MGM - CHI

$191 Find Cheap Flights from Montgomery to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montgomery to Chicago departing on 11/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montgomery to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montgomery to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Montgomery to Chicago (MGM-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montgomery to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Montgomery to Chicago

Sat, Nov 8 - Tue, Nov 11
Delta Logo
12:46 pm - 5:00 pmMGM-ORD
4h 14m1 stop
Delta Logo
6:45 am - 1:15 pmORD-MGM
6h 30m1 stop
$328Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
9:28 am - 3:26 pmMGM-MDW
5h 58m1 stop
Delta Logo
6:00 am - 11:12 amMDW-MGM
5h 12m1 stop
$328Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
5:36 am - 1:11 pmMGM-ORD
7h 35m2 stops
American Airlines Logo
3:44 pm - 10:25 pmORD-MGM
6h 41m1 stop
$334American Airlines
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Wed, Dec 24 - Thu, Dec 25
Delta Logo
11:00 am - 4:24 pmMGM-ORD
5h 24m1 stop
Delta Logo
9:41 am - 9:16 pmORD-MGM
11h 35m2 stops
$337Delta
Find Deal
Tue, Oct 28 - Sat, Nov 1
American Airlines Logo
4:34 pm - 11:50 pmMGM-ORD
7h 16m2 stops
American Airlines Logo
10:00 am - 5:42 pmORD-MGM
7h 42m2 stops
$339American Airlines
Find Deal
Wed, Dec 24 - Thu, Dec 25
Delta Logo
6:00 am - 8:56 pmMGM-ORD
14h 56m2 stops
Delta Logo
9:41 am - 9:16 pmORD-MGM
11h 35m2 stops
$345Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
Delta Logo
12:30 pm - 4:39 pmMGM-ORD
4h 09m1 stop
Delta Logo
6:00 am - 5:14 pmORD-MGM
11h 14m2 stops
$346Delta
Find Deal
Mon, Jan 26 - Sat, Jan 31
Delta Logo
9:30 am - 9:35 pmMGM-ORD
12h 05m2 stops
Delta Logo
5:55 pm - 10:30 pmORD-MGM
4h 35m1 stop
$347Delta
Find Deal
Fri, Jan 30 - Tue, Feb 3
Delta Logo
5:55 pm - 8:39 amMGM-ORD
14h 44m1 stop
Delta Logo
5:55 pm - 10:30 pmORD-MGM
4h 35m1 stop
$352Delta
Find Deal
Fri, Jan 30 - Tue, Feb 3
Delta Logo
5:55 pm - 9:23 amMGM-MDW
15h 28m1 stop
Delta Logo
1:05 pm - 5:14 pmMDW-MGM
4h 09m1 stop
$352Delta
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $328 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
April
Cheapest • 39% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$328
Overall average: $494
Delta
Sat 11/8Tue 11/11
MGM - ORD • 1 stop
Cheapest one-way
$191
American Airlines
Fri 11/21
MGM - ORD • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Montgomery to Chicago flights

Get data-powered insights and trends into flights from Montgomery to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Montgomery to Chicago?

The average price of all round-trip flights from Montgomery to Chicago clicked on KAYAK for each day over the last 12 months.

For Montgomery to Chicago, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Montgomery, the best deals are generally found on Saturday, with Monday being the most expensive.

What is the cheapest month to fly from Montgomery to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Montgomery to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Montgomery to Chicago is April, where tickets cost $256 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $551 and $548 respectively.

Good to know

Low seasonMarch
Cheapest flight$191
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Montgomery to Chicago O'Hare Airport

When to book flights from Montgomery to Chicago

Are your dates flexible? Find out the best times to travel from Montgomery to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Montgomery to Chicago

  • What is the cheapest flight from Montgomery to Chicago?

    In the last 3 days, the lowest price for a flight from Montgomery to Chicago was $191 for a one-way ticket and $328 for a round-trip.

  • Do I need a passport to fly between Montgomery and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Montgomery to Chicago?

    When flying out of Montgomery you will be using Montgomery Dannelly Field. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Montgomery to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Montgomery to Chicago?

    oneworld, and SkyTeam are the airline alliances operating flights between Montgomery and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Montgomery to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Montgomery to Chicago are Delta and American Airlines. With an average price for the route of $471 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $331 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Montgomery to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montgomery to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montgomery to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Montgomery is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montgomery to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Montgomery with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montgomery to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Montgomery up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Montgomery to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Montgomery to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Montgomery to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7957 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
Airline reviews

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

8.0 ExcellentAnonymous, Sep 2025GFK - MSP
Read more Delta reviews

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Everything you need to know for your flight from Montgomery to Chicago

Information on your arrival and departure airports

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