$154+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BIL
Sep 3 — Sep 101
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 August 4, 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 August 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:56 pm
ORD
- BIL
1 stop6h 04m
United Airlines
Sat 9/1211:43 am
BIL
- ORD
Nonstop3h 05m
United Airlines
Deal found 8/3![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/96:24 pm
ORD
- BIL
1 stop5h 51m
Delta
Sat 9/125:20 am
BIL
- ORD
1 stop5h 35m
Delta
Deal found 7/31![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
MDW
- BIL
1 stop7h 07m
Delta
Tue 9/226:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/30![Delta logo]()
$281
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/14:26 pm
ORD
- BIL
1 stop5h 34m
United Airlines
Tue 9/82:29 pm
BIL
- ORD
1 stop7h 17m
United Airlines
Deal found 8/2![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/275:48 pm
ORD
- BIL
1 stop5h 42m
United Airlines
Wed 11/47:00 am
BIL
- ORD
1 stop6h 55m
United Airlines
Deal found 7/30![United Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm
ORD
- BIL
1 stop5h 45m
Delta
Thu 11/56:01 am
BIL
- ORD
1 stop4h 38m
Delta
Deal found 8/3![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/97:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Sat 9/126:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/2![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/2710:44 am
ORD
- BIL
2 stops12h 41m
Delta
Wed 11/46:01 am
BIL
- ORD
2 stops9h 31m
Delta
Deal found 7/31![Delta logo]()
$320
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/29:41 am
ORD
- BIL
Nonstop3h 16m
American Airlines
Sun 10/412:28 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Deal found 8/2![American Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/41:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Tue 9/86:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/1![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/59:24 am
MDW
- BIL
2 stops9h 20m
Delta
Sat 9/126:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/2![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Tue 9/86:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/3![Delta logo]()
$358
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 August 4, 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 August 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/275:48 pm
ORD
- BIL
1 stop5h 42m
United Airlines
Wed 11/47:00 am
BIL
- ORD
1 stop6h 55m
United Airlines
Deal found 8/1![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/2710:44 am
ORD
- BIL
2 stops12h 41m
Delta
Wed 11/412:58 pm
BIL
- ORD
1 stop8h 02m
Delta
Deal found 8/1![Delta logo]()
$286
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:35 am
ORD
- BIL
1 stop5h 43m
Delta
Sat 11/712:58 pm
BIL
- ORD
2 stops7h 38m
Delta
Deal found 8/3![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:32 pm
ORD
- BIL
1 stop7h 28m
United Airlines
Sat 9/1211:43 am
BIL
- ORD
Nonstop3h 05m
United Airlines
Deal found 8/4![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:44 am
ORD
- BIL
2 stops12h 41m
Delta
Thu 11/56:01 am
BIL
- ORD
1 stop4h 38m
Delta
Deal found 8/3![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/911:35 am
MDW
- BIL
2 stops12h 40m
Delta
Sat 9/126:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/2![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 12/55:00 am
ORD
- BIL
1 stop5h 51m
United Airlines
Tue 12/82:40 pm
BIL
- ORD
1 stop5h 33m
United Airlines
Deal found 8/1![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/237:35 am
ORD
- BIL
1 stop5h 43m
Delta
Sun 10/255:35 am
BIL
- ORD
1 stop5h 20m
Delta
Deal found 7/31![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:17 am
ORD
- BIL
2 stops12h 17m
Delta
Sun 10/45:20 am
BIL
- ORD
1 stop5h 35m
Delta
Deal found 8/3![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:59 pm
ORD
- BIL
2 stops9h 26m
Delta
Mon 9/75:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 8/3![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/157:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Tue 9/226:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/1![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/191:19 pm
MDW
- BIL
2 stops7h 48m
Delta
Tue 9/226:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/30![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/2![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:54 am
MDW
- BIL
2 stops12h 31m
Delta
Tue 9/86:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/3![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:25 pm
MDW
- BIL
2 stops10h 00m
Delta
Wed 9/96:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/3![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/41:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Thu 9/106:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/31![Delta logo]()
$460
Last-minute flights from Chicago to BillingsDiscover last-minute flight deals from Chicago to Billings. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Billings. Data last updated August 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/267:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Wed 9/96:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/31![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/279:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Tue 9/112:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Deal found 8/2![American Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/14:26 pm
ORD
- BIL
1 stop5h 34m
United Airlines
Tue 9/82:29 pm
BIL
- ORD
1 stop7h 17m
United Airlines
Deal found 8/2![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Tue 9/86:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/3![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/41:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Tue 9/86:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/1![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:51 pm
ORD
- BIL
1 stop5h 21m
Delta
Mon 9/75:20 am
BIL
- ORD
1 stop5h 39m
Delta
Deal found 8/3![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/59:24 am
MDW
- BIL
2 stops9h 20m
Delta
Sat 9/126:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/2![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:56 pm
ORD
- BIL
1 stop6h 04m
United Airlines
Sat 9/1211:43 am
BIL
- ORD
Nonstop3h 05m
United Airlines
Deal found 8/3![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/96:24 pm
ORD
- BIL
1 stop5h 51m
Delta
Sat 9/125:20 am
BIL
- ORD
1 stop5h 35m
Delta
Deal found 7/31![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/97:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Sat 9/126:23 am
BIL
- MDW
2 stops9h 34m
Delta
Deal found 8/2![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/157:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Tue 9/226:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 8/1![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
MDW
- BIL
1 stop7h 07m
Delta
Tue 9/226:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/30![Delta logo]()
$281
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 August 4, 2026.
