$207+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — CHI
May 10 — May 171
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 April 10, 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 April 10, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- ORD
1 stop3h 59m
Delta
Mon 6/17:07 am
ORD
- MGM
1 stop7h 06m
Delta
Deal found 4/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/6. 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
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/7. 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 5/256:29 pm
MGM
- ORD
1 stop5h 30m
Delta
Wed 6/35:30 am
ORD
- MGM
1 stop3h 45m
Delta
Deal found 4/7![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 4/7. 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 5/306:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/7![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 4/6. 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 5/269:55 am
MGM
- MDW
1 stop11h 14m
Delta
Sun 5/316:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- ORD
2 stops16h 01m
Delta
Sat 5/307:05 am
ORD
- MGM
1 stop4h 54m
Delta
Deal found 4/6![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- MDW
2 stops14h 15m
Delta
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 4/9. 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 5/266:28 pm
MGM
- ORD
2 stops14h 17m
Delta
Wed 6/38:10 am
ORD
- MGM
1 stop3h 49m
Delta
Deal found 4/9![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 4/9. 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 5/266:28 pm
MGM
- MDW
2 stops14h 15m
Delta
Tue 6/26:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/9![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 4/6. 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 5/3012:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 4/5. 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 6/43:20 pm
MGM
- ORD
1 stop6h 17m
American Airlines
Mon 6/85:34 pm
ORD
- MGM
1 stop5h 43m
American Airlines
Deal found 4/5![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 4/9. 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
Mon 6/16:23 am
MDW
- MGM
1 stop7h 50m
Delta
Deal found 4/9![Delta logo]()
$396
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 April 10, 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 April 10, 2026.
This Delta deal was found by Cheapflights users on 4/5. 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 7/302:49 pm
MGM
- ORD
1 stop7h 19m
Delta
Mon 8/38:03 am
ORD
- MGM
1 stop6h 05m
Delta
Deal found 4/5![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/112:56 pm
MGM
- ORD
1 stop6h 26m
American Airlines
Mon 5/46:41 pm
ORD
- MGM
1 stop5h 04m
American Airlines
Deal found 4/8![American Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/54:55 pm
MGM
- ORD
2 stops29h 06m
United Airlines
Sat 5/97:30 am
ORD
- MGM
1 stop8h 50m
United Airlines
Deal found 4/9![United Airlines logo]()
$541
This Delta deal was found by Cheapflights users on 4/9. 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 5/256:29 pm
MGM
- ORD
1 stop5h 30m
Delta
Sat 5/307:05 am
ORD
- MGM
1 stop4h 54m
Delta
Deal found 4/9![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/9. 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 5/16:25 pm
MGM
- ORD
1 stop5h 34m
Delta
Mon 5/45:15 am
ORD
- MGM
1 stop3h 47m
Delta
Deal found 4/9![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 4/9. 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 6/183:20 pm
MGM
- ORD
1 stop6h 17m
American Airlines
Sun 6/217:58 am
ORD
- MGM
1 stop6h 57m
American Airlines
Deal found 4/9![American Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 4/6. 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 5/2812:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Tue 6/26:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 4/9. 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 8/234:55 pm
MGM
- ORD
2 stops13h 43m
United Airlines
Sun 9/610:32 am
ORD
- MGM
1 stop5h 50m
United Airlines
Deal found 4/9![United Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 4/6. 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 5/2812:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Sat 5/306:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 4/6. 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 4/285:00 pm
MGM
- ORD
1 stop6h 15m
United Airlines
Sat 5/27:30 am
ORD
- MGM
1 stop8h 50m
United Airlines
Deal found 4/6![United Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 4/6. 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
2 stops16h 01m
Delta
Sun 5/315:30 am
ORD
- MGM
1 stop3h 45m
Delta
Deal found 4/6![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 4/7. 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 5/259:55 am
MGM
- MDW
1 stop11h 14m
Delta
Sat 5/306:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/7![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 4/7. 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 4/2312:37 pm
MGM
- MDW
1 stop3h 49m
Delta
Mon 4/275:21 pm
MDW
- MGM
1 stop5h 54m
Delta
Deal found 4/7![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 4/5. 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 5/16:25 pm
MGM
- MDW
1 stop4h 03m
Delta
Mon 5/45:21 pm
MDW
- MGM
1 stop5h 54m
Delta
Deal found 4/5![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 4/7. 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 5/2712:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Fri 5/296:23 am
MDW
- MGM
1 stop7h 50m
Delta
Deal found 4/7![Delta logo]()
$592
This Delta deal was found by Cheapflights users on 4/6. 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 5/316:00 am
MGM
- MDW
1 stop4h 00m
Delta
Tue 6/212:53 pm
MDW
- MGM
1 stop4h 53m
Delta
Deal found 4/6![Delta logo]()
$604
This Delta deal was found by Cheapflights users on 4/7. 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 5/249:55 am
MGM
- MDW
1 stop5h 31m
Delta
Wed 5/276:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/7![Delta logo]()
$624
This Delta deal was found by Cheapflights users on 4/8. 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 5/82:59 pm
MGM
- MDW
1 stop6h 27m
Delta
Mon 5/116:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/8![Delta logo]()
$629
Last-minute flights from Montgomery to ChicagoDiscover last-minute flight deals from Montgomery to Chicago. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Montgomery to Chicago. Data last updated April 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/812:56 pm
MGM
- ORD
1 stop5h 02m
American Airlines
Mon 5/116:41 pm
ORD
- MGM
1 stop5h 04m
American Airlines
Deal found 4/8![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 4/7. 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 5/256:29 pm
MGM
- ORD
1 stop5h 30m
Delta
Sun 5/315:30 am
ORD
- MGM
1 stop3h 45m
Delta
Deal found 4/7![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- ORD
1 stop3h 59m
Delta
Mon 6/17:07 am
ORD
- MGM
1 stop7h 06m
Delta
Deal found 4/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/6. 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 5/269:55 am
MGM
- MDW
1 stop11h 14m
Delta
Sun 5/316:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- ORD
2 stops16h 01m
Delta
Sat 5/307:05 am
ORD
- MGM
1 stop4h 54m
Delta
Deal found 4/6![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 4/6. 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 5/266:28 pm
MGM
- MDW
2 stops14h 15m
Delta
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 4/9. 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 5/266:28 pm
MGM
- ORD
2 stops14h 17m
Delta
Wed 6/38:10 am
ORD
- MGM
1 stop3h 49m
Delta
Deal found 4/9![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 4/7. 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 5/266:28 pm
MGM
- ORD
2 stops16h 01m
Delta
Tue 6/28:10 am
ORD
- MGM
1 stop3h 49m
Delta
Deal found 4/7![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 4/6. 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
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/9. 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
Mon 6/16:23 am
MDW
- MGM
1 stop7h 50m
Delta
Deal found 4/9![Delta logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/283:20 pm
MGM
- ORD
1 stop6h 17m
American Airlines
Sun 5/315:00 am
ORD
- MGM
1 stop6h 59m
American Airlines
Deal found 4/6![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 4/6. 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 5/3012:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Wed 6/36:23 am
MDW
- MGM
1 stop5h 36m
Delta
Deal found 4/6![Delta logo]()
$386
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 April 10, 2026.
