$288+ Cheap flights from Chicago (CHI) to Montgomery (MGM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MGM
Nov 14 — Nov 211
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Montgomery with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Montgomery
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Cheapest flights from Chicago to MontgomeryExplore the most affordable flight options available from Chicago to Montgomery. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 15, 2026.
Explore the most affordable flight options available from Chicago to Montgomery. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:41 am -
1 stop5h 46m
Fri 11/275:57 pm -
1 stop6h 23m
Deal found 10/12![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:05 pm -
1 stop4h 39m
Mon 11/166:24 pm -
1 stop4h 30m
Deal found 10/13![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:04 am -
1 stop5h 42m
Mon 11/24:05 pm -
1 stop6h 28m
Deal found 10/14![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:00 am -
1 stop7h 11m
Mon 11/24:52 pm -
1 stop5h 38m
Deal found 10/14![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:40 pm -
1 stop4h 31m
Mon 10/195:27 pm -
1 stop6h 41m
Deal found 10/12![American Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
1 stop5h 46m
Fri 11/276:00 am -
1 stop4h 24m
Deal found 10/13![Delta logo]()
$433
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:10 pm -
2 stops16h 37m
Mon 11/164:55 pm -
2 stops18h 21m
Deal found 10/13![United Airlines logo]()
$605
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:19 am -
1 stop7h 08m
Sat 11/285:57 pm -
1 stop6h 23m
Deal found 10/10![American Airlines logo]()
$607
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:40 pm -
1 stop6h 08m
Thu 11/1912:52 pm -
1 stop4h 52m
Deal found 10/14![American Airlines logo]()
$634
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:13 pm -
1 stop6h 02m
Thu 11/1912:32 pm -
1 stop3h 46m
Deal found 10/14![Delta logo]()
$674
This KAYAK deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:04 am -
1 stop5h 42m
Fri 10/239:46 am -
1 stop24h 51m
Deal found 10/12![Delta logo]()
$691
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:04 am -
1 stop5h 42m
Mon 10/196:23 pm -
1 stop4h 10m
Deal found 10/12![Delta logo]()
$694
Best flights from Chicago to MontgomeryDiscover carefully curated flight deals from Chicago to Montgomery that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
Discover carefully curated flight deals from Chicago to Montgomery that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:05 am -
1 stop5h 45m
Fri 11/275:57 pm -
1 stop6h 23m
Deal found 10/13![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:05 pm -
1 stop4h 39m
Mon 11/166:24 pm -
1 stop4h 30m
Deal found 10/13![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:10 pm -
2 stops16h 37m
Mon 11/164:55 pm -
2 stops18h 21m
Deal found 10/13![United Airlines logo]()
$605
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:04 am -
1 stop5h 42m
Mon 11/24:05 pm -
1 stop6h 28m
Deal found 10/14![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
1 stop5h 46m
Fri 11/276:00 am -
1 stop4h 24m
Deal found 10/13![Delta logo]()
$433
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:52 am -
2 stops29h 28m
Mon 12/75:02 pm -
2 stops18h 14m
Deal found 10/13![United Airlines logo]()
$605
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:00 am -
2 stops8h 16m
Thu 11/195:30 am -
2 stops11h 26m
Deal found 10/14![American Airlines logo]()
$658
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:34 am -
1 stop5h 46m
Mon 11/21:22 pm -
2 stops17h 37m
Deal found 10/14![United Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:00 am -
1 stop6h 32m
Sun 11/296:00 am -
1 stop4h 25m
Deal found 10/10![Delta logo]()
$625
This KAYAK deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop5h 53m
Fri 10/235:27 pm -
1 stop5h 33m
Deal found 10/12![American Airlines logo]()
$725
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2210:00 pm -
2 stops14h 47m
Fri 11/274:55 pm -
1 stop7h 50m
Deal found 10/13![United Airlines logo]()
$682
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:13 pm -
1 stop6h 02m
Thu 11/1912:32 pm -
1 stop3h 46m
Deal found 10/14![Delta logo]()
$674
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am -
1 stop7h 17m
Fri 10/301:22 pm -
2 stops17h 37m
Deal found 10/11![United Airlines logo]()
$701
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:59 am -
1 stop6h 44m
Fri 10/309:46 am -
1 stop6h 28m
Deal found 10/11![Delta logo]()
$754
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop5h 46m
Sat 11/286:24 pm -
1 stop4h 30m
Deal found 10/12![Delta logo]()
$828
Last-minute flights from Chicago to MontgomeryDiscover last-minute flight deals from Chicago to Montgomery. Data last updated October 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Montgomery. Data last updated October 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:40 pm -
1 stop4h 31m
Mon 10/195:27 pm -
1 stop6h 41m
Deal found 10/12![American Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:04 am -
1 stop5h 42m
Mon 10/196:23 pm -
1 stop4h 10m
Deal found 10/12![Delta logo]()
$694
This KAYAK deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:04 am -
1 stop5h 42m
Fri 10/239:46 am -
1 stop24h 51m
Deal found 10/12![Delta logo]()
$691
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:04 am -
1 stop5h 42m
Mon 11/24:05 pm -
1 stop6h 28m
Deal found 10/14![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:00 am -
1 stop7h 11m
Mon 11/24:52 pm -
