$294+ Cheap flights from Montgomery, AL (MGM) to Chicago (CHI)
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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — CHI
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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Find cheap flights from Montgomery to Chicago 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 Montgomery to ChicagoExplore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
Explore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
This Delta deal was found by Cheapflights users on 5/21. 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 6/2912:46 pm
MGM
- ORD
1 stop4h 18m
Delta
Mon 7/65:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/21![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/20. 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 7/246:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Tue 7/2811:05 am
MDW
- MGM
1 stop6h 43m
Delta
Deal found 5/20![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Wed 7/16:09 pm
MGM
- ORD
1 stop5h 21m
American Airlines
Sat 7/45:00 am
ORD
- MGM
2 stops9h 51m
American Airlines
Deal found 5/24![American Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 5/21. 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 7/47:00 am
MGM
- ORD
2 stops13h 02m
Delta
Wed 7/85:30 am
ORD
- MGM
1 stop6h 32m
Delta
Deal found 5/21![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 5/20. 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 6/252:49 pm
MGM
- ORD
1 stop5h 43m
Delta
Tue 6/305:30 am
ORD
- MGM
1 stop6h 32m
Delta
Deal found 5/20![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 5/20. 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 6/256:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Tue 6/304:25 pm
MDW
- MGM
1 stop6h 47m
Delta
Deal found 5/20![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 5/24. 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 6/1512:44 pm
MGM
- ORD
1 stop5h 58m
Delta
Tue 6/235:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/24![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/24. 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 6/156:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Wed 6/2411:05 am
MDW
- MGM
1 stop6h 42m
Delta
Deal found 5/24![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 6/166:27 pm
MGM
- ORD
2 stops16h 23m
Delta
Tue 6/235:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/24![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 6/166:27 pm
MGM
- MDW
2 stops14h 47m
Delta
Tue 6/235:11 pm
MDW
- MGM
1 stop6h 01m
Delta
Deal found 5/24![Delta logo]()
$392
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Thu 7/96:47 pm
MGM
- ORD
1 stop6h 03m
American Airlines
Thu 7/168:00 am
ORD
- MGM
1 stop6h 51m
American Airlines
Deal found 5/23![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/21. 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 7/212:44 pm
MGM
- ORD
1 stop4h 20m
Delta
Mon 7/65:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/21![Delta logo]()
$401
Best flights from Montgomery to ChicagoDiscover carefully curated flight deals from Montgomery to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
Discover carefully curated flight deals from Montgomery to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
This Delta deal was found by Cheapflights users on 5/20. 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 7/2412:44 pm
MGM
- ORD
1 stop6h 01m
Delta
Tue 7/288:03 am
ORD
- MGM
1 stop3h 59m
Delta
Deal found 5/20![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Tue 9/224:53 pm
MGM
- ORD
1 stop8h 06m
United Airlines
Sat 9/265:30 am
ORD
- MGM
1 stop6h 25m
United Airlines
Deal found 5/24![United Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 5/24. 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 7/246:28 pm
MGM
- ORD
1 stop5h 25m
Delta
Mon 7/276:35 am
ORD
- MGM
1 stop5h 27m
Delta
Deal found 5/24![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/21. 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 7/412:44 pm
MGM
- ORD
1 stop5h 58m
Delta
Tue 7/78:03 am
ORD
- MGM
1 stop3h 59m
Delta
Deal found 5/21![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 7/166:28 pm
MGM
- ORD
1 stop5h 25m
Delta
Mon 7/205:30 am
ORD
- MGM
1 stop3h 42m
Delta
Deal found 5/24![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/21. 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 7/16:27 pm
MGM
- ORD
1 stop5h 32m
Delta
Fri 7/36:22 pm
ORD
- MGM
1 stop4h 50m
Delta
Deal found 5/21![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/24. 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 7/246:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Mon 7/276:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 5/24![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/21. 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 7/47:00 am
MGM
- ORD
2 stops13h 02m
Delta
Wed 7/85:30 am
ORD
- MGM
1 stop6h 32m
Delta
Deal found 5/21![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 5/20. 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 7/244:51 pm
MGM
- ORD
2 stops16h 43m
United Airlines
Tue 7/289:30 pm
ORD
- MGM
2 stops15h 10m
United Airlines
Deal found 5/20![United Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 5/20. 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 6/256:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Tue 6/304:25 pm
MDW
- MGM
1 stop6h 47m
Delta
Deal found 5/20![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 5/20. 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 6/196:27 pm
MGM
- ORD
1 stop5h 32m
Delta
Mon 6/225:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/20![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/20. 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 6/286:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Fri 7/34:25 pm
MDW
- MGM
1 stop6h 47m
Delta
Deal found 5/20![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 6/166:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sat 6/206:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 5/24![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 5/23. 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.