Search for one-way flight options from Montgomery to Chicago. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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 5/69:45 am
MGM
- ORD
2 stops12h 34m
Delta
Deal found 4/6![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 4/6. 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 5/56:00 am
MGM
- ORD
2 stops14h 36m
Delta
Deal found 4/6![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/6. 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 4/304:55 pm
MGM
- ORD
1 stop6h 20m
United Airlines
Deal found 4/6![United Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 4/6. 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 5/62:42 pm
MGM
- MDW
1 stop7h 46m
Delta
Deal found 4/6![Delta logo]()
$282
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/44:55 pm
MGM
- ORD
1 stop8h 32m
United Airlines
Deal found 4/8![United Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/121:00 pm
MGM
- ORD
2 stops20h 44m
United Airlines
Deal found 4/6![United Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 4/6. 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 5/712:39 pm
MGM
- MDW
1 stop8h 30m
Delta
Deal found 4/6![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/213:20 pm
MGM
- ORD
1 stop6h 17m
American Airlines
Deal found 4/7![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 4/6. 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 5/126:00 am
MGM
- MDW
1 stop5h 56m
Delta
Deal found 4/6![Delta logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/25:30 am
MGM
- ORD
2 stops14h 27m
American Airlines
Deal found 4/6![American Airlines logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/154:55 pm
MGM
- ORD
1 stop16h 05m
United Airlines
Deal found 4/8![United Airlines logo]()
$309
This KAYAK deal was found by Cheapflights users on 4/5. 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.
Thu 4/235:55 pm
MGM
- ORD
1 stop5h 53m
American Airlines
Deal found 4/5![American Airlines logo]()
$311
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 April 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $334 (Delta) |
One-way from | $207 (Delta) |
Popular in | July |
Cheapest in | December |
Average price | $364 |
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 April 10, 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
Thu 7/30
2:49 pm-10:08 pm
1 stop7h 19m
Chicago O'Hare Intl
Mon 8/3
8:03 am-2:08 pm
1 stop6h 05m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Mon 5/25
6:29 pm-11:59 pm
1 stop5h 30m
Chicago O'Hare Intl
Sat 5/30
7:05 am-11:59 am
1 stop4h 54m
$334
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 5/1
12:56 pm-7:22 pm
1 stop6h 26m
Chicago O'Hare Intl
Mon 5/4
6:41 pm-11:45 pm
1 stop5h 04m
$416
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 5/1
6:25 pm-11:59 pm
1 stop5h 34m
Chicago O'Hare Intl
Mon 5/4
5:15 am-9:02 am
1 stop3h 47m
$416
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Thu 5/28
12:39 pm-9:09 pm
1 stop8h 30m
Chicago Midway
Tue 6/2
6:23 am-11:59 am
1 stop5h 36m
$446
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Thu 5/28
12:39 pm-9:09 pm
1 stop8h 30m
Chicago Midway
Sat 5/30
6:23 am-11:59 am
1 stop5h 36m
$446
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Thu 5/28
6:28 pm-10:29 am
2 stops16h 01m
Chicago O'Hare Intl
Sun 5/31
5:30 am-9:15 am
1 stop3h 45m
$464
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Mon 5/25
9:55 am-9:09 pm
1 stop11h 14m
Chicago Midway
Sat 5/30
6:23 am-11:59 am
1 stop5h 36m
$476
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Thu 4/23
12:37 pm-4:26 pm
1 stop3h 49m
Chicago Midway
Mon 4/27
5:21 pm-11:15 pm
1 stop5h 54m
$496
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Thu 6/18
3:20 pm-9:37 pm
1 stop6h 17m
Chicago O'Hare Intl
Sun 6/21
7:58 am-2:55 pm
1 stop6h 57m
$530
Showing 1-10 of 37 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 April.
| 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 $148). Flying from Montgomery, Alabama to Chicago in February is currently the most expensive (average of $269). 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 April 10, 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.
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
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Montgomery and Chicago flights
Browse other Montgomery and Chicago flight options. Last updated on April 10, 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 April 10, 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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$198 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$427 | FlexibilityNo cancel fee | On-timeN/A |