$268+ Cheap flights from Chicago (CHI) to Montgomery (MGM)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MGM
Sep 26 — Oct 31
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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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 August 27, 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 August 27, 2026.
This Delta deal was found by Cheapflights users on 8/22. 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 9/216:05 am -
1 stop5h 43m
Mon 9/286:28 pm -
1 stop4h 16m
Deal found 8/22![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Fri 9/183:50 pm -
1 stop6h 18m
Mon 9/286:10 pm -
1 stop6h 04m
Deal found 8/22![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 8/25. 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 12/236:40 am -
1 stop5h 39m
Sat 1/21:00 pm -
1 stop6h 59m
Deal found 8/25![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 8/23. 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.
Sat 9/510:56 am -
1 stop4h 25m
Sun 9/64:19 pm -
1 stop6h 17m
Deal found 8/23![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 8/23. 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.
Sat 9/510:50 am -
1 stop4h 31m
Sun 9/66:00 am -
1 stop6h 40m
Deal found 8/23![Delta logo]()
$358
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 10/92:50 pm -
1 stop7h 50m
Tue 10/135:51 pm -
1 stop6h 08m
Deal found 8/26![American Airlines logo]()
$386
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Fri 9/43:54 pm -
1 stop6h 37m
Sun 9/612:33 pm -
1 stop5h 56m
Deal found 8/23![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 8/24. 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 8/256:49 am -
1 stop6h 30m
Mon 8/3112:33 pm -
1 stop7h 57m
Deal found 8/24![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 8/24. 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 10/155:00 am -
1 stop6h 53m
Mon 10/195:27 pm -
1 stop5h 33m
Deal found 8/24![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 8/23. 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 9/46:05 am -
1 stop5h 45m
Sun 9/66:00 am -
1 stop4h 10m
Deal found 8/23![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/56:05 am -
1 stop6h 11m
Mon 9/76:00 am -
1 stop3h 59m
Deal found 8/25![Delta logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 8/225:52 pm -
1 stop4h 38m
Sun 8/235:23 am -
1 stop6h 52m
Deal found 8/22![American Airlines logo]()
$409
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 August 27, 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 August 27, 2026.
This Delta deal was found by Cheapflights users on 8/23. 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 10/186:04 am -
1 stop5h 42m
Wed 10/289:46 am -
1 stop6h 28m
Deal found 8/23![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Fri 10/95:00 am -
1 stop7h 11m
Tue 10/1311:46 am -
1 stop8h 05m
Deal found 8/22![American Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/24. 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 10/152:12 pm -
2 stops22h 29m
Mon 10/194:53 pm -
2 stops20h 18m
Deal found 8/24![United Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 8/22. 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 10/65:09 pm -
1 stop6h 11m
Tue 10/139:46 am -
1 stop6h 28m
Deal found 8/22![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 8/26. 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.
Sat 10/316:04 am -
1 stop6h 18m
Sat 11/74:05 pm -
1 stop6h 28m
Deal found 8/26![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 8/24. 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 9/256:05 am -
1 stop5h 43m
Sun 9/276:28 pm -
1 stop4h 16m
Deal found 8/24![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 8/22. 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 12/31:02 pm -
1 stop4h 42m
Sat 12/56:00 am -
1 stop4h 29m
Deal found 8/22![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 8/23. 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 10/186:30 am -
1 stop5h 16m
Wed 10/2812:26 pm -
1 stop6h 45m
Deal found 8/23![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 8/22. 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 9/187:30 am -
1 stop8h 47m
Mon 9/284:53 pm -
2 stops22h 07m
Deal found 8/22![United Airlines logo]()
$536
This Delta deal was found by Cheapflights users on 8/23. 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.
Sat 9/510:50 am -
1 stop4h 31m
Sun 9/66:00 am -
1 stop6h 40m
Deal found 8/23![Delta logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/26. 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 11/58:05 pm -
2 stops16h 42m
Mon 11/94:55 pm -
2 stops27h 24m
Deal found 8/26![United Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/910:40 am -
2 stops26h 01m
Tue 10/134:53 pm -
2 stops20h 18m
Deal found 8/26![United Airlines logo]()
$542
This Delta deal was found by Cheapflights users on 8/22. 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.
Sat 8/295:30 am -
1 stop3h 42m
Mon 8/314:19 pm -
1 stop4h 36m
Deal found 8/22![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 8/24. 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 9/145:10 pm -
1 stop5h 55m
Fri 9/189:43 am -
1 stop6h 32m
Deal found 8/24![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 8/27. 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 10/95:09 pm -
1 stop6h 11m
Tue 10/136:23 pm -
1 stop4h 10m
Deal found 8/27![Delta logo]()
$577
This Delta deal was found by Cheapflights users on 8/22. 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 9/185:10 pm -
1 stop5h 55m
Sun 9/206:00 am -
1 stop3h 49m
Deal found 8/22![Delta logo]()
$758
This Delta deal was found by Cheapflights users on 8/25. 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 9/911:35 am -
1 stop3h 44m
Sun 9/136:00 am -
1 stop3h 49m
Deal found 8/25![Delta logo]()
$793
Last-minute flights from Chicago to MontgomeryDiscover last-minute flight deals from Chicago to Montgomery. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Montgomery. Data last updated August 27, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/25. 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 8/276:05 am -
1 stop5h 45m
Sun 8/306:28 pm -
1 stop4h 08m
Deal found 8/25![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 8/25. 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 8/2810:54 am -
1 stop6h 54m
Sun 8/306:28 pm -
1 stop4h 08m
Deal found 8/25![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/25. 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 8/289:54 am -
1 stop4h 08m
Sun 8/306:28 pm -
1 stop5h 29m
Deal found 8/25![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/22. 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.
