MGM - MDW

$243 Find Cheap Flights from Montgomery to Chicago Midway Airport

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 3/18. 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
$258
Delta
Fri 3/6Wed 3/11
MGM - MDW • 1 stop
Cheapest one-way
$243
Delta
Wed 3/18
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, Mar 6 - Wed, Mar 11
Delta Logo
12:40 pm - 5:45 pm
MGM
-
MDW
5h 05m
1 stop
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
$258Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
6:25 pm - 10:33 pm
MGM
-
MDW
4h 08m
1 stop
Delta Logo
12:45 pm - 5:43 pm
MDW
-
MGM
4h 58m
1 stop
$263Delta
Fri, Mar 6 - Wed, Mar 11
Delta Logo
6:00 am - 9:54 am
MGM
-
MDW
3h 54m
1 stop
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
$268Delta
Fri, Feb 27 - Mon, Mar 2
Delta Logo
6:25 pm - 10:31 pm
MGM
-
MDW
4h 06m
1 stop
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
$278Delta
Sat, Feb 21 - Wed, Feb 25
Delta Logo
6:00 am - 10:21 am
MGM
-
MDW
4h 21m
1 stop
Delta Logo
6:40 pm - 10:41 pm
MDW
-
MGM
4h 01m
1 stop
$298Delta
Tue, Feb 24 - Sun, Mar 1
Delta Logo
6:00 am - 9:54 am
MGM
-
MDW
3h 54m
1 stop
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
$318Delta
Mon, Feb 23 - Sat, Feb 28
Delta Logo
6:25 pm - 10:31 pm
MGM
-
MDW
4h 06m
1 stop
Delta Logo
6:00 am - 11:55 am
MDW
-
MGM
5h 55m
1 stop
$328Delta
Wed, Jun 3 - Sat, Jun 6
Delta Logo
9:49 am - 4:17 pm
MGM
-
MDW
6h 28m
1 stop
Delta Logo
6:30 am - 11:59 am
MDW
-
MGM
5h 29m
1 stop
$353Delta
Fri, May 1 - Mon, May 4
Delta Logo
12:37 pm - 4:25 pm
MGM
-
MDW
3h 48m
1 stop
Delta Logo
6:00 am - 11:56 am
MDW
-
MGM
5h 56m
1 stop
$398Delta
Fri, May 1 - Mon, May 4
Delta Logo
6:26 pm - 10:28 pm
MGM
-
MDW
4h 02m
1 stop
Delta Logo
6:00 am - 11:56 am
MDW
-
MGM
5h 56m
1 stop
$408Delta
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 $206.

Good to know

Cheapest flight$243
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 $243 for a one-way ticket and $258 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 8178 reviews
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

2.0 MediocreMichael, Feb 2026
ORD - LGA
Read more Delta reviews

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

No wheel chair as requested at Atlanta arrival on first flight.

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

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

Second flight in a row where the entertainment system is broken. 5 hour long flight with no entertainment and flight attendants did not seem interested in resolving the matter. Very shocked to be treated this poorly considering I paid for a first class experience and have Diamond Medallion status.

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

Information on your arrival and departure airports