$152+ Cheap flights from Montana 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Montana 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 Montana to ChicagoExplore the most affordable flight options available from Montana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
Explore the most affordable flight options available from Montana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:20 am -
1 stop7h 00m
Tue 11/36:35 pm -
1 stop16h 04m
Deal found 9/28![Alaska Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:20 am -
1 stop5h 35m
Mon 11/23:30 pm -
1 stop5h 45m
Deal found 9/25![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:15 pm -
Nonstop3h 14m
Sun 10/259:58 am -
Nonstop3h 27m
Deal found 9/29![American Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Wed 10/282:37 pm -
1 stop7h 09m
Tue 11/39:07 am -
Nonstop3h 38m
Deal found 9/24![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
2 stops10h 36m
Mon 12/712:34 pm -
2 stops10h 54m
Deal found 9/27![Delta logo]()
$345
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/246:14 am -
Nonstop3h 26m
Tue 12/295:14 pm -
Nonstop3h 41m
Deal found 9/28![American Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:45 pm -
1 stop8h 14m
Wed 11/188:40 am -
1 stop6h 09m
Deal found 9/27![United Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop5h 19m
Sun 11/17:00 am -
1 stop7h 29m
Deal found 9/27![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/62:28 pm -
1 stop6h 23m
Tue 10/205:00 am -
1 stop5h 46m
Deal found 9/24![United Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:28 pm -
1 stop7h 18m
Sat 9/268:40 am -
1 stop5h 34m
Deal found 9/25![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:40 am -
2 stops10h 01m
Sat 10/317:35 am -
1 stop6h 03m
Deal found 9/28![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:37 pm -
1 stop7h 09m
Mon 11/28:40 am -
1 stop5h 50m
Deal found 9/25![United Airlines logo]()
$354
Best flights from Montana to ChicagoDiscover carefully curated flight deals from Montana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
Discover carefully curated flight deals from Montana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:59 pm -
1 stop9h 41m
Tue 11/36:35 pm -
1 stop16h 04m
Deal found 9/24![Alaska Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:20 am -
1 stop5h 35m
Mon 11/23:30 pm -
1 stop5h 45m
Deal found 9/25![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/308:14 am -
Nonstop3h 08m
Mon 1/119:10 am -
Nonstop3h 38m
Deal found 9/28![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:15 pm -
1 stop7h 05m
Mon 11/25:55 am -
1 stop5h 35m
Deal found 9/25![Southwest logo]()
$359
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:12 pm -
Nonstop3h 35m
Thu 10/2910:30 am -
Nonstop3h 57m
Deal found 9/24![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Wed 10/282:37 pm -
1 stop7h 09m
Tue 11/39:07 am -
Nonstop3h 38m
Deal found 9/24![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/45:30 am -
1 stop5h 33m
Mon 12/712:34 pm -
2 stops10h 54m
Deal found 9/28![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:30 am -
1 stop7h 25m
Mon 11/29:07 am -
Nonstop3h 38m
Deal found 9/25![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/24. 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 10/191:12 pm -
1 stop7h 53m
Wed 10/216:30 am -
1 stop7h 49m
Deal found 9/24![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:45 pm -
1 stop8h 55m
Wed 10/283:49 pm -
1 stop8h 10m
Deal found 9/24![Alaska Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:12 pm -
2 stops9h 45m
Mon 11/96:40 am -
1 stop8h 49m
Deal found 9/27![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:26 pm -
Nonstop3h 34m
Thu 10/297:00 am -
1 stop7h 34m
Deal found 9/24![United Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:15 pm -
2 stops7h 55m
Sun 10/256:00 am -
1 stop5h 25m
Deal found 9/27![Southwest logo]()
$447
This Alaska Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:03 am -
1 stop6h 50m
Thu 10/293:49 pm -
1 stop8h 05m
Deal found 9/26![Alaska Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:00 pm -
2 stops8h 57m
Sun 11/86:35 am -
1 stop9h 23m
Deal found 9/28![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:05 am -
1 stop5h 55m
Sun 11/85:55 am -
1 stop5h 30m
Deal found 9/28![Southwest logo]()
$465
This Delta deal was found by Cheapflights users on 9/24. 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 10/282:00 pm -
2 stops8h 57m
Tue 11/31:23 pm -
2 stops10h 15m
Deal found 9/24![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:30 pm -
1 stop7h 16m
Wed 10/148:40 am -
Nonstop3h 48m
Deal found 9/25![United Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:05 am -
2 stops8h 15m
Sun 11/87:20 am -
2 stops9h 05m
Deal found 9/25![Southwest logo]()
$489
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/151:10 pm -
1 stop7h 43m
Sat 3/207:30 am -
1 stop5h 57m
Deal found 9/26![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Sat 11/142:42 pm -
1 stop5h 48m
Tue 11/178:40 am -
1 stop5h 49m
