MGM - MDW

$328 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 11/8. 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Sat, Nov 8 - Tue, Nov 11
Delta Logo
4:00 pm - 10:14 pmMGM-MDW
6h 14m1 stop
Delta Logo
6:00 am - 11:12 amMDW-MGM
5h 12m1 stop
$328Delta
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
Tue, Jan 27 - Sun, Feb 1
Delta Logo
12:30 pm - 4:25 pmMGM-MDW
3h 55m1 stop
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
$366Delta
Find Deal
Mon, Jan 26 - Mon, Feb 2
Delta Logo
2:30 pm - 9:46 pmMGM-MDW
7h 16m1 stop
Delta Logo
10:05 am - 5:14 pmMDW-MGM
7h 09m1 stop
$375Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
Delta Logo
9:30 am - 3:25 pmMGM-MDW
5h 55m1 stop
Delta Logo
1:00 pm - 1:44 pmMDW-MGM
24h 44m2 stops
$382Delta
Find Deal
Mon, Jan 26 - Sun, Feb 1
Delta Logo
5:55 pm - 9:46 pmMGM-MDW
3h 51m1 stop
Delta Logo
6:00 am - 11:49 amMDW-MGM
5h 49m1 stop
$390Delta
Find Deal
Sun, Feb 1 - Wed, Feb 4
Delta Logo
5:55 pm - 9:46 pmMGM-MDW
3h 51m1 stop
Delta Logo
10:05 am - 1:44 pmMDW-MGM
3h 39m1 stop
$393Delta
Find Deal
Sat, Feb 21 - Wed, Feb 25
Delta Logo
6:00 am - 6:34 pmMGM-MDW
12h 34m2 stops
Delta Logo
5:59 pm - 1:44 pmMDW-MGM
19h 45m2 stops
$435Delta
Find Deal
Wed, Oct 8 - Sat, Oct 11
Delta Logo
6:05 am - 9:40 amMGM-MDW
3h 35m1 stop
Delta Logo
6:00 am - 12:06 pmMDW-MGM
6h 06m1 stop
$507Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
12:29 pm - 5:35 pmMGM-MDW
5h 06m1 stop
Delta Logo
6:00 am - 12:06 pmMDW-MGM
6h 06m1 stop
$509Delta
Find Deal

Everything you should know

Cheapest round-trip
$328
Delta
Sat 11/8Tue 11/11
MGM - MDW • 1 stop
Cheapest one-way
Multiple Airlines
Thu 9/18
MGM - MDW • multi-stop
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 Midway!
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.

Find deals

Good to know

Low seasonApril
Cheapest flight$328
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly and prices are also 25% lower on average.
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 $328 for a round-trip ticket.

  • 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 7964 reviews
7.9Entertainment
7.9Comfort
8.2Boarding
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.

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

Information on your arrival and departure airports

Montgomery (MGM)
Midway (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.