1 stop5h 38m
Deal found 10/14![American Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:05 pm -
1 stop4h 39m
Mon 11/166:24 pm -
1 stop4h 30m
Deal found 10/13![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:10 pm -
2 stops16h 37m
Mon 11/164:55 pm -
2 stops18h 21m
Deal found 10/13![United Airlines logo]()
$605
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:40 pm -
1 stop6h 08m
Thu 11/1912:52 pm -
1 stop4h 52m
Deal found 10/14![American Airlines logo]()
$634
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:13 pm -
1 stop6h 02m
Thu 11/1912:32 pm -
1 stop3h 46m
Deal found 10/14![Delta logo]()
$674
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:41 am -
1 stop5h 46m
Fri 11/275:57 pm -
1 stop6h 23m
Deal found 10/12![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
1 stop5h 46m
Fri 11/276:00 am -
1 stop4h 24m
Deal found 10/13![Delta logo]()
$433
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:19 am -
1 stop7h 08m
Sat 11/285:57 pm -
1 stop6h 23m
Deal found 10/10![American Airlines logo]()
$607
One-way flights from Chicago to MontgomerySearch for one-way flight options from Chicago to Montgomery. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
Search for one-way flight options from Chicago to Montgomery. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:30 am -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:05 pm -
1 stop4h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:03 am -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$317
This KAYAK deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop5h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![American Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:04 am -
1 stop5h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:00 pm -
2 stops13h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![United Airlines logo]()
$547
Find flight deals from Chicago to Montgomery
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Montgomery (MGM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $384 (American Airlines) |
One-way from | $288 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Montgomery that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 15, 2026.
Use the filters below to find and compare flights from Chicago to Montgomery that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Thu 11/12
5:30 am-12:47 pm
1 stop7h 17m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$288
Quickest round-trip
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Thu 11/12
1:05 pm-5:44 pm
1 stop4h 39m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$317
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Thu 11/19
10:03 am-5:27 pm
1 stop7h 24m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$317
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Wed 10/21
6:00 am-11:53 am
1 stop5h 53m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$341
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Sun 11/22
6:05 am-11:50 am
1 stop5h 45m
Montgomery Dannelly Field
Fri 11/27
5:57 pm-12:20 am
1 stop6h 23m
$384
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Thu 11/12
1:05 pm-5:44 pm
1 stop4h 39m
Montgomery Dannelly Field
Mon 11/16
6:24 pm-10:54 pm
1 stop4h 30m
$394
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Thu 10/29
6:04 am-11:46 am
1 stop5h 42m
Montgomery Dannelly Field
Mon 11/2
4:05 pm-10:33 pm
1 stop6h 28m
$404
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Wed 10/21
6:04 am-11:46 am
1 stop5h 42m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$407
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Tue 11/17
10:45 am-12:47 pm
2 stops26h 02m
Montgomery Dannelly Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$421
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Sun 11/22
6:00 am-11:46 am
1 stop5h 46m
Montgomery Dannelly Field
Fri 11/27
6:00 am-10:24 am
1 stop4h 24m
$433
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Chicago to Montgomery
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Montgomery in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Montgomery flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Montgomery flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Montgomery flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Montgomery flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Montgomery flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Montgomery
Have a flexible travel schedule? Discover the best time to fly to Montgomery from Chicago with our price prediction graph.
CHI-MGM
ORD-MGM
MDW-MGM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Montgomery
CHI-MGM
ORD-MGM
MDW-MGM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Montgomery
Get insights into the airlines that provide service to Montgomery. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montgomery. Reviews last updated October 15, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Chicago to Montgomery to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Montgomery. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Montgomery?
Book flights to Montgomery if you plan to visit one of these locationsTroy
Prattville
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Top 2 airlines flying from Chicago to Montgomery
Discover the top 2 airlines that operate flights from Chicago to Montgomery. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$263 | Average$679 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$326 | Average$896 | FlexibilityNo cancel fee | On-timeN/A |