$155+ Cheap flights from Chicago (CHI) to Billings (BIL)
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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BIL
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Billings 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Billings
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Cheapest flights from Chicago to BillingsExplore the most affordable flight options available from Chicago to Billings. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
Explore the most affordable flight options available from Chicago to Billings. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/272:50 pm -
1 stop7h 22m
Wed 11/47:00 am -
1 stop8h 00m
Deal found 9/17![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/277:35 am -
1 stop5h 43m
Wed 11/412:58 pm -
1 stop8h 07m
Deal found 9/16![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/71:27 pm -
2 stops9h 58m
Wed 11/116:34 am -
1 stop4h 16m
Deal found 9/16![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:30 pm -
1 stop5h 45m
Tue 10/206:16 am -
1 stop4h 24m
Deal found 9/13![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:50 pm -
1 stop6h 25m
Sun 9/206:23 am -
1 stop7h 42m
Deal found 9/16![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:50 pm -
1 stop6h 25m
Sat 9/196:23 am -
2 stops11h 33m
Deal found 9/16![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/712:39 pm -
2 stops10h 50m
Sun 12/136:32 am -
1 stop4h 27m
Deal found 9/14![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 9/1510:48 am -
2 stops12h 46m
Tue 9/295:20 am -
2 stops12h 13m
Deal found 9/13![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:13 pm -
1 stop5h 02m
Sat 9/196:23 am -
2 stops10h 59m
Deal found 9/16![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:59 am -
2 stops8h 54m
Sat 10/36:23 am -
2 stops10h 59m
Deal found 9/14![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:13 pm -
1 stop5h 02m
Sun 9/206:23 am -
1 stop5h 57m
Deal found 9/16![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
1 stop7h 07m
Wed 9/236:23 am -
1 stop5h 57m
Deal found 9/14![Delta logo]()
$551
Best flights from Chicago to BillingsDiscover carefully curated flight deals from Chicago to Billings that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Chicago to Billings that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1711:27 am -
2 stops9h 10m
Tue 11/246:34 am -
1 stop4h 16m
Deal found 9/15![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/313:56 pm -
1 stop6h 18m
Tue 11/32:42 pm -
1 stop7h 04m
Deal found 9/16![United Airlines logo]()
$411
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Fri 10/166:00 am -
1 stop18h 50m
Mon 10/197:32 pm -
2 stops16h 46m
Deal found 9/16![Alaska Airlines logo]()
$579
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/278:29 am -
2 stops10h 20m
Wed 11/45:20 am -
1 stop5h 35m
Deal found 9/15![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/71:55 pm -
2 stops9h 30m
Wed 11/116:34 am -
2 stops8h 44m
Deal found 9/16![Delta logo]()
$331
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/712:39 pm -
2 stops10h 50m
Sun 12/136:32 am -
1 stop4h 27m
Deal found 9/14![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/111:17 am -
2 stops12h 17m
Mon 10/56:33 pm -
2 stops12h 08m
Deal found 9/13![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:20 pm -
1 stop7h 33m
Sun 10/45:00 am -
1 stop5h 28m
Deal found 9/15![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/1412:40 pm -
2 stops11h 11m
Wed 10/212:28 pm -
1 stop6h 24m
Deal found 9/14![United Airlines logo]()
$553
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:59 am -
2 stops8h 54m
Sat 10/36:23 am -
2 stops10h 59m
Deal found 9/14![Delta logo]()
$440
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:20 pm -
1 stop5h 50m
Tue 10/132:28 pm -
1 stop6h 23m
Deal found 9/16![United Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:05 am -
2 stops11h 48m
Sun 10/45:20 am -
1 stop5h 35m
Deal found 9/14![Delta logo]()
$556
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:17 am -
2 stops9h 50m
Mon 9/2812:57 pm -
1 stop7h 58m
Deal found 9/13![Delta logo]()
$556
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/141:27 pm -
2 stops7h 48m
Wed 10/216:30 am -
2 stops10h 30m
Deal found 9/14![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:03 am -
2 stops8h 46m
Mon 10/195:20 am -
2 stops11h 40m
Deal found 9/13![Delta logo]()
$722
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:13 pm -
1 stop5h 02m
Sun 10/46:23 am -
2 stops11h 10m
Deal found 9/15![Delta logo]()
$762
Last-minute flights from Chicago to BillingsDiscover last-minute flight deals from Chicago to Billings. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Billings. Data last updated September 18, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:50 pm -
1 stop6h 25m
Sun 9/206:23 am -
1 stop7h 42m
Deal found 9/16![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:55 pm -
2 stops9h 39m
Sat 9/196:23 am -
2 stops11h 33m
Deal found 9/16![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:13 pm -
1 stop5h 02m
Sat 9/196:23 am -
2 stops10h 59m
Deal found 9/16![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:13 pm -
1 stop5h 02m
Sun 9/206:23 am -
1 stop5h 57m
Deal found 9/16![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:13 pm -
1 stop5h 02m
Tue 9/226:23 am -
2 stops11h 10m
Deal found 9/14![Delta logo]()
$610
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
1 stop7h 07m
Wed 9/236:23 am -
1 stop5h 57m
Deal found 9/14![Delta logo]()
$551
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:59 am -
2 stops8h 54m
Sat 10/36:23 am -
2 stops10h 59m
Deal found 9/14![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/101:27 pm -
2 stops9h 58m
Tue 10/135:20 am -
2 stops10h 27m
Deal found 9/15![Delta logo]()
$638
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/141:27 pm -
2 stops7h 48m
Wed 10/216:30 am -
2 stops10h 30m
Deal found 9/14![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:30 pm -
1 stop5h 45m
Tue 10/206:16 am -
1 stop4h 24m
Deal found 9/13![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/272:50 pm -
1 stop7h 22m
Wed 11/47:00 am -
1 stop8h 00m
Deal found 9/17![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/277:35 am -
1 stop5h 43m
Wed 11/412:58 pm -
1 stop8h 07m
Deal found 9/16![Delta logo]()
$321
One-way flights from Chicago to BillingsSearch for one-way flight options from Chicago to Billings. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Chicago to Billings. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:15 pm -
