$292+ Cheap flights from Montgomery, AL (MGM) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — CHI
Jul 8 — Jul 151
Round-trip
1 adult, Economy
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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 June 8, 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 June 8, 2026.
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:47 pm
MGM
- ORD
1 stop6h 03m
American Airlines
Sat 7/118:00 am
ORD
- MGM
1 stop6h 51m
American Airlines
Deal found 6/5![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 6/6. 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 10/296:00 am
MGM
- MDW
1 stop3h 52m
Delta
Sat 10/316:00 am
MDW
- MGM
1 stop5h 50m
Delta
Deal found 6/6![Delta logo]()
$292
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/15:23 am
MGM
- ORD
1 stop6h 57m
American Airlines
Sat 7/45:00 am
ORD
- MGM
1 stop7h 01m
American Airlines
Deal found 6/4![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 7/49:53 am
MGM
- MDW
1 stop5h 47m
Delta
Wed 7/86:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/7![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 6/3. 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 7/1012:48 pm
MGM
- ORD
1 stop4h 24m
Delta
Mon 7/135:30 am
ORD
- MGM
1 stop3h 42m
Delta
Deal found 6/3![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sat 7/116:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/5![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/106:47 pm
MGM
- ORD
1 stop6h 03m
American Airlines
Mon 7/135:45 pm
ORD
- MGM
1 stop5h 48m
American Airlines
Deal found 6/3![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 6/4. 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
- MDW
1 stop3h 50m
Delta
Sat 7/46:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/4![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 7/49:53 am
MGM
- MDW
1 stop5h 47m
Delta
Thu 7/95:10 pm
MDW
- MGM
1 stop6h 05m
Delta
Deal found 6/7![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 6/263:20 pm
MGM
- ORD
1 stop6h 12m
American Airlines
Sun 6/285:00 am
ORD
- MGM
1 stop6h 59m
American Airlines
Deal found 6/5![American Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 6/3. 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 7/36:27 pm
MGM
- ORD
1 stop5h 32m
Delta
Sun 7/58:08 am
ORD
- MGM
1 stop6h 01m
Delta
Deal found 6/3![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 6/6. 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 6/274:30 pm
MGM
- ORD
1 stop4h 16m
Delta
Fri 7/36:35 am
ORD
- MGM
1 stop5h 25m
Delta
Deal found 6/6![Delta logo]()
$434
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 June 8, 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 June 8, 2026.
This Delta deal was found by Cheapflights users on 6/3. 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 7/1012:48 pm
MGM
- ORD
1 stop4h 24m
Delta
Mon 7/135:30 am
ORD
- MGM
1 stop3h 42m
Delta
Deal found 6/3![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 6/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/264:51 pm
MGM
- ORD
1 stop7h 55m
United Airlines
Sun 7/55:30 am
ORD
- MGM
1 stop7h 10m
United Airlines
Deal found 6/5![United Airlines logo]()
$548
This Delta deal was found by Cheapflights users on 6/4. 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
- MDW
1 stop3h 50m
Delta
Sat 7/46:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/4![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 6/3. 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 7/106:28 pm
MGM
- ORD
1 stop5h 25m
Delta
Sun 7/128:05 am
ORD
- MGM
1 stop3h 57m
Delta
Deal found 6/3![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 6/6. 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 6/282:49 pm
MGM
- ORD
1 stop5h 43m
Delta
Sat 7/46:30 am
ORD
- MGM
2 stops13h 57m
Delta
Deal found 6/6![Delta logo]()
$442
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/21:20 pm
MGM
- ORD
2 stops17h 08m
United Airlines
Thu 7/96:29 am
ORD
- MGM
1 stop6h 11m
United Airlines
Deal found 6/4![United Airlines logo]()
$552
This Delta deal was found by Cheapflights users on 6/6. 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 6/232:49 pm
MGM
- ORD
1 stop5h 43m
Delta
Sat 7/49:48 am
ORD
- MGM
1 stop5h 13m
Delta
Deal found 6/6![Delta logo]()
$460
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/14:51 pm
MGM
- ORD
1 stop6h 24m
United Airlines
Thu 7/27:35 am
ORD
- MGM
1 stop8h 41m
United Airlines
Deal found 6/4![United Airlines logo]()
$560
This Delta deal was found by Cheapflights users on 6/6. 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 6/246:27 pm
MGM
- ORD
1 stop5h 32m
Delta
Sat 7/46:30 am
ORD
- MGM
2 stops13h 57m
Delta
Deal found 6/6![Delta logo]()
$462
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:51 pm
MGM
- ORD
1 stop7h 54m
United Airlines
Sun 7/55:30 am
ORD
- MGM
1 stop7h 10m
United Airlines
Deal found 6/7![United Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 6/1312:44 pm
MGM
- ORD
1 stop5h 58m
Delta
Tue 6/1611:23 am
ORD
- MGM
1 stop6h 24m
Delta
Deal found 6/7![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 6/7. 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 7/16:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sun 7/56:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/7![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 6/3. 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 7/106:28 pm
MGM
- MDW
1 stop3h 47m
Delta
Sun 7/126:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/3![Delta logo]()
$499
This Delta deal was found by Cheapflights users on 6/6. 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 6/2712:44 pm
MGM
- ORD
1 stop5h 58m
Delta
Mon 7/65:30 am
ORD
- MGM
1 stop8h 39m
Delta
Deal found 6/6![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 6/7. 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 6/282:49 pm
MGM
- ORD
1 stop5h 43m
Delta
Mon 7/138:03 am
ORD
- MGM
1 stop6h 05m
Delta
Deal found 6/7![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 6/7. 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 7/66:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Mon 7/136:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/7![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 6/6. 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.
