MGM - CHI

$250 Find Cheap Flights from Montgomery to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montgomery to Chicago departing on 7/15. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$250
Typical prices: $499-$334
American Airlines
Wed 7/15Sat 7/18
MGM - ORD • 1 stop
Cheapest one-way
$294
Typical prices: $271-$331
United Airlines
Mon 7/13
MGM - ORD • 1 stop
Top airlines
Cheapest • from $250 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Montgomery and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $368 (round-trip)
Shortest trip • 4h 19m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 68% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
3:17 pm - 10:00 pm
MGM
-
ORD
6h 43m
1 stop
American Airlines Logo
8:00 am - 2:51 pm
ORD
-
MGM
6h 51m
1 stop
$250American Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
6:39 am - 2:22 pm
MGM
-
ORD
7h 43m
1 stop
American Airlines Logo
7:30 am - 1:19 pm
ORD
-
MGM
5h 49m
1 stop
$252American Airlines
Fri, Jul 17 - Wed, Jul 22
American Airlines Logo
3:17 pm - 10:00 pm
MGM
-
ORD
6h 43m
1 stop
American Airlines Logo
8:00 am - 2:51 pm
ORD
-
MGM
6h 51m
1 stop
$292American Airlines
Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
3:17 pm - 10:00 pm
MGM
-
ORD
6h 43m
1 stop
American Airlines Logo
8:00 am - 2:51 pm
ORD
-
MGM
6h 51m
1 stop
$305American Airlines
Wed, Jul 8 - Tue, Jul 14
Delta Logo
6:28 pm - 10:15 pm
MGM
-
MDW
3h 47m
1 stop
Delta Logo
6:00 am - 12:02 pm
MDW
-
MGM
6h 02m
1 stop
$306Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
9:53 am - 3:38 pm
MGM
-
MDW
5h 45m
1 stop
Delta Logo
6:05 am - 12:16 pm
MDW
-
MGM
6h 11m
1 stop
$309Delta
Fri, Jul 17 - Mon, Jul 20
American Airlines Logo
6:47 pm - 12:50 am
MGM
-
ORD
6h 03m
1 stop
American Airlines Logo
5:45 pm - 11:33 pm
ORD
-
MGM
5h 48m
1 stop
$334American Airlines
Sat, Jul 4 - Wed, Jul 8
Delta Logo
12:44 pm - 6:42 pm
MGM
-
ORD
5h 58m
1 stop
Delta Logo
8:03 am - 12:02 pm
ORD
-
MGM
3h 59m
1 stop
$360Delta
Tue, Jun 30 - Sat, Jul 4
Delta Logo
6:00 am - 10:09 am
MGM
-
MDW
4h 09m
1 stop
Delta Logo
6:00 am - 12:00 pm
MDW
-
MGM
6h 00m
1 stop
$360Delta
Mon, Aug 3 - Mon, Aug 10
Delta Logo
6:28 pm - 10:36 pm
MGM
-
MDW
4h 08m
1 stop
Delta Logo
6:05 am - 11:50 am
MDW
-
MGM
5h 45m
1 stop
$361Delta
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.

How much is a round-trip flight from Montgomery, Alabama to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Montgomery, Alabama to Chicago departing in September.

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 October, where tickets cost $78 (return) on average. On the other hand, the most expensive months are May and June, where the average cost of round-trip tickets is $334 and $334 respectively.

Good to know

Low seasonJanuary
Cheapest flight$250
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 1% 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 5 days, the lowest price for a flight from Montgomery to Chicago was $294 for a one-way ticket and $250 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 oneworld being the most commonly used for this route.

  • 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 airline 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.
7.8
DeltaOverall score based on 8406 reviews
7.2Food
8.5Crew
8.1Boarding
7.8Entertainment
7.8Comfort
Airline reviews

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

6.0 GoodSarah, Jun 2026
LGA - MYR
Read more Delta reviews

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

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

Information on your arrival and departure airports