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Cheap flights from Chicago to Montgomery from $268

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 9/8. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Montgomery

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:54 pm - 10:31 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 37m1 stop Dallas/Fort Worth
American Airlines Logo
6:14 pm - 12:18 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 04m1 stop Dallas/Fort Worth
$326American Airlines
Wed, Sep 2 - Tue, Sep 8
American Airlines Logo
7:30 am - 12:15 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
4h 45m1 stop Charlotte Douglas
American Airlines Logo
6:14 pm - 12:18 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 04m1 stop Dallas/Fort Worth
$326American Airlines
Sat, Sep 5 - Mon, Sep 7
Delta Logo
6:13 pm - 11:20 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
5h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:46 am - 2:30 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
4h 44m1 stop Atlanta Hartsfield-Jackson
$326Delta
Thu, Oct 22 - Sat, Oct 24
Delta Logo
6:19 pm - 11:15 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
4h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:48 am - 2:38 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
4h 50m1 stop Atlanta Hartsfield-Jackson
$326Delta
Fri, Dec 11 - Sun, Dec 13
Delta Logo
5:30 am - 9:12 amORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
3h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:28 pm - 11:57 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
5h 29m1 stop Atlanta Hartsfield-Jackson
$326Delta
Sat, Aug 29 - Sun, Aug 30
American Airlines Logo
9:40 am - 5:09 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
7h 29m1 stop Dallas/Fort Worth
American Airlines Logo
5:23 am - 10:51 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
5h 28m1 stop Charlotte Douglas
$326American Airlines
Sat, Aug 29 - Sun, Aug 30
American Airlines Logo
3:50 pm - 10:08 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 18m1 stop Dallas/Fort Worth
American Airlines Logo
1:40 pm - 7:38 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
5h 58m1 stop Charlotte Douglas
$326American Airlines
Fri, Sep 11 - Fri, Sep 18
United Airlines Logo
10:32 am - 4:17 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
5h 45m1 stop Houston George Bush Intcntl
United Airlines Logo
1:17 pm - 9:42 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
8h 25m1 stop Houston George Bush Intcntl
$536United Airlines
Tue, Sep 29 - Thu, Oct 1
United Airlines Logo
6:30 am - 12:41 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 11m1 stop Houston George Bush Intcntl
United Airlines Logo
4:53 pm - 12:59 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
8h 06m1 stop Houston George Bush Intcntl
$536United Airlines
Sun, Aug 30 - Sun, Aug 30
United Airlines Logo
6:30 am - 12:41 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 11m1 stop Houston George Bush Intcntl
United Airlines Logo
4:53 pm - 11:26 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 33m1 stop Houston George Bush Intcntl
$536United Airlines
Sat, Aug 29 - Sat, Aug 29

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Delta flights from Chicago to Montgomery, Alabama

Our best Delta deals on Chicago to Montgomery, Alabama flight tickets
Delta
Oct 2
MDW1:00 pmChicago Midway
4h 48m
1 stop
MGM5:48 pmMontgomery Dannelly Field
Oct 11
MGM6:00 amMontgomery Dannelly Field
4h 03m
1 stop
MDW10:03 amChicago Midway
$326
Delta
Aug 24
MDW5:10 pmChicago Midway
5h 58m
1 stop
MGM11:08 pmMontgomery Dannelly Field
Aug 31
MGM4:19 pmMontgomery Dannelly Field
6h 17m
1 stop
MDW10:36 pmChicago Midway
$342
Delta
Oct 9
ORD6:30 amChicago O'Hare Intl
5h 16m
1 stop
MGM11:46 amMontgomery Dannelly Field
Oct 13
MGM12:26 pmMontgomery Dannelly Field
6h 45m
1 stop
ORD7:11 pmChicago O'Hare Intl
$357