Fri 6/269:53 am
MGM
- MDW
1 stop6h 23m
Delta
Tue 6/306:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/6![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 6/3. 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 6/3![Delta logo]()
$706
This Delta deal was found by Cheapflights users on 6/7. 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 6/286:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Mon 7/65:11 pm
MDW
- MGM
1 stop6h 01m
Delta
Deal found 6/7![Delta logo]()
$746
This Delta deal was found by Cheapflights users on 6/4. 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 7/26:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Thu 7/96:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/4![Delta logo]()
$752
This Delta deal was found by Cheapflights users on 6/5. 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 6/269:53 am
MGM
- MDW
1 stop6h 23m
Delta
Sun 7/56:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/5![Delta logo]()
$776
This Delta deal was found by Cheapflights users on 6/7. 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 6/226:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Mon 6/296:00 am
MDW
- MGM
1 stop6h 06m
Delta
Deal found 6/7![Delta logo]()
$838
This Delta deal was found by Cheapflights users on 6/3. 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 6/176:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Thu 6/186:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/3![Delta logo]()
$886
Last-minute flights from Montgomery to ChicagoDiscover last-minute flight deals from Montgomery to Chicago. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Montgomery to Chicago. Data last updated June 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 6/263:20 pm
MGM
- ORD
1 stop6h 12m
American Airlines
Sun 6/285:00 am
ORD
- MGM
1 stop6h 59m
American Airlines
Deal found 6/5![American Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 6/6. 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 6/274:30 pm
MGM
- ORD
1 stop4h 16m
Delta
Thu 7/25:30 am
ORD
- MGM
1 stop6h 30m
Delta
Deal found 6/6![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/15:23 am
MGM
- ORD
1 stop6h 57m
American Airlines
Sat 7/45:00 am
ORD
- MGM
1 stop7h 01m
American Airlines
Deal found 6/4![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 6/4. 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
- MDW
1 stop3h 50m
Delta
Sat 7/46:00 am
MDW
- MGM
1 stop6h 00m
Delta
Deal found 6/4![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 6/3. 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 7/36:27 pm
MGM
- ORD
1 stop5h 32m
Delta
Sun 7/58:08 am
ORD
- MGM
1 stop6h 01m
Delta
Deal found 6/3![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 7/49:53 am
MGM
- MDW
1 stop5h 47m
Delta
Wed 7/86:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/7![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 7/49:53 am
MGM
- MDW
1 stop5h 47m
Delta
Thu 7/95:10 pm
MDW
- MGM
1 stop6h 05m
Delta
Deal found 6/7![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:47 pm
MGM
- ORD
1 stop6h 03m
American Airlines
Sat 7/118:00 am
ORD
- MGM
1 stop6h 51m
American Airlines
Deal found 6/5![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Sat 7/116:00 am
MDW
- MGM
1 stop6h 02m
Delta
Deal found 6/5![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 7/63:17 pm
MGM
- ORD
1 stop6h 43m
American Airlines
Mon 7/135:45 pm
ORD
- MGM
1 stop5h 48m
American Airlines
Deal found 6/7![American Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 6/3. 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 7/1012:48 pm
MGM
- ORD
1 stop4h 24m
Delta
Mon 7/135:30 am
ORD
- MGM
1 stop3h 42m
Delta
Deal found 6/3![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/106:47 pm
MGM
- ORD
1 stop6h 03m
American Airlines
Mon 7/135:45 pm
ORD
- MGM
1 stop5h 48m
American Airlines
Deal found 6/3![American Airlines logo]()
$399
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 June 8, 2026.