1 stop16h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Tue 12/18:15 am -
2 stops32h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$163
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/154:07 pm -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/137:35 am -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:00 pm -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 12/168:45 am -
1 stop7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$198
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/135:00 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$213
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:00 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$220
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/156:00 am -
1 stop8h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$221
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/145:00 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/277:13 pm -
1 stop5h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/2712:54 pm -
3 stops28h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$533
Find flight deals from Chicago to Billings
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Billings (BIL). 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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $313 (American Airlines) |
One-way from | $155 (Kiwi.com) |
Popular in | January |
Cheapest in | March |
Average price | $543 |
Good round-trip deal | $401 or less |
Good one-way deal | $435 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Billings 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 18, 2026.
Use the filters below to find and compare flights from Chicago to Billings that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Fri 11/13
7:35 am-12:18 pm
1 stop5h 43m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Sat 11/21
5:48 pm-10:30 pm
1 stop5h 42m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Sat 10/17
5:00 am-9:46 am
1 stop5h 46m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Wed 11/18
7:35 am-12:18 pm
1 stop5h 43m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Sun 9/27
5:00 am-9:46 am
1 stop5h 46m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Mon 9/28
1:55 pm-11:15 pm
2 stops10h 20m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$182
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Sun 12/13
8:39 am-5:41 pm
2 stops10h 02m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$182
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Wed 11/11
2:44 pm-10:20 pm
2 stops8h 36m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$182
ChicagoBillings
ORD Chicago O'Hare Intl - BIL Billings Logan Intl
ORDBIL
Chicago O'Hare Intl
Sat 9/26
11:17 am-8:07 pm
2 stops9h 50m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$182
ChicagoBillings
MDW Chicago Midway - BIL Billings Logan Intl
MDWBIL
Chicago Midway
Sat 9/26
2:00 pm-10:41 pm
2 stops9h 41m
Billings Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$182
Showing 1-10 of 33 resultsSorted by cheapest first
Compare providers for flights from Chicago to Billings
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Billings in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Billings flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Billings flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Billings flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Billings flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Billings flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Billings
Have a flexible travel schedule? Discover the best time to fly to Billings from Chicago with our price prediction graph.
CHI-BIL
ORD-BIL
MDW-BIL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Billings
CHI-BIL
ORD-BIL
MDW-BIL
What is the cheapest month to book a flight from Chicago to Billings?
Currently, March is the cheapest month in which you can book a flight from Chicago to Billings (average of $328). Flying from Chicago to Billings in June is currently the most expensive (average of $578). 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 CHI to BIL?
Find hourly flight availability from Chicago to Billings. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 18, 2026.
When flying from Chicago to Billings, 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 Chicago to Billings
Explore weekly flight availability from Chicago to Billings. 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 18, 2026.
The most flights from CHI to BIL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Chicago to Billings?
Airfare is below average for this route at the moment.
Chicago to Billings flights typically cost between $404 and $544 in October.The cheapest round-trip price found within the last 5 days was $313 on American Airlines (Oct 27-Nov 4).
How often are flights from Chicago to Billings delayed?
About 10% of weekly flights between Chicago and Billings have experienced delays in the past year, with the average delay time being 129 minutes.
What is the most punctual flight time for Chicago to Billings flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Billings flights?
Over the last year, American Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.
Reviews of airlines servicing Billings
Get insights into the airlines that provide service to Billings. 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 Billings. Reviews last updated September 18, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Chicago to Billings to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Billings. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Billings
Explore flights to Billings departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 18, 2026.
Complete your trip
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Search flights from Chicago to Billings by cabin class
Find flights from Chicago to Billings, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Billings flights
Browse other Chicago and Billings flight options. Last updated on September 18, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Billings
Discover the top 3 airlines that operate flights from Chicago to Billings. 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$378 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$251 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$269 | Average$499 | FlexibilityNo cancel fee | On-timeN/A |