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Cheap flights from Montgomery, Alabama to Chicago from $283

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 9/21. 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 Montgomery, Alabama to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:14 pm - 12:18 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 04m1 stop Dallas/Fort Worth
American Airlines Logo
10:45 am - 5:09 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 24m1 stop Dallas/Fort Worth
$326American Airlines
Thu, Aug 27 - Wed, Sep 2
American Airlines Logo
1:48 pm - 7:46 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
5h 58m1 stop Charlotte Douglas
American Airlines Logo
5:49 pm - 11:36 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
5h 47m1 stop Charlotte Douglas
$326American Airlines
Fri, Aug 28 - Sun, Aug 30
Delta Logo
4:00 pm - 8:48 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
4h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:00 am - 12:23 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
4h 23m1 stop Atlanta Hartsfield-Jackson
$326Delta
Sat, Nov 21 - Thu, Nov 26
Delta Logo
9:46 am - 2:28 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
4h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:27 am - 11:46 amORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 19m1 stop Atlanta Hartsfield-Jackson
$326Delta
Thu, Oct 15 - Sun, Oct 18
Delta Logo
2:42 pm - 8:52 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 11:46 amORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
5h 16m1 stop Atlanta Hartsfield-Jackson
$326Delta
Thu, Oct 15 - Sun, Oct 18
American Airlines Logo
1:48 pm - 7:46 pmMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
5h 58m1 stop Charlotte Douglas
American Airlines Logo
5:49 pm - 11:36 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
5h 47m1 stop Charlotte Douglas
$326American Airlines
Fri, Aug 28 - Sun, Aug 30
American Airlines Logo
6:10 pm - 12:14 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
6h 04m1 stop Dallas/Fort Worth
American Airlines Logo
11:00 am - 5:40 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
6h 40m1 stop Dallas/Fort Worth
$326American Airlines
Fri, Sep 18 - Tue, Sep 22
United Airlines Logo
4:53 pm - 12:59 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
8h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
7:30 am - 4:17 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
8h 47m1 stop Houston George Bush Intcntl
$536United Airlines
Wed, Sep 16 - Fri, Sep 18
United Airlines Logo
4:53 pm - 12:23 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
7h 30m1 stop Houston George Bush Intcntl
United Airlines Logo
8:45 am - 4:17 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
7h 32m1 stop Houston George Bush Intcntl
$536United Airlines
Sun, Oct 4 - Wed, Oct 7
United Airlines Logo
4:53 pm - 12:59 amMGM  Montgomery Dannelly Field-ORD Chicago O'Hare Intl
8h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
5:30 am - 12:41 pmORD  Chicago O'Hare Intl-MGM Montgomery Dannelly Field
7h 11m1 stop Houston George Bush Intcntl
$536United Airlines
Mon, Aug 31 - Tue, Sep 1

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American Airlines flights from Montgomery, Alabama to Chicago O'Hare Intl Airport

Our best American Airlines deals on Montgomery, Alabama to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 18
MGM6:10 pmMontgomery Dannelly Field
6h 04m
1 stop
ORD12:14 amChicago O'Hare Intl
Sep 22
ORD11:00 amChicago O'Hare Intl
6h 40m
1 stop
MGM5:40 pmMontgomery Dannelly Field
$326
American Airlines
Aug 18
MGM6:14 pmMontgomery Dannelly Field
6h 04m
1 stop
ORD12:18 amChicago O'Hare Intl
Aug 25
ORD8:54 amChicago O'Hare Intl
4h 25m
1 stop
MGM1:19 pmMontgomery Dannelly Field
$364
American Airlines
Sep 4
MGM6:14 pmMontgomery Dannelly Field
6h 04m
1 stop
ORD12:18 amChicago O'Hare Intl
Sep 13
ORD6:00 amChicago O'Hare Intl
5h 55m
1 stop
MGM11:55 amMontgomery Dannelly Field
$385

United Airlines flights from Montgomery, Alabama to Chicago O'Hare Intl Airport

Our best United Airlines deals on Montgomery, Alabama to Chicago O'Hare Intl Airport flight tickets
United Airlines
Aug 31
MGM4:53 pmMontgomery Dannelly Field
8h 06m
1 stop
ORD12:59 amChicago O'Hare Intl
Sep 1
ORD5:30 amChicago O'Hare Intl
7h 11m
1 stop
MGM12:41 pmMontgomery Dannelly Field
$536
United Airlines
Aug 20
MGM4:53 pmMontgomery Dannelly Field
6h 33m
1 stop
ORD11:26 pmChicago O'Hare Intl
Aug 24
ORD6:30 amChicago O'Hare Intl
6h 11m
1 stop
MGM12:41 pmMontgomery Dannelly Field
$546
United Airlines
Oct 9
MGM4:53 pmMontgomery Dannelly Field
17h 47m
2 stops
ORD10:40 amChicago O'Hare Intl
Oct 11
ORD6:25 amChicago O'Hare Intl
6h 16m
1 stop
MGM12:41 pmMontgomery Dannelly Field
$553

momondo Fare Finder

 
Customize your flight search to find flights from Montgomery, Alabama to Chicago O'Hare Intl Airport 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 Montgomery, Alabama to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Thu 8/27