Search for one-way flight options from Chicago to Billings. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/294:00 pm
ORD
- BIL
1 stop19h 29m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/108:55 pm
ORD
- BIL
1 stop20h 26m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/11:01 pm
ORD
- BIL
2 stops33h 31m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/208:11 pm
ORD
- BIL
1 stop21h 44m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/271:59 pm
ORD
- BIL
2 stops26h 11m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:50 am
MDW
- BIL
2 stops30h 05m
Multiple Airlines
Deal found 8/3![Multiple Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/147:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Deal found 7/31![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/187:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 8/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 8/3![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/107:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/30![Delta logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/1811:50 am
MDW
- BIL
3 stops31h 50m
Multiple Airlines
Deal found 8/2![Multiple Airlines logo]()
$919
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/1010:25 am
MDW
- BIL
3 stops27h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$1,064
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 August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (United Airlines) |
One-way from | $154 (Kiwi.com) |
Popular in | January |
Cheapest in | March |
Average price | $379 |
Good round-trip deal | $353 or less |
Good one-way deal | $284 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 August 4, 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 - BIL
ORDBIL
Chicago O'Hare Intl
Tue 10/27
5:48 pm-10:30 pm
1 stop5h 42m
Billings Logan Intl
Wed 11/4
7:00 am-2:55 pm
1 stop6h 55m
$281
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Tue 10/27
10:44 am-10:25 pm
2 stops12h 41m
Billings Logan Intl
Wed 11/4
12:58 pm-10:00 pm
1 stop8h 02m
$286
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Sun 11/1
7:35 am-12:18 pm
1 stop5h 43m
Billings Logan Intl
Sat 11/7
12:58 pm-9:36 pm
2 stops7h 38m
$317
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Tue 10/27
10:44 am-10:25 pm
2 stops12h 41m
Billings Logan Intl
Thu 11/5
6:01 am-11:39 am
1 stop4h 38m
$317
Quickest round-trip
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Wed 9/9
2:32 pm-9:00 pm
1 stop7h 28m
Billings Logan Intl
Sat 9/12
11:43 am-3:48 pm
Nonstop3h 05m
$320
ChicagoBillings
MDW - BIL
MDWBIL
Chicago Midway
Wed 9/9
11:35 am-11:15 pm
2 stops12h 40m
Billings Logan Intl
Sat 9/12
6:23 am-4:57 pm
2 stops9h 34m
$320
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Fri 10/23
7:35 am-12:18 pm
1 stop5h 43m
Billings Logan Intl
Sun 10/25
5:35 am-11:55 am
1 stop5h 20m
$343
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Fri 10/2
11:17 am-10:34 pm
2 stops12h 17m
Billings Logan Intl
Sun 10/4
5:20 am-11:55 am
1 stop5h 35m
$348
ChicagoBillings
ORD - BIL
ORDBIL
Chicago O'Hare Intl
Fri 9/4
1:59 pm-10:25 pm
2 stops9h 26m
Billings Logan Intl
Mon 9/7
5:20 am-11:59 am
1 stop5h 39m
$348
ChicagoBillings
MDW - BIL
MDWBIL
Chicago Midway
Tue 9/15
7:13 pm-11:15 pm
1 stop5h 02m
Billings Logan Intl
Tue 9/22
6:23 am-1:20 pm
1 stop5h 57m
$370
Showing 1-10 of 31 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 August.
| 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, October is the cheapest month in which you can book a flight from Chicago to Billings (average of $259). Flying from Chicago to Billings in November is currently the most expensive (average of $589). 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 August 4, 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?
Airfare is below average for this route at the moment.
Chicago to Billings flights typically cost between $275 and $441 in September.The cheapest round-trip price found within the last 5 days was $271 on United Airlines (Sep 9-Sep 12).
How often are flights from Chicago to Billings delayed?
About 14% 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 13% 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 August 4, 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
Food
7.2
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
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
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Chicago and Billings flights
Browse other Chicago and Billings flight options. Last updated on August 4, 2026.
Other flights from Chicago
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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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$349 | FlexibilityNo cancel fee | On-time69% |