MGM - MDW

$296 Find Cheap Flights from Montgomery to Chicago Midway Airport - Compare and Save

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 Midway departing on 7/25. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$334
Delta
Fri 8/7Mon 8/10
MGM - MDW • 1 stop
Cheapest one-way
$296
Delta
Sat 7/25
MGM - MDW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Montgomery and Midway. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
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!
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, Aug 7 - 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
$334Delta
Fri, Aug 7 - Sun, Aug 9
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
$371Delta
Sun, Jul 19 - Fri, Jul 31
Delta Logo
6:00 am - 10:05 am
MGM
-
MDW
4h 05m
1 stop
Delta Logo
5:10 pm - 11:15 pm
MDW
-
MGM
6h 05m
1 stop
$385Delta
Sat, Aug 1 - Sun, Aug 2
Delta Logo
4:30 pm - 10:15 pm
MGM
-
MDW
5h 45m
1 stop
Delta Logo
6:00 am - 12:02 pm
MDW
-
MGM
6h 02m
1 stop
$569Delta
Mon, Jul 27 - Wed, Jul 29
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
$592Delta
Wed, Aug 12 - Sun, Aug 16
Delta Logo
6:00 am - 11:51 am
MGM
-
MDW
5h 51m
1 stop
Delta Logo
5:10 pm - 11:08 pm
MDW
-
MGM
5h 58m
1 stop
$651Delta
Mon, Jul 20 - Fri, Jul 24
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
$724Delta
Fri, Aug 28 - Sun, Aug 30
Delta Logo
6:28 pm - 10:36 pm
MGM
-
MDW
4h 08m
1 stop
Delta Logo
5:10 pm - 11:08 pm
MDW
-
MGM
5h 58m
1 stop
$731Delta
Fri, Aug 7 - Mon, Aug 10
Delta Logo
9:53 am - 6:33 pm
MGM
-
MDW
8h 40m
2 stops
Delta Logo
6:05 am - 11:50 am
MDW
-
MGM
5h 45m
1 stop
$878Delta
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:28 pm - 10:36 pm
MGM
-
MDW
4h 08m
1 stop
Delta Logo
1:25 pm - 11:08 pm
MDW
-
MGM
9h 43m
2 stops
$899Delta
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.

Which airlines fly non-stop between Montgomery and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Montgomery to Chicago Midway Airport.

There is just one airline that flies from Montgomery to Chicago Midway Airport direct and that is Delta. The best round-trip deal found from Delta for the route is $298.

Find deals

Good to know

Cheapest flight$296
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 5 days, the lowest price for a flight from Montgomery to Chicago Midway Airport was $296 for a one-way ticket and $334 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.
7.8
DeltaOverall score based on 8451 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
LAX - ORD
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

long flights are never truly comfortable but the airline did their best. crew was great and the flight was safe.

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

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

Information on your arrival and departure airports

Montgomery (MGM)
Midway (MDW)