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Cheap flights from Montgomery, Alabama to Chicago from $334

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Montgomery, Alabama to Chicago departing on 5/1. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:25 pm - 11:59 pm
MGM
-
ORD
5h 34m
1 stop
Delta Logo
5:15 am - 9:02 am
ORD
-
MGM
3h 47m
1 stop
$334Delta
Vi, mai 1 - Lu, mai 4
Delta Logo
2:59 pm - 9:09 pm
MGM
-
MDW
6h 10m
1 stop
Delta Logo
6:23 am - 11:59 am
MDW
-
MGM
5h 36m
1 stop
$334Delta
Jo, mai 7 - Lu, mai 11
American Airlines Logo
5:55 pm - 11:48 pm
MGM
-
ORD
5h 53m
1 stop
American Airlines Logo
6:41 pm - 11:45 pm
ORD
-
MGM
5h 04m
1 stop
$389American Airlines
Vi, mai 1 - Lu, mai 4
American Airlines Logo
5:23 am - 12:18 pm
MGM
-
ORD
6h 55m
1 stop
American Airlines Logo
6:00 am - 11:59 am
ORD
-
MGM
5h 59m
1 stop
$409American Airlines
Jo, mai 28 - Du, mai 31
Delta Logo
2:49 pm - 10:13 pm
MGM
-
ORD
7h 24m
1 stop
Delta Logo
8:03 am - 2:09 pm
ORD
-
MGM
6h 06m
1 stop
$411Delta
Jo, iun 18 - Vi, iun 26
Delta Logo
2:59 pm - 9:09 pm
MGM
-
MDW
6h 10m
1 stop
Delta Logo
6:23 am - 11:59 am
MDW
-
MGM
5h 36m
1 stop
$411Delta
Jo, mai 28 - Du, mai 31
Delta Logo
2:42 pm - 9:25 pm
MGM
-
ORD
6h 43m
1 stop
Delta Logo
5:15 am - 11:56 am
ORD
-
MGM
6h 41m
1 stop
$416Delta
Jo, apr 23 - Du, apr 26
Delta Logo
6:26 pm - 10:28 pm
MGM
-
MDW
4h 02m
1 stop
Delta Logo
6:00 am - 11:56 am
MDW
-
MGM
5h 56m
1 stop
$416Delta
Vi, apr 24 - Lu, apr 27
American Airlines Logo
12:56 pm - 7:22 pm
MGM
-
ORD
6h 26m
1 stop
American Airlines Logo
6:04 am - 12:06 pm
ORD
-
MGM
6h 02m
1 stop
$439American Airlines
Jo, apr 23 - Du, apr 26
American Airlines Logo
3:20 pm - 9:37 pm
MGM
-
ORD
6h 17m
1 stop
American Airlines Logo
5:34 pm - 11:17 pm
ORD
-
MGM
5h 43m
1 stop
$444American Airlines
Jo, iun 4 - Lu, iun 8

Delta flights from Montgomery, Alabama to Chicago

Our best Delta deals on Montgomery, Alabama to Chicago flight tickets
Delta
May 1
MGM6:25 pmMontgomery Dannelly Field
5h 34m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 4
ORD5:15 amChicago O'Hare Intl
3h 47m
1 stop
MGM9:02 amMontgomery Dannelly Field
$334
Delta
Jun 18
MGM2:49 pmMontgomery Dannelly Field
7h 24m
1 stop
ORD10:13 pmChicago O'Hare Intl
Jun 26
ORD8:03 amChicago O'Hare Intl
6h 06m
1 stop
MGM2:09 pmMontgomery Dannelly Field
$411
Delta
Apr 23
MGM2:42 pmMontgomery Dannelly Field
6h 43m
1 stop
ORD9:25 pmChicago O'Hare Intl
Apr 26
ORD5:15 amChicago O'Hare Intl
6h 41m
1 stop
MGM11:56 amMontgomery Dannelly Field
$416

