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Cheap flights from Chicago to Montgomery from $181

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 9/27. 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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Cheap round-trip flights

American Airlines Logo
8:37 am - 1:26 pmORD-MGM
4h 49m1 stop
American Airlines Logo
5:46 pm - 11:48 pmMGM-ORD
6h 02m1 stop
$356American Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
Delta Logo
7:05 am - 1:20 pmORD-MGM
6h 15m1 stop
Delta Logo
2:00 pm - 7:19 pmMGM-ORD
5h 19m1 stop
$362Delta
Find Deal
Fri, Aug 15 - Sat, Aug 30
American Airlines Logo
3:32 pm - 10:45 pmORD-MGM
7h 13m2 stops
American Airlines Logo
5:43 pm - 11:43 pmMGM-ORD
6h 00m1 stop
$368American Airlines
Find Deal
Fri, Aug 15 - Sat, Aug 30
Delta Logo
7:05 am - 1:20 pmORD-MGM
6h 15m1 stop
Delta Logo
6:00 am - 10:04 amMGM-ORD
4h 04m1 stop
$376Delta
Find Deal
Fri, Aug 15 - Tue, Aug 19
American Airlines Logo
3:32 pm - 10:45 pmORD-MGM
7h 13m2 stops
American Airlines Logo
6:43 am - 12:22 pmMGM-ORD
5h 39m1 stop
$382American Airlines
Find Deal
Fri, Aug 15 - Tue, Aug 19
American Airlines Logo
2:55 pm - 11:12 pmORD-MGM
8h 17m1 stop
American Airlines Logo
1:03 pm - 7:08 pmMGM-ORD
6h 05m1 stop
$384American Airlines
Find Deal
Tue, Aug 12 - Sat, Aug 16
American Airlines Logo
10:25 am - 4:52 pmORD-MGM
6h 27m1 stop
American Airlines Logo
6:37 am - 2:09 pmMGM-ORD
7h 32m1 stop
$390American Airlines
Find Deal
Thu, Aug 14 - Sat, Aug 16
American Airlines Logo
3:32 pm - 10:45 pmORD-MGM
7h 13m2 stops
American Airlines Logo
6:43 am - 12:23 pmMGM-ORD
5h 40m1 stop
$396American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17
Delta Logo
6:04 am - 11:48 amMDW-MGM
5h 44m1 stop
Delta Logo
11:04 am - 3:28 pmMGM-MDW
4h 24m1 stop
$400Delta
Find Deal
Fri, Aug 15 - Sat, Aug 30
Delta Logo
6:04 am - 11:48 amMDW-MGM
5h 44m1 stop
Delta Logo
11:04 am - 3:28 pmMGM-MDW
4h 24m1 stop
$417Delta
Find Deal
Fri, Aug 15 - Sat, Aug 30

American Airlines flights from Chicago to Montgomery, Alabama

Our best American Airlines deals on Chicago to Montgomery, Alabama flight tickets
American Airlines
Sep 26
ORD8:37 amChicago O'Hare Intl
4h 49m
1 stop
MGM1:26 pmMontgomery Dannelly Field
Sep 28
MGM5:46 pmMontgomery Dannelly Field
6h 02m
1 stop
ORD11:48 pmChicago O'Hare Intl
$356
Find similar
American Airlines
Aug 15
ORD3:32 pmChicago O'Hare Intl
7h 13m
2 stops
MGM10:45 pmMontgomery Dannelly Field
Aug 30
MGM5:43 pmMontgomery Dannelly Field
6h 00m
1 stop
ORD11:43 pmChicago O'Hare Intl
$368
Find similar
American Airlines
Aug 6
ORD7:35 amChicago O'Hare Intl
5h 41m
1 stop
MGM1:16 pmMontgomery Dannelly Field
Aug 31
MGM6:37 amMontgomery Dannelly Field
7h 32m
1 stop
ORD2:09 pmChicago O'Hare Intl
$370
Find similar

