m
2 stops
MGM1:10 pmMontgomery Dannelly Field
Mar 3
MGM6:32 amMontgomery Dannelly Field
7h 25m
1 stop
ORD1:57 pmChicago O'Hare Intl
$264
American Airlines
Feb 17
ORD5:00 amChicago O'Hare Intl
7h 40m
1 stop
MGM12:40 pmMontgomery Dannelly Field
Feb 21
MGM5:30 amMontgomery Dannelly Field
7h 49m
2 stops
ORD1:19 pmChicago O'Hare Intl
$274
American Airlines
Feb 17
ORD6:08 amChicago O'Hare Intl
7h 02m
2 stops
MGM1:10 pmMontgomery Dannelly Field
Feb 21
MGM5:30 amMontgomery Dannelly Field
7h 49m
2 stops
ORD1:19 pmChicago O'Hare Intl
$279

Delta flights from Chicago to Montgomery, Alabama

Our best Delta deals on Chicago to Montgomery, Alabama flight tickets
Delta
Feb 24
MDW6:00 amChicago Midway
5h 55m
1 stop
MGM11:55 amMontgomery Dannelly Field
Mar 3
MGM6:25 pmMontgomery Dannelly Field
4h 08m
1 stop
MDW10:33 pmChicago Midway
$258
Delta
Feb 17
ORD5:25 amChicago O'Hare Intl
6h 30m
1 stop
MGM11:55 amMontgomery Dannelly Field
Feb 21
MGM9:59 amMontgomery Dannelly Field
4h 11m
1 stop
ORD2:10 pmChicago O'Hare Intl
$268
Delta
Jul 18
MDW6:00 amChicago Midway
5h 47m
1 stop
MGM11:47 amMontgomery Dannelly Field
Jul 28
MGM5:55 pmMontgomery Dannelly Field
3h 50m
1 stop
MDW9:45 pmChicago Midway
$303

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 febrero 4, 2026.
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

MDW - MGM

MDWMGM

Chicago Midway

mar. 2/24

6:00 am-11:55 am

1 stop5h 55m

Montgomery Dannelly Field

mar. 3/3

6:25 pm-10:33 pm

1 stop4h 08m

$258

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

mar. 2/24

9:52 am-2:02 pm

1 stop4h 10m

Montgomery Dannelly Field

mar. 3/3

6:00 am-10:14 am

1 stop4h 14m

$258

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

sáb. 2/21

5:25 am-9:16 am

1 stop3h 51m

Montgomery Dannelly Field

lun. 2/23

6:25 pm-11:56 pm

1 stop5h 31m

$263

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

mar. 2/24

4:04 pm-10:48 pm

2 stops6h 44m

Montgomery Dannelly Field

mar. 3/3

7:00 am-2:16 pm

1 stop7h 16m

$264

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

mar. 2/17

5:25 am-11:55 am

1 stop6h 30m

Montgomery Dannelly Field

sáb. 2/21

9:59 am-2:10 pm

1 stop4h 11m

$268

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

mar. 2/17

5:00 am-12:40 pm

1 stop7h 40m

Montgomery Dannelly Field

sáb. 2/21

5:30 am-1:19 pm

2 stops7h 49m

$274

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

mar. 2/17

6:08 am-1:10 pm

2 stops7h 02m

Montgomery Dannelly Field

sáb. 2/21

5:30 am-1:19 pm

2 stops7h 49m

$279

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

sáb. 2/21

5:25 am-11:55 am

1 stop6h 30m

Montgomery Dannelly Field

mar. 2/24

9:47 am-10:05 pm

2 stops12h 18m

$301

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

sáb. 7/18

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

mar. 7/28

5:55 pm-9:45 pm

1 stop3h 50m

$303

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

sáb. 7/18

6:00 am-11:47 am

1 stop5h 47m

Montgomery Dannelly Field

mar. 7/28

5:55 pm-10:25 pm

1 stop4h 30m

$303

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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?

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

3h 51m

Direct flights

None
The fastest flight from Chicago to Montgomery, Alabama takes 3h 51m
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 3h 51m 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
American AirlinesPriceFrom $263Free CancellationRating
7.2
11,216 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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