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Cheap flights from Montgomery, Alabama to Chicago from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montgomery, Alabama to Chicago departing on 12/10. 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 Montgomery, Alabama to Chicago (MGM-CHI)

Cheap round-trip flights

American Airlines Logo
1:02 pm - 5:36 pmMGM-ORD
4h 34m1 stop
American Airlines Logo
6:25 am - 1:33 pmORD-MGM
7h 08m2 stops
$324American Airlines
Find Deal
Sat, Nov 1 - Tue, Nov 4
Delta Logo
9:28 am - 2:58 pmMGM-ORD
5h 30m1 stop
Delta Logo
6:45 am - 1:15 pmORD-MGM
6h 30m1 stop
$328Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
5:55 pm - 9:46 pmMGM-MDW
3h 51m1 stop
Delta Logo
1:05 pm - 5:14 pmMDW-MGM
4h 09m1 stop
$328Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
5:36 am - 1:11 pmMGM-ORD
7h 35m2 stops
American Airlines Logo
11:40 am - 5:17 pmORD-MGM
5h 37m1 stop
$334American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
9:31 am - 4:31 pmMGM-ORD
7h 00m1 stop
Delta Logo
6:45 am - 1:19 pmORD-MGM
6h 34m1 stop
$352Delta
Find Deal
Sat, Oct 4 - Mon, Oct 6
American Airlines Logo
6:36 am - 2:06 pmMGM-ORD
7h 30m2 stops
American Airlines Logo
11:40 am - 5:38 pmORD-MGM
5h 58m1 stop
$358American Airlines
Find Deal
Sat, Oct 4 - Fri, Oct 24
Delta Logo
12:30 pm - 4:39 pmMGM-ORD
4h 09m1 stop
Delta Logo
6:00 am - 5:14 pmORD-MGM
11h 14m2 stops
$361Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
Delta Logo
12:46 pm - 5:00 pmMGM-ORD
4h 14m1 stop
Delta Logo
5:20 am - 12:06 pmORD-MGM
6h 46m1 stop
$362Delta
Find Deal
Sat, Oct 11 - Sun, Oct 12
Delta Logo
12:30 pm - 6:57 pmMGM-ORD
6h 27m1 stop
Delta Logo
7:00 am - 10:30 pmORD-MGM
15h 30m2 stops
$367Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
Delta Logo
9:30 am - 4:25 pmMGM-MDW
6h 55m1 stop
Delta Logo
9:30 am - 10:30 pmMDW-MGM
13h 00m2 stops
$367Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25

American Airlines flights from Montgomery, Alabama to Chicago

Our best American Airlines deals on Montgomery, Alabama to Chicago flight tickets
American Airlines
Nov 1
MGM1:02 pmMontgomery Dannelly Field
4h 34m
1 stop
ORD5:36 pmChicago O'Hare Intl
Nov 4
ORD6:25 amChicago O'Hare Intl
7h 08m
2 stops
MGM1:33 pmMontgomery Dannelly Field
$324
Find similar
American Airlines
Nov 8
MGM5:36 amMontgomery Dannelly Field
7h 35m
2 stops
ORD1:11 pmChicago O'Hare Intl
Nov 11
ORD11:40 amChicago O'Hare Intl
5h 37m
1 stop
MGM5:17 pmMontgomery Dannelly Field
$334
Find similar
American Airlines
Oct 4
MGM6:36 amMontgomery Dannelly Field
7h 30m
2 stops
ORD2:06 pmChicago O'Hare Intl
Oct 24
ORD11:40 amChicago O'Hare Intl
5h 58m
1 stop
MGM5:38 pmMontgomery Dannelly Field
$358
Find similar

