CHI - MGM

$302 Find Cheap Flights from Chicago to Montgomery

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Montgomery departing on 5/16. 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 Montgomery

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montgomery, 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 Chicago to Montgomery, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$368
Delta
Sat 7/18Tue 7/28
MDW - MGM • 1 stop
Cheapest one-way
$302
Typical prices: $331-$336
Delta
Sat 5/16
ORD - MGM • 1 stop
Top airlines
Cheapest • from $368 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Montgomery. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $328 (round-trip)
Shortest trip • 4h 13m (one-way)
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Montgomery!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Montgomery (CHI-MGM)

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

Sat, Jul 18 - Tue, Jul 28
Delta Logo
6:00 am - 11:47 am
MDW
-
MGM
5h 47m
1 stop
Delta Logo
5:55 pm - 9:45 pm
MGM
-
MDW
3h 50m
1 stop
$368Delta
Sat, Jul 18 - Tue, Jul 28
Delta Logo
6:00 am - 11:47 am
ORD
-
MGM
5h 47m
1 stop
Delta Logo
5:55 pm - 10:25 pm
MGM
-
ORD
4h 30m
1 stop
$368Delta
Wed, Apr 15 - Wed, Apr 22
Delta Logo
6:00 am - 11:56 am
MDW
-
MGM
5h 56m
1 stop
Delta Logo
6:26 pm - 10:28 pm
MGM
-
MDW
4h 02m
1 stop
$392Delta
Thu, Jun 18 - Tue, Jun 23
Delta Logo
6:00 am - 11:47 am
ORD
-
MGM
5h 47m
1 stop
Delta Logo
12:30 pm - 4:44 pm
MGM
-
ORD
4h 14m
1 stop
$392Delta
Wed, May 27 - Fri, Jun 5
American Airlines Logo
8:48 am - 2:55 pm
ORD
-
MGM
6h 07m
1 stop
American Airlines Logo
3:20 pm - 9:37 pm
MGM
-
ORD
6h 17m
1 stop
$402American Airlines
Wed, May 27 - Fri, Jun 5
American Airlines Logo
1:25 pm - 6:50 pm
ORD
-
MGM
5h 25m
1 stop
American Airlines Logo
3:20 pm - 9:37 pm
MGM
-
ORD
6h 17m
1 stop
$406American Airlines
Wed, May 27 - Fri, Jun 5
American Airlines Logo
8:00 am - 2:55 pm
ORD
-
MGM
6h 55m
2 stops
American Airlines Logo
3:20 pm - 9:37 pm
MGM
-
ORD
6h 17m
1 stop
$408American Airlines
Thu, Jul 9 - Mon, Jul 13
Delta Logo
6:00 am - 11:47 am
MDW
-
MGM
5h 47m
1 stop
Delta Logo
5:55 pm - 9:45 pm
MGM
-
MDW
3h 50m
1 stop
$416Delta
Wed, Apr 8 - Sun, Apr 12
American Airlines Logo
3:07 pm - 11:17 pm
ORD
-
MGM
8h 10m
1 stop
American Airlines Logo
5:30 am - 10:44 am
MGM
-
ORD
5h 14m
1 stop
$416American Airlines
Thu, Apr 16 - Sun, Apr 19
American Airlines Logo
5:00 am - 12:31 pm
ORD
-
MGM
7h 31m
1 stop
American Airlines Logo
5:30 am - 10:11 am
MGM
-
ORD
4h 41m
1 stop
$424American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Montgomery flights

Get data-powered insights and trends into flights from Chicago to Montgomery to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to Montgomery?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Montgomery were found on Delta ($368) and American Airlines ($402).

Good to know

Low seasonAugust
Cheapest flight$302
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Chicago O'Hare Airport to Montgomery

When to book flights from Chicago to Montgomery

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

  • What is the cheapest flight from Chicago to Montgomery?

    In the last 3 days, the lowest price for a flight from Chicago to Montgomery was $302 for a one-way ticket and $368 for a round-trip.

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

    A passport is not required to fly from Chicago to Montgomery.

  • Which airports will I be using when flying from Chicago to Montgomery?

    On your way to Montgomery, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Montgomery Dannelly Field.

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

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

  • Which airline alliances offer flights from Chicago to Montgomery?

    oneworld is the only airline alliance operating flights between Chicago and Montgomery.

  • Which is the best airline for flights from Chicago to Montgomery, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Montgomery are Delta and American Airlines. With an average price for the route of $398 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $391 and an overall rating of 7.1.

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

    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 Chicago to Montgomery.

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

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

    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 Montgomery with an airline and back to Chicago with another airline.

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

    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 Montgomery from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Montgomery

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montgomery. 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 Chicago to Montgomery? 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 8314 reviews
8.5Crew
7.9Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

2.0 MediocreAnonymous, Mar 2026
HNL - ATL
Read more Delta reviews

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Information on your arrival and departure airports