Thu 7/96:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Thu 7/165:10 pm
MDW
- MGM
1 stop6h 05m
Delta
Deal found 5/23![Delta logo]()
$522
This Delta deal was found by Cheapflights users on 5/21. 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 9/42:30 pm
MGM
- ORD
1 stop6h 50m
Delta
Sun 9/68:15 am
ORD
- MGM
1 stop6h 15m
Delta
Deal found 5/21![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 7/166:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Mon 7/205:10 pm
MDW
- MGM
1 stop6h 05m
Delta
Deal found 5/24![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 5/23. 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.
Tue 6/166:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sun 6/216:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 5/23![Delta logo]()
$572
This Delta deal was found by Cheapflights users on 5/23. 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.
Thu 7/96:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Sun 7/126:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 5/23![Delta logo]()
$580
This Delta deal was found by Cheapflights users on 5/22. 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 6/189:53 am
MGM
- MDW
1 stop6h 23m
Delta
Fri 6/2612:50 pm
MDW
- MGM
1 stop4h 57m
Delta
Deal found 5/22![Delta logo]()
$778
This Delta deal was found by Cheapflights users on 5/21. 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 7/176:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Tue 7/211:18 pm
MDW
- MGM
2 stops9h 57m
Delta
Deal found 5/21![Delta logo]()
$999
Last-minute flights from Montgomery to ChicagoDiscover last-minute flight deals from Montgomery to Chicago. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Montgomery to Chicago. Data last updated May 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/24. 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.
Wed 5/272:59 pm
MGM
- MDW
1 stop6h 10m
Delta
Sat 6/66:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 5/24![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 5/286:28 pm
MGM
- ORD
1 stop5h 31m
Delta
Tue 6/27:07 am
ORD
- MGM
1 stop7h 06m
Delta
Deal found 5/24![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 5/282:59 pm
MGM
- ORD
1 stop6h 54m
Delta
Mon 6/85:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/24![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 5/24. 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 6/1512:44 pm
MGM
- ORD
1 stop5h 58m
Delta
Tue 6/235:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/24![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/24. 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 6/156:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Wed 6/2411:05 am
MDW
- MGM
1 stop6h 42m
Delta
Deal found 5/24![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 6/166:27 pm
MGM
- ORD
2 stops13h 38m
Delta
Wed 6/241:46 pm
ORD
- MGM
1 stop4h 01m
Delta
Deal found 5/24![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 6/166:27 pm
MGM
- MDW
2 stops14h 47m
Delta
Tue 6/235:11 pm
MDW
- MGM
1 stop6h 01m
Delta
Deal found 5/24![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 5/20. 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 6/252:49 pm
MGM
- ORD
1 stop5h 43m
Delta
Tue 6/305:30 am
ORD
- MGM
1 stop6h 32m
Delta
Deal found 5/20![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 5/20. 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 6/256:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Tue 6/304:25 pm
MDW
- MGM
1 stop6h 47m
Delta
Deal found 5/20![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 5/20. 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 6/286:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sat 7/46:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 5/20![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/21. 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 6/2912:46 pm
MGM
- ORD
1 stop4h 18m
Delta
Mon 7/65:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 5/21![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/20. 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 6/296:00 am
MGM
- ORD
1 stop4h 13m
Delta
Sun 7/58:08 am
ORD
- MGM
1 stop6h 01m
Delta
Deal found 5/20![Delta logo]()
$401
One-way flights from Montgomery to ChicagoSearch for one-way flight options from Montgomery to Chicago. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
Search for one-way flight options from Montgomery to Chicago. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This United Airlines deal was found by Cheapflights users on 5/20. 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 7/244:51 pm
MGM
- ORD
1 stop6h 24m
United Airlines
Deal found 5/20![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 5/20. 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 7/212:44 pm
MGM
- ORD
1 stop4h 20m
Delta
Deal found 5/20![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 5/20. 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 7/236:00 am
MGM
- MDW
1 stop5h 56m
Delta
Deal found 5/20![Delta logo]()
$302
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/25:23 am
MGM
- ORD
2 stops7h 30m
American Airlines
Deal found 5/20![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 5/20. 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 7/29:53 am
MGM
- MDW
1 stop5h 47m
Delta
Deal found 5/20![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/235:23 am
MGM
- ORD
2 stops7h 30m
American Airlines
Deal found 5/20![American Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Mon 6/14:51 pm
MGM
- ORD
1 stop6h 24m
United Airlines
Deal found 5/22![United Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 5/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/54:51 pm
MGM
- ORD
2 stops16h 48m
United Airlines
Deal found 5/23![United Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 5/24. 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 6/112:39 pm
MGM
- ORD
1 stop4h 17m
Delta
Deal found 5/24![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Mon 6/15:23 am
MGM
- ORD
2 stops7h 32m
American Airlines
Deal found 5/24![American Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/245:23 am
MGM
- ORD
2 stops7h 30m
American Airlines
Deal found 5/20![American Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Thu 7/29:53 am
MGM
- ORD
3 stops53h 24m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$958
Find flight deals from Montgomery to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Montgomery (MGM) to Chicago (CHI). 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 May 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $334 (Delta) |
One-way from | $294 (United Airlines) |
Popular in | October |
Cheapest in | December |
Average price | $384 |
Cheapflights Fare Finder
Customize your flight search to find flights from Montgomery to Chicago 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 2,558,603 searches. Data last updated May 25, 2026.