Delta flights from Montgomery, Alabama to Chicago

Our best Delta deals on Montgomery, Alabama to Chicago flight tickets
Delta
Nov 8
MGM9:28 amMontgomery Dannelly Field
5h 30m
1 stop
ORD2:58 pmChicago O'Hare Intl
Nov 11
ORD6:45 amChicago O'Hare Intl
6h 30m
1 stop
MGM1:15 pmMontgomery Dannelly Field
$328
Find similar
Delta
Oct 4
MGM9:31 amMontgomery Dannelly Field
7h 00m
1 stop
ORD4:31 pmChicago O'Hare Intl
Oct 6
ORD6:45 amChicago O'Hare Intl
6h 34m
1 stop
MGM1:19 pmMontgomery Dannelly Field
$352
Find similar
Delta
Feb 21
MGM12:30 pmMontgomery Dannelly Field
4h 09m
1 stop
ORD4:39 pmChicago O'Hare Intl
Feb 25
ORD6:00 amChicago O'Hare Intl
11h 14m
2 stops
MGM5:14 pmMontgomery Dannelly Field
$361
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montgomery, Alabama to Chicago 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 September 4, 2025.
Use the filters below to find and compare flights from Montgomery, Alabama to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 11/1

1:02 pm-5:36 pm

1 stop4h 34m

Chicago O'Hare Intl

Tue 11/4

6:25 am-1:33 pm

2 stops7h 08m

$324

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 11/8

9:28 am-2:58 pm

1 stop5h 30m

Chicago O'Hare Intl

Tue 11/11

6:45 am-1:15 pm

1 stop6h 30m

$328

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Sat 2/21

5:55 pm-9:46 pm

1 stop3h 51m

Chicago Midway

Wed 2/25

1:05 pm-5:14 pm

1 stop4h 09m

$328

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 11/8

5:36 am-1:11 pm

2 stops7h 35m

Chicago O'Hare Intl

Tue 11/11

11:40 am-5:17 pm

1 stop5h 37m

$334

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 10/4

9:31 am-4:31 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 10/6

6:45 am-1:19 pm

1 stop6h 34m

$352

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 10/4

6:36 am-2:06 pm

2 stops7h 30m

Chicago O'Hare Intl

Fri 10/24

11:40 am-5:38 pm

1 stop5h 58m

$358

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 2/21

12:30 pm-4:39 pm

1 stop4h 09m

Chicago O'Hare Intl

Wed 2/25

6:00 am-5:14 pm

2 stops11h 14m

$361

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 10/11

12:46 pm-5:00 pm

1 stop4h 14m

Chicago O'Hare Intl

Sun 10/12

5:20 am-12:06 pm

1 stop6h 46m

$362

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Sat 2/21

12:30 pm-6:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Wed 2/25

7:00 am-10:30 pm

2 stops15h 30m

$367

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Sat 2/21

9:30 am-4:25 pm

1 stop6h 55m

Chicago Midway

Wed 2/25

9:30 am-10:30 pm

2 stops13h 00m

$367

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 Chicago from

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

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 Montgomery, Alabama and Chicago?

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Montgomery, Alabama, with most prices found around $243. If you’re not able to fly to Chicago in August, then February is your next best option. Flight prices from Montgomery, Alabama to Chicago during February average around $296.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $294. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Montgomery, Alabama to Chicago for around $571.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Montgomery, Alabama to Chicago during this time can be as low as $372. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $385.

When to book flights from Montgomery, Alabama to Chicago

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

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

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

Direct flights

None
There are no direct flights from Montgomery, Alabama to Chicago. There are no popular flight routes from Montgomery, Alabama to Chicago.
Search flight deals

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

    A flight from Montgomery Dannelly Field to Chicago will travel around 660.6 mi. Flights usually cover this in 3h 50m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Montgomery Dannelly Field Airport to Chicago are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montgomery Dannelly Field Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Montgomery, Alabama to Chicago

Compare and see reviews for airlines that fly from Montgomery, Alabama to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $148Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $186Free CancellationRating
7.9
7,977 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Montgomery is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Montgomery to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Montgomery and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Montgomery to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport