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Cheap flights from Montgomery, Alabama to Chicago from $224

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 11/27. 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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Find the cheapest flights from Montgomery, Alabama to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:30 pm - 4:39 pmMGM-ORD
4h 09m1 stop
Delta Logo
7:10 am - 1:44 pmORD-MGM
6h 34m1 stop
$328Delta
Find Deal
sáb., feb. 21 - mié., feb. 25
Delta Logo
9:30 am - 3:25 pmMGM-MDW
5h 55m1 stop
Delta Logo
10:35 am - 5:14 pmMDW-MGM
6h 39m1 stop
$328Delta
Find Deal
sáb., feb. 21 - mié., feb. 25
American Airlines Logo
5:35 am - 11:03 amMGM-ORD
5h 28m1 stop
American Airlines Logo
10:15 am - 5:40 pmORD-MGM
7h 25m2 stops
$334American Airlines
Find Deal
sáb., dic. 6 - sáb., dic. 13
Delta Logo
6:23 pm - 12:02 amMGM-ORD
5h 39m1 stop
Delta Logo
6:45 am - 1:13 pmORD-MGM
6h 28m1 stop
$352Delta
Find Deal
mar., nov. 25 - mar., dic. 2
Delta Logo
6:23 pm - 11:40 pmMGM-MDW
5h 17m1 stop
Delta Logo
6:00 am - 11:11 amMDW-MGM
5h 11m1 stop
$352Delta
Find Deal
mar., nov. 25 - mar., dic. 2
American Airlines Logo
5:36 am - 10:42 amMGM-ORD
5h 06m1 stop
American Airlines Logo
6:06 am - 1:33 pmORD-MGM
7h 27m2 stops
$358American Airlines
Find Deal
mar., nov. 25 - mar., dic. 2
Delta Logo
6:00 am - 10:06 amMGM-ORD
4h 06m1 stop
Delta Logo
6:00 am - 5:14 pmORD-MGM
11h 14m2 stops
$361Delta
Find Deal
sáb., feb. 21 - mié., feb. 25
American Airlines Logo
5:11 pm - 11:54 pmMGM-ORD
6h 43m1 stop
American Airlines Logo
4:05 pm - 11:49 pmORD-MGM
7h 44m1 stop
$376American Airlines
Find Deal
sáb., nov. 22 - dom., nov. 23
Delta Logo
12:42 pm - 5:32 pmMGM-MDW
4h 50m1 stop
Delta Logo
6:00 am - 12:02 pmMDW-MGM
6h 02m1 stop
$376Delta
Find Deal
vie., ene. 23 - dom., ene. 25
Delta Logo
12:30 pm - 7:29 pmMGM-ORD
6h 59m1 stop
Delta Logo
6:00 am - 5:14 pmORD-MGM
11h 14m2 stops
$382Delta
Find Deal
sáb., feb. 21 - mié., feb. 25

Delta flights from Montgomery, Alabama to Chicago

Our best Delta deals on Montgomery, Alabama to Chicago flight tickets
Delta
Feb 21
MGM12:30 pmMontgomery Dannelly Field
4h 09m
1 stop
ORD4:39 pmChicago O'Hare Intl
Feb 25
ORD7:10 amChicago O'Hare Intl
6h 34m
1 stop
MGM1:44 pmMontgomery Dannelly Field
$328
Find similar
Delta
Nov 25
MGM6:23 pmMontgomery Dannelly Field
5h 39m
1 stop
ORD12:02 amChicago O'Hare Intl
Dec 2
ORD6:45 amChicago O'Hare Intl
6h 28m
1 stop
MGM1:13 pmMontgomery Dannelly Field
$352
Find similar
Delta
Feb 21
MGM6:00 amMontgomery Dannelly Field
4h 06m
1 stop
ORD10:06 amChicago O'Hare Intl
Feb 25
ORD6:00 amChicago O'Hare Intl
11h 14m
2 stops
MGM5:14 pmMontgomery Dannelly Field
$361
Find similar

American Airlines flights from Montgomery, Alabama to Chicago

Our best American Airlines deals on Montgomery, Alabama to Chicago flight tickets
American Airlines
Dec 6
MGM5:35 amMontgomery Dannelly Field
5h 28m
1 stop
ORD11:03 amChicago O'Hare Intl
Dec 13
ORD10:15 amChicago O'Hare Intl
7h 25m
2 stops
MGM5:40 pmMontgomery Dannelly Field
$334
Find similar
American Airlines
Nov 25
MGM5:36 amMontgomery Dannelly Field
5h 06m
1 stop
ORD10:42 amChicago O'Hare Intl
Dec 2
ORD6:06 amChicago O'Hare Intl
7h 27m
2 stops
MGM1:33 pmMontgomery Dannelly Field
$358
Find similar
American Airlines
Nov 22
MGM5:11 pmMontgomery Dannelly Field
6h 43m
1 stop
ORD11:54 pmChicago O'Hare Intl
Nov 23
ORD4:05 pmChicago O'Hare Intl
7h 44m
1 stop
MGM11:49 pmMontgomery Dannelly Field
$376
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 octubre 28, 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

sáb. 2/21

12:30 pm-4:39 pm

1 stop4h 09m

Chicago O'Hare Intl

mié. 2/25

7:10 am-1:44 pm

1 stop6h 34m

$328

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

sáb. 2/21

9:30 am-3:25 pm

1 stop5h 55m

Chicago Midway

mié. 2/25

10:35 am-5:14 pm

1 stop6h 39m

$328

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

sáb. 12/6

5:35 am-11:03 am

1 stop5h 28m

Chicago O'Hare Intl

sáb. 12/13

10:15 am-5:40 pm

2 stops7h 25m

$334

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

mar. 11/25

6:23 pm-12:02 am

1 stop5h 39m

Chicago O'Hare Intl

mar. 12/2

6:45 am-1:13 pm

1 stop6h 28m

$352

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

mar. 11/25

6:23 pm-11:40 pm

1 stop5h 17m

Chicago Midway

mar. 12/2

6:00 am-11:11 am

1 stop5h 11m

$352

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

mar. 11/25

5:36 am-10:42 am

1 stop5h 06m

Chicago O'Hare Intl

mar. 12/2

6:06 am-1:33 pm

2 stops7h 27m

$358

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

sáb. 2/21

6:00 am-10:06 am

1 stop4h 06m

Chicago O'Hare Intl

mié. 2/25

6:00 am-5:14 pm

2 stops11h 14m

$361

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

sáb. 11/22

5:11 pm-11:54 pm

1 stop6h 43m

Chicago O'Hare Intl

dom. 11/23

4:05 pm-11:49 pm

1 stop7h 44m

$376

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

vie. 1/23

12:42 pm-5:32 pm

1 stop4h 50m

Chicago Midway

dom. 1/25

6:00 am-12:02 pm

1 stop6h 02m

$376

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

sáb. 2/21

12:30 pm-7:29 pm

1 stop6h 59m

Chicago O'Hare Intl

mié. 2/25

6:00 am-5:14 pm

2 stops11h 14m

$382

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Montgomery, Alabama, with most prices found around $256. If you’re not able to fly to Chicago in April, 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 35m, 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
11,032 reviews
Search American Airlines flights
DeltaPriceFrom $186Free CancellationRating
7.9
7,994 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
Portage
Lansing
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