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Cheap flights from Chicago to Montgomery from $292

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 6/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
4:30 pm - 10:38 pm
MDW
-
MGM
6h 08m
1 stop
Delta Logo
5:55 pm - 9:45 pm
MGM
-
MDW
3h 50m
1 stop
$368Delta
Sat, Jul 18 - Tue, Jul 28
Delta Logo
7:10 am - 11:47 am
ORD
-
MGM
4h 37m
1 stop
Delta Logo
12:30 pm - 7:01 pm
MGM
-
ORD
6h 31m
1 stop
$368Delta
Sat, Jul 18 - Tue, Jul 28
Delta Logo
5:30 am - 11:48 am
ORD
-
MGM
6h 18m
1 stop
Delta Logo
2:30 pm - 8:30 pm
MGM
-
ORD
6h 00m
1 stop
$392Delta
Sun, Sep 6 - Tue, Sep 15
Delta Logo
3:35 pm - 10:41 pm
ORD
-
MGM
7h 06m
1 stop
Delta Logo
9:30 am - 8:45 pm
MGM
-
ORD
11h 15m
2 stops
$396Delta
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
1:25 pm - 6:50 pm
ORD
-
MGM
5h 25m
1 stop
American Airlines Logo
3:20 pm - 9:37 pm
MGM
-
ORD
6h 17m
1 stop
$406American Airlines
Wed, May 27 - Fri, Jun 5
Delta Logo
6:23 am - 11:59 am
MDW
-
MGM
5h 36m
1 stop
Delta Logo
6:00 am - 10:00 am
MGM
-
MDW
4h 00m
1 stop
$416Delta
Thu, May 7 - Sun, May 10
Delta Logo
7:10 am - 11:48 am
ORD
-
MGM
4h 38m
1 stop
Delta Logo
9:30 am - 2:19 pm
MGM
-
ORD
4h 49m
1 stop
$416Delta
Sun, Aug 30 - Sun, Sep 6
Delta Logo
5:30 am - 11:48 am
ORD
-
MGM
6h 18m
1 stop
Delta Logo
9:30 am - 8:45 pm
MGM
-
ORD
11h 15m
2 stops
$420Delta
Sun, Sep 6 - Wed, Sep 16
Delta Logo
5:30 am - 11:48 am
ORD
-
MGM
6h 18m
1 stop
Delta Logo
6:00 am - 10:04 am
MGM
-
ORD
4h 04m
1 stop
$428Delta
Tue, Sep 8 - Thu, Sep 17
American Airlines Logo
7:58 am - 2:55 pm
ORD
-
MGM
6h 57m
1 stop
American Airlines Logo
12:29 pm - 9:12 pm
MGM
-
ORD
8h 43m
1 stop
$444American Airlines
Thu, Jun 25 - Sun, Jun 28

American Airlines flights from Chicago to Montgomery, Alabama

Our best American Airlines deals on Chicago to Montgomery, Alabama flight tickets
American Airlines
May 27
ORD1:25 pmChicago O'Hare Intl
5h 25m
1 stop
MGM6:50 pmMontgomery Dannelly Field
Jun 5
MGM3:20 pmMontgomery Dannelly Field
6h 17m
1 stop
ORD9:37 pmChicago O'Hare Intl
$406
American Airlines
Jun 25
ORD7:58 amChicago O'Hare Intl
6h 57m
1 stop
MGM2:55 pmMontgomery Dannelly Field
Jun 28
MGM12:29 pmMontgomery Dannelly Field
8h 43m
1 stop
ORD9:12 pmChicago O'Hare Intl
$444
American Airlines
Sep 5
ORD11:40 amChicago O'Hare Intl
9h 57m
2 stops
MGM9:37 pmMontgomery Dannelly Field
Sep 8
MGM6:03 pmMontgomery Dannelly Field
5h 22m
1 stop
ORD11:25 pmChicago O'Hare Intl
$454

United Airlines flights from Chicago to Montgomery, Alabama

Our best United Airlines deals on Chicago to Montgomery, Alabama flight tickets
United Airlines
Apr 25
ORD10:35 amChicago O'Hare Intl
5h 50m
1 stop
MGM4:25 pmMontgomery Dannelly Field
Apr 29
MGM5:00 pmMontgomery Dannelly Field
6h 15m
1 stop
ORD11:15 pmChicago O'Hare Intl
$554
United Airlines
Apr 20
ORD5:48 amChicago O'Hare Intl
6h 07m
1 stop
MGM11:55 amMontgomery Dannelly Field
Apr 24
MGM1:00 pmMontgomery Dannelly Field
18h 49m
2 stops
ORD7:49 amChicago O'Hare Intl
$564
United Airlines
Apr 10
ORD6:30 pmChicago O'Hare Intl
17h 25m
2 stops
MGM11:55 amMontgomery Dannelly Field
Apr 12
MGM5:00 pmMontgomery Dannelly Field
8h 26m
1 stop
ORD1:26 amChicago O'Hare Intl
$574

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 March 24, 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

MDW - MGM

MDWMGM

Chicago Midway

Sat 7/18

4:30 pm-10:38 pm

1 stop6h 08m

Montgomery Dannelly Field

Tue 7/28

5:55 pm-9:45 pm

1 stop3h 50m

$368

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sat 7/18

7:10 am-11:47 am

1 stop4h 37m

Montgomery Dannelly Field

Tue 7/28

12:30 pm-7:01 pm

1 stop6h 31m

$368

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sun 9/6

5:30 am-11:48 am

1 stop6h 18m

Montgomery Dannelly Field

Tue 9/15

2:30 pm-8:30 pm

1 stop6h 00m

$392

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 9/8

3:35 pm-10:41 pm

1 stop7h 06m

Montgomery Dannelly Field

Tue 9/15

9:30 am-8:45 pm

2 stops11h 15m

$396

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Wed 5/27

1:25 pm-6:50 pm

1 stop5h 25m

Montgomery Dannelly Field

Fri 6/5

3:20 pm-9:37 pm

1 stop6h 17m

$406

ChicagoMontgomery

MDW - MGM

MDWMGM

Chicago Midway

Thu 5/7

6:23 am-11:59 am

1 stop5h 36m

Montgomery Dannelly Field

Sun 5/10

6:00 am-10:00 am

1 stop4h 00m

$416
Quickest round-trip

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sun 8/30

7:10 am-11:48 am

1 stop4h 38m

Montgomery Dannelly Field

Sun 9/6

9:30 am-2:19 pm

1 stop4h 49m

$416

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Sun 9/6

5:30 am-11:48 am

1 stop6h 18m

Montgomery Dannelly Field

Wed 9/16

9:30 am-8:45 pm

2 stops11h 15m

$420

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Tue 9/8

5:30 am-11:48 am

1 stop6h 18m

Montgomery Dannelly Field

Thu 9/17

6:00 am-10:04 am

1 stop4h 04m

$428

ChicagoMontgomery

ORD - MGM

ORDMGM

Chicago O'Hare Intl

Thu 6/25

7:58 am-2:55 pm

1 stop6h 57m

Montgomery Dannelly Field

Sun 6/28

12:29 pm-9:12 pm

1 stop8h 43m

$444

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

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

You could potentially save up to 28% 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 39m

Direct flights

None
The fastest flight from Chicago to Montgomery, Alabama takes 3h 39m
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 39m 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
11,491 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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