Sat 8/295:30 am -
1 stop3h 42m
Mon 8/314:19 pm -
1 stop4h 36m
Deal found 8/22![Delta logo]()
$396
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/33:54 pm -
1 stop6h 37m
Mon 9/76:14 pm -
1 stop6h 04m
Deal found 8/26![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Fri 9/43:54 pm -
1 stop6h 37m
Sun 9/612:33 pm -
1 stop5h 56m
Deal found 8/23![American Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 8/23. 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 9/46:05 am -
1 stop5h 45m
Sun 9/66:00 am -
1 stop4h 10m
Deal found 8/23![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 8/23. 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.
Sat 9/510:56 am -
1 stop4h 25m
Sun 9/64:19 pm -
1 stop6h 17m
Deal found 8/23![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 8/23. 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.
Sat 9/510:50 am -
1 stop4h 31m
Sun 9/66:00 am -
1 stop6h 40m
Deal found 8/23![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/56:05 am -
1 stop6h 11m
Mon 9/76:00 am -
1 stop3h 59m
Deal found 8/25![Delta logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Fri 9/183:50 pm -
1 stop6h 18m
Mon 9/286:10 pm -
1 stop6h 04m
Deal found 8/22![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 8/22. 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 9/216:05 am -
1 stop5h 43m
Mon 9/286:28 pm -
1 stop4h 16m
Deal found 8/22![Delta logo]()
$326
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 August 27, 2026.
Search for one-way flight options from Chicago to Montgomery. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Wed 10/76:25 am -
1 stop6h 16m
Deal found 8/25![United Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 8/25. 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 9/166:05 am -
1 stop5h 43m
Deal found 8/25![Delta logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/22. 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 9/206:45 am -
1 stop5h 29m
Deal found 8/22![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/116:00 pm -
2 stops18h 41m
Deal found 8/25![United Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/218:05 pm -
2 stops20h 12m
Deal found 8/25![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/22. 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 9/206:09 pm -
2 stops18h 32m
Deal found 8/22![United Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 9/43:54 pm -
1 stop6h 37m
Deal found 8/24![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/43:00 pm -
2 stops21h 41m
Deal found 8/24![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 8/25. 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 10/71:27 pm -
2 stops9h 53m
Deal found 8/25![Delta logo]()
$651
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:46 pm -
3 stops47h 57m
Deal found 8/25![Multiple Airlines logo]()
$751
This Delta deal was found by Cheapflights users on 8/25. 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 9/211:19 pm -
2 stops9h 46m
Deal found 8/25![Delta logo]()
$1,052
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 August 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (Delta) |
One-way from | $268 (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 August 27, 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
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Sun 10/18
6:04 am-11:46 am
1 stop5h 42m
Montgomery Dannelly Field
Wed 10/28
9:46 am-4:14 pm
1 stop6h 28m
$326
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Tue 10/6
5:09 pm-11:20 pm
1 stop6h 11m
Montgomery Dannelly Field
Tue 10/13
9:46 am-4:14 pm
1 stop6h 28m
$326
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Sat 10/31
6:04 am-12:22 pm
1 stop6h 18m
Montgomery Dannelly Field
Sat 11/7
4:05 pm-10:33 pm
1 stop6h 28m
$326
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Fri 9/25
6:05 am-11:48 am
1 stop5h 43m
Montgomery Dannelly Field
Sun 9/27
6:28 pm-10:44 pm
1 stop4h 16m
$326
ChicagoMontgomery
MDW Chicago Midway - MGM Montgomery Dannelly Field
MDWMGM
Chicago Midway
Thu 12/3
1:02 pm-5:44 pm
1 stop4h 42m
Montgomery Dannelly Field
Sat 12/5
6:00 am-10:29 am
1 stop4h 29m
$326
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Sun 10/18
6:30 am-11:46 am
1 stop5h 16m
Montgomery Dannelly Field
Wed 10/28
12:26 pm-7:11 pm
1 stop6h 45m
$326
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Sat 9/5
10:50 am-3:21 pm
1 stop4h 31m
Montgomery Dannelly Field
Sun 9/6
6:00 am-12:40 pm
1 stop6h 40m
$358
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Fri 10/9
5:00 am-12:11 pm
1 stop7h 11m
Montgomery Dannelly Field
Tue 10/13
11:46 am-7:51 pm
1 stop8h 05m
$386
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Sat 8/29
5:30 am-9:12 am
1 stop3h 42m
Montgomery Dannelly Field
Mon 8/31
4:19 pm-8:55 pm
1 stop4h 36m
$396
ChicagoMontgomery
ORD Chicago O'Hare Intl - MGM Montgomery Dannelly Field
ORDMGM
Chicago O'Hare Intl
Thu 10/15
2:12 pm-12:41 pm
2 stops22h 29m
Montgomery Dannelly Field
Mon 10/19
4:53 pm-1:11 pm
2 stops20h 18m
$525
Showing 1-10 of 27 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 August.
| 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
MDW-MGM
ORD-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
MDW-MGM
ORD-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 August 27, 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.
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - 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 locationsPrattville
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Other flights to Montgomery
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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 August 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$263 | Average$631 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$362 | Average$896 | FlexibilityNo cancel fee | On-timeN/A |