Search for one-way flight options from Montgomery to Chicago. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/74:51 pm
MGM
- ORD
1 stop7h 54m
United Airlines
Deal found 6/7![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 6/7. 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 7/76:00 am
MGM
- MDW
1 stop4h 05m
Delta
Deal found 6/7![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 7/251:20 pm
MGM
- ORD
2 stops20h 24m
United Airlines
Deal found 6/6![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 6/269:53 am
MGM
- MDW
1 stop6h 23m
Delta
Deal found 6/7![Delta logo]()
$362
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 7/75:23 am
MGM
- ORD
2 stops7h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 6/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:00 pm
MGM
- ORD
1 stop8h 51m
United Airlines
Deal found 6/5![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 6/134:30 pm
MGM
- MDW
1 stop5h 47m
Delta
Deal found 6/7![Delta logo]()
$382
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Tue 6/165:23 am
MGM
- ORD
2 stops7h 34m
American Airlines
Deal found 6/5![American Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 6/7. 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 6/226:27 pm
MGM
- MDW
1 stop3h 50m
Delta
Deal found 6/7![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 6/129:53 am
MGM
- MDW
1 stop6h 23m
Delta
Deal found 6/7![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 6/7. 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 6/112:49 pm
MGM
- MDW
1 stop25h 27m
Delta
Deal found 6/7![Delta logo]()
$752
This Delta deal was found by Cheapflights users on 6/6. 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 7/259:53 am
MGM
- MDW
2 stops8h 14m
Delta
Deal found 6/6![Delta logo]()
$813
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 June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $292 (American Airlines) |
Popular in | October |
Cheapest in | December |
Average price | $363 |
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 June 8, 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
Quickest round-trip
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 7/10
12:48 pm-5:12 pm
1 stop4h 24m
Chicago O'Hare Intl
Mon 7/13
5:30 am-9:12 am
1 stop3h 42m
$334
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Wed 7/1
6:27 pm-10:17 pm
1 stop3h 50m
Chicago Midway
Sat 7/4
6:00 am-12:00 pm
1 stop6h 00m
$399
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Fri 7/10
6:28 pm-11:53 pm
1 stop5h 25m
Chicago O'Hare Intl
Sun 7/12
8:05 am-12:02 pm
1 stop3h 57m
$441
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Sun 6/28
2:49 pm-8:32 pm
1 stop5h 43m
Chicago O'Hare Intl
Sat 7/4
6:30 am-8:27 pm
2 stops13h 57m
$442
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Tue 6/23
2:49 pm-8:32 pm
1 stop5h 43m
Chicago O'Hare Intl
Sat 7/4
9:48 am-3:01 pm
1 stop5h 13m
$460
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Wed 6/24
6:27 pm-11:59 pm
1 stop5h 32m
Chicago O'Hare Intl
Sat 7/4
6:30 am-8:27 pm
2 stops13h 57m
$462
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Sat 6/13
12:44 pm-6:42 pm
1 stop5h 58m
Chicago O'Hare Intl
Tue 6/16
11:23 am-5:47 pm
1 stop6h 24m
$464
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Wed 7/1
6:27 pm-10:17 pm
1 stop3h 50m
Chicago Midway
Sun 7/5
6:00 am-12:00 pm
1 stop6h 00m
$488
MontgomeryChicago
MGM - MDW
MGMMDW
Montgomery Dannelly Field
Fri 7/10
6:28 pm-10:15 pm
1 stop3h 47m
Chicago Midway
Sun 7/12
6:00 am-12:02 pm
1 stop6h 02m
$499
MontgomeryChicago
MGM - ORD
MGMORD
Montgomery Dannelly Field
Sat 6/27
12:44 pm-6:42 pm
1 stop5h 58m
Chicago O'Hare Intl
Mon 7/6
5:30 am-2:09 pm
1 stop8h 39m
$514
Showing 1-10 of 34 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 June.
| 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 May 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 June 8, 2026.
Get a feel of what it's like to fly with Delta 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.
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.9
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
Browse thousands of different options on Cheapflights for your next trip
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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 June 8, 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 June 8, 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 June 8, 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 June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$234 | Average$449 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$328 | Average$415 | FlexibilityNo cancel fee | On-time71% |