Deal found 9/24![United Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:36 pm -
1 stop4h 51m
Sat 10/244:00 pm -
1 stop7h 57m
Deal found 9/28![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:48 pm -
Nonstop3h 02m
Mon 11/239:07 am -
Nonstop3h 38m
Deal found 9/25![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:36 pm -
1 stop4h 51m
Wed 10/289:59 am -
1 stop5h 42m
Deal found 9/26![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:15 pm -
2 stops7h 55m
Tue 10/136:05 am -
1 stop7h 35m
Deal found 9/25![Southwest logo]()
$565
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:26 pm -
1 stop20h 27m
Wed 10/219:00 am -
1 stop8h 49m
Deal found 9/24![Alaska Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:45 pm -
1 stop5h 45m
Wed 11/182:30 pm -
1 stop8h 08m
Deal found 9/25![United Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 9/24. 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 10/275:30 am -
1 stop5h 25m
Tue 11/107:17 pm -
1 stop6h 03m
Deal found 9/24![Delta logo]()
$379
This Gotogate deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/115:00 pm -
2 stops28h 08m
Fri 1/158:00 am -
1 stop9h 23m
Deal found 9/29![Alaska Airlines logo]()
$639
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/309:30 am -
1 stop8h 25m
Tue 2/21:05 pm -
1 stop6h 35m
Deal found 9/26![United Airlines logo]()
$464
Last-minute flights from Montana to ChicagoDiscover last-minute flight deals from Montana to Chicago. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Montana to Chicago. Data last updated September 29, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/62:28 pm -
1 stop6h 23m
Tue 10/205:00 am -
1 stop5h 46m
Deal found 9/24![United Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:28 pm -
1 stop7h 18m
Thu 10/291:00 pm -
1 stop5h 14m
Deal found 9/24![United Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:15 pm -
Nonstop3h 14m
Sun 10/259:58 am -
Nonstop3h 27m
Deal found 9/29![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:58 pm -
Nonstop3h 35m
Fri 10/3010:30 am -
Nonstop3h 57m
Deal found 9/24![American Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/242:37 pm -
1 stop6h 15m
Sat 10/314:20 pm -
1 stop6h 18m
Deal found 9/28![United Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:40 am -
2 stops10h 01m
Sat 10/317:35 am -
1 stop6h 03m
Deal found 9/28![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop5h 19m
Sun 11/17:00 am -
1 stop7h 29m
Deal found 9/27![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:20 am -
1 stop5h 35m
Thu 10/299:59 am -
2 stops8h 50m
Deal found 9/25![Delta logo]()
$358
This Alaska Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:20 am -
1 stop7h 00m
Tue 11/36:35 pm -
1 stop16h 04m
Deal found 9/28![Alaska Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:20 am -
1 stop5h 35m
Mon 11/23:30 pm -
1 stop5h 45m
Deal found 9/25![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Wed 10/282:37 pm -
1 stop7h 09m
Tue 11/39:07 am -
Nonstop3h 38m
Deal found 9/24![United Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:37 pm -
1 stop7h 09m
Mon 11/28:40 am -
1 stop5h 50m
Deal found 9/25![United Airlines logo]()
$354
One-way flights from Montana to ChicagoSearch for one-way flight options from Montana to Chicago. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Montana to Chicago. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Trip.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:24 am -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Alaska Airlines logo]()
$152
This Alaska Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:20 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Alaska Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Mon 11/912:14 pm -
1 stop15h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:16 am -
1 stop4h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:20 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:48 pm -
Nonstop3h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![United Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Mon 11/912:14 pm -
2 stops22h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Sun 10/258:39 pm -
1 stop31h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am -
1 stop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:30 am -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Mon 10/2611:47 am -
1 stop16h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:16 am -
2 stops10h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$182
Find flight deals from Montana to Chicago
Keep the following information in mind while searching for Montana to Chicago flight deals. Data was last updated September 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (Alaska Airlines) |
One-way from | $152 (Trip.com) |
Popular in | September |
Cheapest in | January |
Average price | $429 |
Good round-trip deal | $404 or less |
Good one-way deal | $265 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Montana 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 7,457,451 searches. Data last updated September 29, 2026.