Use the filters below to find and compare flights from Montgomery to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 7/24
12:44 pm-6:45 pm
1 stop6h 01m
Chicago O'Hare Intl
Tue 7/28
8:03 am-12:02 pm
1 stop3h 59m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 7/24
6:28 pm-11:53 pm
1 stop5h 25m
Chicago O'Hare Intl
Mon 7/27
6:35 am-12:02 pm
1 stop5h 27m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Sat 7/4
12:44 pm-6:42 pm
1 stop5h 58m
Chicago O'Hare Intl
Tue 7/7
8:03 am-12:02 pm
1 stop3h 59m
$334
Quickest round-trip
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Thu 7/16
6:28 pm-11:53 pm
1 stop5h 25m
Chicago O'Hare Intl
Mon 7/20
5:30 am-9:12 am
1 stop3h 42m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Wed 7/1
6:27 pm-11:59 pm
1 stop5h 32m
Chicago O'Hare Intl
Fri 7/3
6:22 pm-11:12 pm
1 stop4h 50m
$334
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Fri 7/24
6:28 pm-10:15 pm
1 stop3h 47m
Chicago Midway
Mon 7/27
6:00 am-12:02 pm
1 stop6h 02m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Sat 7/4
7:00 am-8:02 pm
2 stops13h 02m
Chicago O'Hare Intl
Wed 7/8
5:30 am-12:02 pm
1 stop6h 32m
$364
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Thu 6/25
6:27 pm-10:17 pm
1 stop3h 50m
Chicago Midway
Tue 6/30
4:25 pm-11:12 pm
1 stop6h 47m
$365
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 6/19
6:27 pm-11:59 pm
1 stop5h 32m
Chicago O'Hare Intl
Mon 6/22
5:30 am-12:00 pm
1 stop6h 30m
$375
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Sun 6/28
6:27 pm-10:17 pm
1 stop3h 50m
Chicago Midway
Fri 7/3
4:25 pm-11:12 pm
1 stop6h 47m
$375
Showing 1-10 of 29 resultsSorted by cheapest first
Compare providers for flights from Montgomery to Chicago
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 Montgomery to Chicago in May.
| 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 Montgomery, Alabama-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montgomery, Alabama-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montgomery, Alabama-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Montgomery, Alabama-Chicago 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 Montgomery, Alabama-Chicago 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 Montgomery to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Montgomery with our price prediction graph.
MGM-CHI
MGM-ORD
MGM-MDW
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 Montgomery to Chicago
MGM-CHI
MGM-ORD
MGM-MDW
What is the cheapest month to book a flight from Montgomery, Alabama to Chicago?
Currently, October is the cheapest month in which you can book a flight from Montgomery, Alabama to Chicago (average of $78). Flying from Montgomery, Alabama to Chicago in June is currently the most expensive (average of $334). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Montgomery, Alabama to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 25, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Montgomery to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Montgomery to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 25, 2026.
Complete your trip
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Search flights from Montgomery to Chicago by cabin class
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Montgomery and Chicago flights
Browse other Montgomery and Chicago flight options. Last updated on May 25, 2026.
Other flights from Montgomery
Browse through other flights departing from Montgomery. Flights are based on user searches made on Cheapflights and were last updated on May 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Montgomery to Chicago
Discover the top 2 airlines that operate flights from Montgomery to Chicago. 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 2,558,603 searches. Data last updated May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$234 | Average$451 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$328 | Average$422 | FlexibilityNo cancel fee | On-time71% |