$203+ Cheap flights from Chicago (CHI) to Billings (BIL)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BIL
Jun 27 — Jul 41
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 May 28, 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 May 28, 2026.
This United Airlines deal was found by Cheapflights users on 5/27. 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 7/115:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Wed 7/156:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 5/27. 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.
Sat 7/115:00 pm
ORD
- BIL
1 stop6h 53m
Delta
Tue 7/146:34 pm
BIL
- ORD
2 stops12h 25m
Delta
Deal found 5/27![Delta logo]()
$276
This Delta deal was found by Cheapflights users on 5/27. 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.
Tue 9/152:00 pm
ORD
- BIL
2 stops9h 24m
Delta
Tue 9/226:25 am
BIL
- ORD
2 stops9h 23m
Delta
Deal found 5/27![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:41 am
ORD
- BIL
Nonstop3h 16m
American Airlines
Sat 9/261:13 pm
BIL
- ORD
1 stop9h 17m
American Airlines
Deal found 5/27![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 5/27. 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.
Tue 7/75:54 pm
ORD
- BIL
1 stop6h 36m
Delta
Tue 7/145:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/27![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 5/27. 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.
Tue 7/77:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Sat 7/116:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/27![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 5/27. 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 8/1711:22 am
ORD
- BIL
2 stops12h 03m
Delta
Sat 8/225:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/27![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 7/91:18 pm
MDW
- BIL
2 stops11h 12m
Delta
Sat 7/116:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/27![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 7/92:07 pm
ORD
- BIL
2 stops10h 23m
Delta
Tue 7/146:34 pm
BIL
- ORD
2 stops12h 25m
Delta
Deal found 5/27![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 7/91:18 pm
MDW
- BIL
2 stops11h 12m
Delta
Tue 7/146:34 pm
BIL
- MDW
2 stops13h 34m
Delta
Deal found 5/27![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 5/25. 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.
Tue 7/145:54 pm
ORD
- BIL
1 stop6h 36m
Delta
Tue 7/216:24 am
BIL
- ORD
1 stop4h 08m
Delta
Deal found 5/25![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:41 am
ORD
- BIL
Nonstop3h 16m
American Airlines
Wed 9/2312:28 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Deal found 5/27![American Airlines logo]()
$325
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 May 28, 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 May 28, 2026.
This United Airlines deal was found by Cheapflights users on 5/27. 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 7/115:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Wed 7/156:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:57 pm
ORD
- BIL
1 stop6h 33m
Delta
Sat 8/225:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/23![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:05 am
ORD
- BIL
2 stops11h 47m
Delta
Tue 7/145:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/24![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 7/145:54 pm
ORD
- BIL
1 stop6h 36m
Delta
Mon 7/205:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/26![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 5/27. 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 9/198:25 am
ORD
- BIL
Nonstop3h 22m
United Airlines
Tue 9/224:07 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Deal found 5/27![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:50 pm
ORD
- BIL
2 stops10h 40m
Delta
Sun 8/165:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/23![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Sun 7/125:00 am
ORD
- BIL
1 stop5h 36m
United Airlines
Sat 7/256:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/26![United Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 5/25. 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.
Sat 8/11:49 pm
MDW
- BIL
1 stop7h 10m
Delta
Thu 8/66:26 am
BIL
- MDW
1 stop5h 44m
Delta
Deal found 5/25![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 5/26. 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 7/137:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Tue 7/215:20 am
BIL
- MDW
2 stops11h 58m
Delta
Deal found 5/26![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Mon 7/206:34 pm
BIL
- MDW
2 stops13h 34m
Delta
Deal found 5/24![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 5/27. 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 7/85:54 pm
ORD
- BIL
1 stop6h 36m
Delta
Mon 7/135:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 5/27![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 7/97:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Mon 7/136:24 am
BIL
- MDW
1 stop25h 13m
Delta
Deal found 5/27![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Sat 8/226:26 am
BIL
- MDW
1 stop5h 44m
Delta
Deal found 5/23![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Wed 7/156:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/24![Delta logo]()
$499
Last-minute flights from Chicago to BillingsDiscover last-minute flight deals from Chicago to Billings. Data last updated May 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Billings. Data last updated May 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
ORD
- BIL
Nonstop3h 27m
American Airlines
Sun 6/712:53 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Deal found 5/25![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 5/25. 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.
Sat 5/305:41 pm
ORD
- BIL
1 stop6h 33m
Delta
Sun 6/75:20 am
BIL
- ORD
1 stop5h 40m
Delta
Deal found 5/25![Delta logo]()
$493
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/315:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Sun 6/75:00 am
BIL
- ORD
1 stop5h 23m
United Airlines
Deal found 5/24![United Airlines logo]()
$455
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Fri 6/126:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/24![United Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Wed 6/105:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Sat 6/132:25 pm
BIL
- ORD
1 stop7h 24m
United Airlines
Deal found 5/27![United Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/135:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Tue 6/166:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 5/27. 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.
Sat 6/131:49 pm
MDW
- BIL
1 stop7h 13m
Delta
Tue 6/166:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/27![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/135:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Mon 6/156:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 5/27. 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.
Sat 6/137:05 am
ORD
- BIL
2 stops13h 57m
Delta
Tue 6/166:24 am
BIL
- ORD
1 stop7h 41m
Delta
Deal found 5/27![Delta logo]()
$486
This Delta deal was found by Cheapflights users on 5/27. 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.