United Airlines flights from Montgomery, Alabama to Chicago

Our best United Airlines deals on Montgomery, Alabama to Chicago flight tickets
United Airlines
Sep 19
MGM1:00 pmMontgomery Dannelly Field
7h 05m
1 stop
ORD8:05 pmChicago O'Hare Intl
Sep 22
ORD8:51 amChicago O'Hare Intl
7h 31m
1 stop
MGM4:22 pmMontgomery Dannelly Field
$554
United Airlines
Apr 24
MGM1:00 pmMontgomery Dannelly Field
18h 49m
2 stops
ORD7:49 amChicago O'Hare Intl
Apr 27
ORD5:00 pmChicago O'Hare Intl
18h 55m
2 stops
MGM11:55 amMontgomery Dannelly Field
$563
United Airlines
Sep 19
MGM1:00 pmMontgomery Dannelly Field
7h 05m
1 stop
ORD8:05 pmChicago O'Hare Intl
Sep 22
ORD5:30 amChicago O'Hare Intl
7h 14m
1 stop
MGM12:44 pmMontgomery Dannelly Field
$574

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 aprilie 2, 2026.
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

Cheapest round-trip
Quickest round-trip

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Vi 5/1

6:25 pm-11:59 pm

1 stop5h 34m

Chicago O'Hare Intl

Lu 5/4

5:15 am-9:02 am

1 stop3h 47m

$334

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Jo 5/7

2:59 pm-9:09 pm

1 stop6h 10m

Chicago Midway

Lu 5/11

6:23 am-11:59 am

1 stop5h 36m

$334

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Vi 5/1

5:55 pm-11:48 pm

1 stop5h 53m

Chicago O'Hare Intl

Lu 5/4

6:41 pm-11:45 pm

1 stop5h 04m

$389

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Jo 5/28

5:23 am-12:18 pm

1 stop6h 55m

Chicago O'Hare Intl

Du 5/31

6:00 am-11:59 am

1 stop5h 59m

$409

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Jo 6/18

2:49 pm-10:13 pm

1 stop7h 24m

Chicago O'Hare Intl

Vi 6/26

8:03 am-2:09 pm

1 stop6h 06m

$411

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Jo 5/28

2:59 pm-9:09 pm

1 stop6h 10m

Chicago Midway

Du 5/31

6:23 am-11:59 am

1 stop5h 36m

$411

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Jo 4/23

2:42 pm-9:25 pm

1 stop6h 43m

Chicago O'Hare Intl

Du 4/26

5:15 am-11:56 am

1 stop6h 41m

$416

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Vi 4/24

6:26 pm-10:28 pm

1 stop4h 02m

Chicago Midway

Lu 4/27

6:00 am-11:56 am

1 stop5h 56m

$416

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Jo 4/23

12:56 pm-7:22 pm

1 stop6h 26m

Chicago O'Hare Intl

Du 4/26

6:04 am-12:06 pm

1 stop6h 02m

$439

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Jo 6/4

3:20 pm-9:37 pm

1 stop6h 17m

Chicago O'Hare Intl

Lu 6/8

5:34 pm-11:17 pm

1 stop5h 43m

$444

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 typical price of a round-trip flight between Montgomery, Alabama and Chicago?

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Montgomery, Alabama, with most prices found around $268. If you’re not able to fly to Chicago in December, then February is your next best option. Flight prices from Montgomery, Alabama to Chicago during February average around $281.

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

You could potentially save up to 49% on your flight if you consider stops on a Montgomery, Alabama to Chicago flight.

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

Fastest flight time

3h 47m

Direct flights

None
The fastest flight from Montgomery, Alabama to Chicago takes 3h 47m
There are no direct flights from Montgomery, Alabama to Chicago. There are no popular flight routes from Montgomery, Alabama to Chicago.
Search flight deals

Frequently asked questions about flying from Montgomery, Alabama to Chicago

  • 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 47m, 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 $186Free CancellationRating
7.1
11,549 reviews
Search American Airlines flights
DeltaPriceFrom $206Free CancellationRating
7.9
8,370 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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