6:14 pm-12:18 am

1 stop6h 04m

Chicago O'Hare Intl

Wed 9/2

10:45 am-5:09 pm

1 stop6h 24m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Fri 8/28

1:48 pm-7:46 pm

1 stop5h 58m

Chicago O'Hare Intl

Sun 8/30

5:49 pm-11:36 pm

1 stop5h 47m

$326
Quickest round-trip

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Sat 11/21

4:00 pm-8:48 pm

1 stop4h 48m

Chicago O'Hare Intl

Thu 11/26

8:00 am-12:23 pm

1 stop4h 23m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Thu 10/15

9:46 am-2:28 pm

1 stop4h 42m

Chicago O'Hare Intl

Sun 10/18

5:27 am-11:46 am

1 stop6h 19m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Thu 10/15

2:42 pm-8:52 pm

1 stop6h 10m

Chicago O'Hare Intl

Sun 10/18

6:30 am-11:46 am

1 stop5h 16m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Fri 8/28

1:48 pm-7:46 pm

1 stop5h 58m

Chicago O'Hare Intl

Sun 8/30

5:49 pm-11:36 pm

1 stop5h 47m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Fri 9/18

6:10 pm-12:14 am

1 stop6h 04m

Chicago O'Hare Intl

Tue 9/22

11:00 am-5:40 pm

1 stop6h 40m

$326

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Wed 9/16

4:53 pm-12:59 am

1 stop8h 06m

Chicago O'Hare Intl

Fri 9/18

7:30 am-4:17 pm

1 stop8h 47m

$536

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Sun 10/4

4:53 pm-12:23 am

1 stop7h 30m

Chicago O'Hare Intl

Wed 10/7

8:45 am-4:17 pm

1 stop7h 32m

$536

MontgomeryChicago

MGM Montgomery Dannelly Field - ORD Chicago O'Hare Intl

MGMORD

Montgomery Dannelly Field

Mon 8/31

4:53 pm-12:59 am

1 stop8h 06m

Chicago O'Hare Intl

Tue 9/1

5:30 am-12:41 pm

1 stop7h 11m

$536

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 O'Hare Intl Airport

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 O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $371 to $534.
The lowest price recently found on this route was $326.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montgomery, Alabama averaging around $333.

Can stopping save me money on Montgomery, Alabama to Chicago O'Hare Intl Airport flights?

You could potentially save up to 67% on your flight if you consider stops on a Montgomery, Alabama to Chicago O'Hare Intl Airport flight.

When to book flights from Montgomery, Alabama to Chicago O'Hare Intl Airport

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

Cheap Montgomery, Alabama to Chicago O'Hare Intl Airport (MGM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montgomery, Alabama to Chicago O'Hare Intl Airport

Fastest flight time

4h 42m

Direct flights

None
The fastest flight from Montgomery, Alabama to Chicago O'Hare Intl Airport takes 4h 42m
There are no direct flights from Montgomery, Alabama to Chicago O'Hare Intl Airport. There are no popular flight routes from Montgomery, Alabama to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Montgomery, Alabama to Chicago O'Hare Intl Airport

  • How far is Montgomery Dannelly Field to Chicago O'Hare Intl by plane?

    The straight-line distance from Montgomery Dannelly Field to Chicago O'Hare Intl is 669.5 mi. Typically, this will take 4h 42m by plane in normal conditions.

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

    Prices for flights from Montgomery Dannelly Field Airport to Chicago O'Hare Intl Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Montgomery, Alabama to Chicago O'Hare Intl Airport?

Best airlines flying from Montgomery, Alabama to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Montgomery, Alabama to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,897 reviews
Search American Airlines flights
DeltaPriceFrom $258Free CancellationRating
7.8
8,497 reviews
Search Delta flights

Traveling to a place near Chicago?

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Evanston

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?

momondo does allow users to show only those flights to Chicago from Montgomery which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Montgomery to Chicago 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 Montgomery to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Montgomery and alert you when they change.

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