American Airlines flights from Chicago to Montgomery, Alabama

Our best American Airlines deals on Chicago to Montgomery, Alabama flight tickets
American Airlines
Aug 24
ORD4:53 pmChicago O'Hare Intl
5h 39m
1 stop
MGM10:32 pmMontgomery Dannelly Field
Aug 31
MGM6:39 amMontgomery Dannelly Field
5h 36m
1 stop
ORD12:15 pmChicago O'Hare Intl
$342
American Airlines
Aug 21
ORD5:49 pmChicago O'Hare Intl
4h 43m
1 stop
MGM10:32 pmMontgomery Dannelly Field
Aug 25
MGM7:09 amMontgomery Dannelly Field
8h 46m
1 stop
ORD3:55 pmChicago O'Hare Intl
$358
American Airlines
Sep 20
ORD6:45 amChicago O'Hare Intl
5h 29m
1 stop
MGM12:14 pmMontgomery Dannelly Field
Sep 27
MGM5:28 pmMontgomery Dannelly Field
5h 03m
1 stop
ORD10:31 pmChicago O'Hare Intl
$386

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 August 10, 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

Cheapest round-trip

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Wed 9/2

3:54 pm-10:31 pm

1 stop6h 37m

Montgomery Dannelly Field

Tue 9/8

6:14 pm-12:18 am

1 stop6h 04m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Sat 9/5

7:30 am-12:15 pm

1 stop4h 45m

Montgomery Dannelly Field

Mon 9/7

6:14 pm-12:18 am

1 stop6h 04m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Thu 10/22

6:13 pm-11:20 pm

1 stop5h 07m

Montgomery Dannelly Field

Sat 10/24

9:46 am-2:30 pm

1 stop4h 44m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Fri 12/11

6:19 pm-11:15 pm

1 stop4h 56m

Montgomery Dannelly Field

Sun 12/13

9:48 am-2:38 pm

1 stop4h 50m

$326
Quickest round-trip

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Sat 8/29

5:30 am-9:12 am

1 stop3h 42m

Montgomery Dannelly Field

Sun 8/30

6:28 pm-11:57 pm

1 stop5h 29m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Sat 8/29

9:40 am-5:09 pm

1 stop7h 29m

Montgomery Dannelly Field

Sun 8/30

5:23 am-10:51 am

1 stop5h 28m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Fri 9/11

3:50 pm-10:08 pm

1 stop6h 18m

Montgomery Dannelly Field

Fri 9/18

1:40 pm-7:38 pm

1 stop5h 58m

$326

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Tue 9/29

10:32 am-4:17 pm

1 stop5h 45m

Montgomery Dannelly Field

Thu 10/1

1:17 pm-9:42 pm

1 stop8h 25m

$536

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Sun 8/30

6:30 am-12:41 pm

1 stop6h 11m

Montgomery Dannelly Field

Sun 8/30

4:53 pm-12:59 am

1 stop8h 06m

$536

ChicagoMontgomery

ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field

ORDMGM

Chicago O'Hare Intl

Sat 8/29

6:30 am-12:41 pm

1 stop6h 11m

Montgomery Dannelly Field

Sat 8/29

4:53 pm-11:26 pm

1 stop6h 33m

$536

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 cheapest month to fly to Montgomery, Alabama?

The month of December is, on average, the cheapest month to fly to Montgomery, Alabama from Chicago, with most prices found around $0. The month of August is another great option to travel to Montgomery, Alabama, with average flight prices from Chicago averaging around $0.

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

You could potentially save up to 32% 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 42m

Direct flights

None
The fastest flight from Chicago to Montgomery, Alabama takes 3h 42m
There are no direct flights from Chicago to Montgomery, Alabama. There are no popular flight routes from Chicago to Montgomery, Alabama.
Search flight deals

Frequently asked questions about flying from Chicago to Montgomery, Alabama

  • 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 42m 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
7.1
11,897 reviews
Search American Airlines flights
DeltaPriceFrom $362Free CancellationRating
7.8
8,497 reviews
Search Delta flights

Traveling to a place near Montgomery?

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

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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