Delta flights from Chicago to Montgomery, Alabama

Our best Delta deals on Chicago to Montgomery, Alabama flight tickets
Delta
Aug 15
ORD7:05 amChicago O'Hare Intl
6h 15m
1 stop
MGM1:20 pmMontgomery Dannelly Field
Aug 30
MGM2:00 pmMontgomery Dannelly Field
5h 19m
1 stop
ORD7:19 pmChicago O'Hare Intl
$362
Find similar
Delta
Aug 15
ORD7:05 amChicago O'Hare Intl
6h 15m
1 stop
MGM1:20 pmMontgomery Dannelly Field
Aug 19
MGM6:00 amMontgomery Dannelly Field
4h 04m
1 stop
ORD10:04 amChicago O'Hare Intl
$376
Find similar
Delta
Aug 15
MDW6:04 amChicago Midway
5h 44m
1 stop
MGM11:48 amMontgomery Dannelly Field
Aug 30
MGM11:04 amMontgomery Dannelly Field
4h 24m
1 stop
MDW3:28 pmChicago Midway
$400
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 July 30, 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

Fri 9/26

8:37 am-1:26 pm

1 stop4h 49m

Montgomery Dannelly Field

Sun 9/28

5:46 pm-11:48 pm

1 stop6h 02m

$356

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 8/15

7:05 am-1:20 pm

1 stop6h 15m

Montgomery Dannelly Field

Sat 8/30

2:00 pm-7:19 pm

1 stop5h 19m

$362

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 8/15

3:32 pm-10:45 pm

2 stops7h 13m

Montgomery Dannelly Field

Sat 8/30

5:43 pm-11:43 pm

1 stop6h 00m

$368

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 8/15

7:05 am-1:20 pm

1 stop6h 15m

Montgomery Dannelly Field

Tue 8/19

6:00 am-10:04 am

1 stop4h 04m

$376

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Fri 8/15

3:32 pm-10:45 pm

2 stops7h 13m

Montgomery Dannelly Field

Tue 8/19

6:43 am-12:22 pm

1 stop5h 39m

$382

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 8/12

2:55 pm-11:12 pm

1 stop8h 17m

Montgomery Dannelly Field

Sat 8/16

1:03 pm-7:08 pm

1 stop6h 05m

$384

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 8/14

10:25 am-4:52 pm

1 stop6h 27m

Montgomery Dannelly Field

Sat 8/16

6:37 am-2:09 pm

1 stop7h 32m

$390

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Wed 8/13

3:32 pm-10:45 pm

2 stops7h 13m

Montgomery Dannelly Field

Sun 8/17

6:43 am-12:23 pm

1 stop5h 40m

$396

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 8/15

6:04 am-11:48 am

1 stop5h 44m

Montgomery Dannelly Field

Sat 8/30

11:04 am-3:28 pm

1 stop4h 24m

$400

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Fri 8/15

6:04 am-11:48 am

1 stop5h 44m

Montgomery Dannelly Field

Sat 8/30

11:04 am-3:28 pm

1 stop4h 24m

$417

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 cheapest month to fly to Montgomery, Alabama?

The month of August is, on average, the cheapest month to fly to Montgomery, Alabama from Chicago, with most prices found around $264. The month of March is another great option to travel to Montgomery, Alabama, with average flight prices from Chicago averaging around $297.

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.

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

Best Price Found

$181

Fastest flight time

3h 33m

Direct flights

None

Airports in Montgomery, Alabama

1 airport
The best one-way flight to Montgomery, Alabama from Chicago in the past 72 hours is $181. The best round-trip flight deal from Chicago to Montgomery, Alabama found on momondo in the last 72 hours is $356.
The fastest flight from Chicago to Montgomery, Alabama takes 3h 33m
There are no direct flights from Chicago to Montgomery, Alabama. Popular non-direct routes for this connection are Chicago Midway Airport - Montgomery Dannelly Field Airport and Chicago O'Hare Intl Airport - Montgomery Dannelly Field Airport.
There is 1 airport near Montgomery, Alabama: Montgomery Dannelly Field (MGM)
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  • 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 33m 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
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $297Free CancellationRating
7.2
10,000 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
Wetumpka
Troy
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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