Use the filters below to find and compare flights from Montana to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BozemanChicago
BZN Bozeman Gallatin Field - ORD Chicago O'Hare Intl
BZNORD
Bozeman Gallatin Field
Tue 10/20
6:59 pm-5:40 am
1 stop9h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
BozemanChicago
BZN Bozeman Gallatin Field - ORD Chicago O'Hare Intl
BZNORD
Bozeman Gallatin Field
Wed 10/28
6:59 pm-5:40 am
1 stop9h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
BillingsChicago
BIL Billings Logan Intl - MDW Chicago Midway
BILMDW
Billings Logan Intl
Sun 11/8
6:30 am-11:47 am
1 stop4h 17m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sun 10/25
5:00 am-11:19 am
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Tue 11/24
6:34 am-11:48 am
1 stop4h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sun 11/8
5:00 am-11:19 am
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Mon 3/22
12:58 pm-9:53 pm
1 stop7h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Thu 3/25
12:58 pm-9:53 pm
1 stop7h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Thu 11/26
5:35 am-1:47 pm
1 stop7h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sun 10/25
5:20 am-11:55 am
1 stop5h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Montana to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Montana with our price prediction graph.
BZN-ORD
BIL-ORD
BZN-MDW
FCA-ORD
MSO-ORD
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 Montana to Chicago
USMT-CHI
BZN-ORD
BIL-ORD
BZN-MDW
FCA-ORD
What is the cheapest month to book a flight from Montana to Chicago?
Currently, January is the cheapest month in which you can book a flight from Montana to Chicago (average of $310). Flying from Montana to Chicago in July is currently the most expensive (average of $455). 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.
What is the cheapest time of day to fly from MT to CHI?
Find hourly flight availability from Montana to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 29, 2026.
When flying from Montana to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Montana to Chicago
Explore weekly flight availability from Montana to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 29, 2026.
The most flights from USMT to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Montana to Chicago?
Airfare is typical for this route at the moment.
Montana to Chicago flights typically cost between $273 and $475 in October.The cheapest round-trip price found within the last 5 days was $319 on Alaska Airlines (Oct 28-Nov 3).
How far ahead should I book a flight from Montana to Chicago?
The best time to book flights from Montana to Chicago is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Montana 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
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Montana to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 September 29, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Montana to Chicago by cabin class
Find flights from Montana to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Montana and Chicago flights
Browse other Montana and Chicago flight options. Last updated on September 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Montana to Chicago flights
Consider these flights traveling from Montana to Chicago.
Top 3 airlines flying from Montana to Chicago
Discover the top 3 airlines that operate flights from Montana 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 7,457,451 searches. Data last updated September 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$216 | Average$455 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$406 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$435 | FlexibilityNo cancel fee | On-time69% |