Sat 6/131:49 pm
MDW
- BIL
1 stop7h 13m
Delta
Sun 6/146:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/27![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 5/25. 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.
Tue 6/162:07 pm
ORD
- BIL
2 stops10h 25m
Delta
Sat 6/206:24 am
BIL
- ORD
1 stop7h 41m
Delta
Deal found 5/25![Delta logo]()
$495
This United Airlines deal was found by Cheapflights users on 5/26. 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 6/205:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Thu 6/254:10 pm
BIL
- ORD
1 stop7h 34m
United Airlines
Deal found 5/26![United Airlines logo]()
$350
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 May 28, 2026.
Search for one-way flight options from Chicago to Billings. Find affordable one-way fares based on user searches. Data last updated May 28, 2026.
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:00 am
ORD
- BIL
1 stop5h 36m
United Airlines
Deal found 5/24![United Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:07 pm
ORD
- BIL
2 stops44h 48m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$210
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/135:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Deal found 5/27![United Airlines logo]()
$220
This Delta deal was found by Cheapflights users on 5/27. 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 9/92:00 pm
MDW
- BIL
1 stop6h 37m
Delta
Deal found 5/27![Delta logo]()
$224
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 7/145:54 pm
ORD
- BIL
1 stop6h 36m
Delta
Deal found 5/26![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:50 pm
ORD
- BIL
2 stops28h 05m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$243
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:50 pm
ORD
- BIL
1 stop7h 57m
American Airlines
Deal found 5/27![American Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:40 pm
ORD
- BIL
3 stops36h 19m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/184:00 pm
ORD
- BIL
1 stop20h 09m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 9/31:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 5/27![Delta logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/188:03 pm
MDW
- BIL
3 stops43h 40m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 5/27. 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.
Sat 6/131:49 pm
MDW
- BIL
1 stop7h 13m
Delta
Deal found 5/27![Delta logo]()
$316
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 May 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Delta) |
One-way from | $203 (United Airlines) |
Popular in | November |
Cheapest in | March |
Average price | $461 |
Good round-trip deal | $406 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 2,558,603 searches. Data last updated May 28, 2026.
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Route
Depart
Return
Cheapest round-trip
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Sat 7/11
5:00 am-9:35 am
1 stop5h 35m
Billings Logan Intl
Wed 7/15
6:00 pm-12:44 am
1 stop5h 44m
$271
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Mon 8/17
5:57 pm-11:30 pm
1 stop6h 33m
Billings Logan Intl
Sat 8/22
5:20 am-11:59 am
1 stop5h 39m
$302
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Tue 7/7
7:05 am-5:52 pm
2 stops11h 47m
Billings Logan Intl
Tue 7/14
5:20 am-11:59 am
1 stop5h 39m
$324
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Tue 7/14
5:54 pm-11:30 pm
1 stop6h 36m
Billings Logan Intl
Mon 7/20
5:20 am-11:59 am
1 stop5h 39m
$333
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Thu 8/13
1:50 pm-11:30 pm
2 stops10h 40m
Billings Logan Intl
Sun 8/16
5:20 am-11:59 am
1 stop5h 39m
$338
Quickest round-trip
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Sat 9/19
8:25 am-10:47 am
Nonstop3h 22m
Billings Logan Intl
Tue 9/22
4:07 pm-10:46 pm
1 stop5h 39m
$382
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Sun 7/12
5:00 am-9:36 am
1 stop5h 36m
Billings Logan Intl
Sat 7/25
6:00 pm-12:44 am
1 stop5h 44m
$392
ChicagoBillings
MDW - BIL
MDWBIL
Chicago Midway
Sat 8/1
1:49 pm-7:59 pm
1 stop7h 10m
Billings Logan Intl
Thu 8/6
6:26 am-1:10 pm
1 stop5h 44m
$394
ChicagoBillings
MDW - BIL
MDWBIL
Chicago Midway
Mon 7/13
7:06 pm-11:30 pm
1 stop5h 24m
Billings Logan Intl
Tue 7/21
5:20 am-6:18 pm
2 stops11h 58m
$404
ChicagoBillings
MDW - BIL
MDWBIL
Chicago Midway
Tue 7/14
7:06 pm-11:30 pm
1 stop5h 24m
Billings Logan Intl
Mon 7/20
6:34 pm-9:08 am
2 stops13h 34m
$416
Showing 1-10 of 28 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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on 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 $208). Flying from Chicago to Billings in December is currently the most expensive (average of $283). 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 May 28, 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.
How much does it cost to fly round-trip from Chicago to Billings?
How often are flights from Chicago to Billings delayed?
About 16% of weekly flights between Chicago and Billings have experienced delays in the past year, with the average delay time being 134 minutes.
What is the most punctual flight time for Chicago to Billings flights?
Historically, flights departing in the early afternoon 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?
Tuesday tends to have the lowest number of delays on this route, whereas Saturday 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 16% 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 May 28, 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.
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 May 28, 2026.
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Chicago and Billings flights
Browse other Chicago and Billings flight options. Last updated on May 28, 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 May 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Billings
Discover the top 2 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 2,558,603 searches. Data last updated May 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$348 | FlexibilityNo cancel fee | On-time69% |