MGM - MDW

$238 Find Cheap Flights from Montgomery to Chicago Midway Airport

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 Midway departing on 2/6. 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 Midway Airport

 
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
$238
Delta
Fri 2/6Wed 2/11
MGM - MDW • 1 stop
Cheapest one-way
$326
Delta
Thu 12/4
MGM - MDW • 1 stop
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Montgomery to Midway (MGM-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montgomery to Midway 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 Midway

Fri, Feb 6 - Wed, Feb 11
Delta Logo
12:42 pm - 5:29 pmMGM-MDW
4h 47m1 stop
Delta Logo
10:46 am - 5:25 pmMDW-MGM
6h 39m1 stop
$238Delta
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Tue, Dec 2 - Sat, Dec 6
Delta Logo
6:23 pm - 11:47 pmMGM-MDW
5h 24m1 stop
Delta Logo
6:00 am - 12:14 pmMDW-MGM
6h 14m1 stop
$268Delta
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Sat, Feb 21 - Wed, Feb 25
Delta Logo
9:58 am - 3:23 pmMGM-MDW
5h 25m1 stop
Delta Logo
10:53 am - 5:40 pmMDW-MGM
6h 47m1 stop
$273Delta
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Sat, Feb 21 - Wed, Feb 25
Delta Logo
12:40 pm - 9:08 amMGM-MDW
20h 28m2 stops
Delta Logo
12:46 pm - 5:40 pmMDW-MGM
4h 54m1 stop
$381Delta
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Fri, Mar 20 - Sun, Mar 22
Delta Logo
5:55 pm - 9:46 pmMGM-MDW
3h 51m1 stop
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
$508Delta
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Mon, Dec 1 - Fri, Dec 5
Delta Logo
12:51 pm - 4:39 pmMGM-MDW
3h 48m1 stop
Delta Logo
5:13 pm - 10:32 pmMDW-MGM
5h 19m1 stop
$652Delta
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Sun, Mar 15 - Sat, Mar 21
Delta Logo
6:00 am - 9:56 amMGM-MDW
3h 56m1 stop
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
$698Delta
Find Deal
Fri, Feb 6 - Wed, Feb 11
Delta Logo
12:42 pm - 5:29 pmMGM-MDW
4h 47m1 stop
Delta Logo
9:33 am - 5:25 pmMDW-MGM
7h 52m2 stops
$747Delta
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Tue, Dec 2 - Sat, Dec 6
Delta Logo
6:23 pm - 11:47 pmMGM-MDW
5h 24m1 stop
Delta Logo
1:14 pm - 10:32 pmMDW-MGM
9h 18m2 stops
$792Delta
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Wed, Dec 3 - Mon, Dec 8
Delta Logo
6:00 am - 12:34 pmMGM-MDW
6h 34m2 stops
Delta Logo
5:29 pm - 10:32 pmMDW-MGM
5h 03m1 stop
$852Delta
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Booking Insights

KAYAK's insights & trends for Montgomery to Midway flights

Get data-powered insights and trends into flights from Montgomery to Midway 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 Midway Airport?

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

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Montgomery to Chicago Midway Airport. For your return ticket, we recommend flying on a Friday and avoiding Thursdays for the best deals.

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Good to know

Low seasonApril
Cheapest flight$238
Best time to beat the crowds with an average 51% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from Montgomery to Chicago Midway Airport

When to book flights from Montgomery to Midway

Are your dates flexible? Find out the best times to travel from Montgomery to Midway 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 Montgomery to Chicago Midway Airport flights

  • What is the cheapest flight from Montgomery to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Montgomery to Chicago Midway Airport was $326 for a one-way ticket and $238 for a round-trip.

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

    No, a passport isn't needed to fly from Montgomery to Chicago Midway Airport. However, local authorities might ask for an official ID.

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

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

  • Which airline alliances offer flights from Montgomery to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Montgomery and Chicago Midway Airport.

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

    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 Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport 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 Midway Airport?

    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 Midway Airport with an airline and back to Montgomery with another airline. Booking your flights between Montgomery and MDW can sometimes prove cheaper using this method.

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

    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 Midway Airport 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 Midway

 
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 Midway? 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 8008 reviews
7.9Comfort
8.1Boarding
7.9Entertainment
8.5Crew
7.3Food
Airline reviews

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

8.0 ExcellentAnonymous, Nov 2025SFO - MSP
Read more Delta reviews

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

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

Information on your arrival and departure airports

Montgomery (MGM)
Midway (MDW)