$111+ Cheap flights from Billings (BIL) to Chicago (CHI)
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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Mar 13 — Mar 201
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Billings to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Billings to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Billings to ChicagoExplore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
Explore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/95:35 am
BIL
- ORD
1 stop5h 17m
Delta
Wed 5/135:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$249
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 8/276:00 am
BIL
- ORD
Nonstop2h 51m
American Airlines
Mon 8/318:46 pm
ORD
- BIL
Nonstop3h 13m
American Airlines
Deal found 2/10![American Airlines logo]()
$250
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 8/2012:30 pm
BIL
- ORD
Nonstop3h 00m
United Airlines
Mon 8/245:00 am
ORD
- BIL
1 stop5h 51m
United Airlines
Deal found 2/9![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/245:15 am
BIL
- ORD
1 stop6h 03m
Delta
Wed 4/83:59 pm
ORD
- BIL
1 stop5h 20m
Delta
Deal found 2/10![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/96:25 am
BIL
- MDW
1 stop5h 54m
Delta
Wed 5/137:00 pm
MDW
- BIL
1 stop5h 03m
Delta
Deal found 2/8![Delta logo]()
$274
This Expedia deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:32 pm
BIL
- ORD
1 stop20h 39m
Alaska Airlines
Tue 3/172:07 pm
ORD
- BIL
1 stop24h 18m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 8/275:45 am
BIL
- ORD
1 stop5h 36m
Delta
Mon 8/315:20 pm
ORD
- BIL
1 stop6h 17m
Delta
Deal found 2/8![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/275:55 pm
BIL
- ORD
1 stop5h 49m
United Airlines
Tue 6/27:52 pm
ORD
- BIL
Nonstop3h 21m
United Airlines
Deal found 2/9![United Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/295:35 am
BIL
- ORD
1 stop5h 17m
Delta
Tue 6/25:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/36:25 am
BIL
- MDW
1 stop6h 00m
Delta
Mon 4/62:05 pm
MDW
- BIL
1 stop7h 14m
Delta
Deal found 2/10![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/196:20 am
BIL
- MDW
1 stop5h 45m
Delta
Tue 2/241:49 pm
MDW
- BIL
1 stop6h 50m
Delta
Deal found 2/9![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/186:20 am
BIL
- MDW
2 stops10h 17m
Delta
Mon 2/231:49 pm
MDW
- BIL
1 stop6h 50m
Delta
Deal found 2/9![Delta logo]()
$364
Best flights from Billings to ChicagoDiscover carefully curated flight deals from Billings to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
Discover carefully curated flight deals from Billings to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/95:35 am
BIL
- ORD
1 stop5h 17m
Delta
Wed 5/135:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/8![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/212:35 pm
BIL
- ORD
1 stop5h 45m
United Airlines
Sat 4/252:10 pm
ORD
- BIL
1 stop7h 47m
United Airlines
Deal found 2/9![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/245:15 am
BIL
- ORD
1 stop6h 03m
Delta
Wed 4/83:59 pm
ORD
- BIL
1 stop5h 20m
Delta
Deal found 2/10![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/96:25 am
BIL
- MDW
1 stop5h 54m
Delta
Wed 5/137:00 pm
MDW
- BIL
1 stop5h 03m
Delta
Deal found 2/8![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/275:35 am
BIL
- ORD
1 stop5h 17m
Delta
Tue 6/25:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/276:25 am
BIL
- MDW
1 stop5h 54m
Delta
Sun 5/317:00 pm
MDW
- BIL
1 stop5h 03m
Delta
Deal found 2/9![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/286:25 am
BIL
- MDW
1 stop5h 54m
Delta
Sun 5/317:00 pm
MDW
- BIL
1 stop5h 03m
Delta
Deal found 2/9![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/275:35 am
BIL
- ORD
1 stop5h 17m
Delta
Sun 5/315:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/295:35 am
BIL
- ORD
1 stop5h 17m
Delta
Tue 6/25:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/255:35 am
BIL
- ORD
1 stop5h 17m
Delta
Tue 6/25:43 pm
ORD
- BIL
1 stop6h 20m
Delta
Deal found 2/9![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/276:25 am
BIL
- MDW
1 stop5h 54m
Delta
Tue 6/21:59 pm
MDW
- BIL
2 stops9h 53m
Delta
Deal found 2/9![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/126:25 am
BIL
- MDW
2 stops10h 49m
Delta
Tue 5/197:00 pm
MDW
- BIL
1 stop5h 03m
Delta
Deal found 2/10![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/266:25 am
BIL
- MDW
1 stop6h 00m
Delta
Mon 3/302:05 pm
MDW
- BIL
1 stop7h 14m
Delta
Deal found 2/9![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/286:25 am
BIL
- MDW
1 stop5h 54m
Delta
Wed 6/39:23 am
MDW
- BIL
1 stop14h 40m
Delta
Deal found 2/9![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/286:25 am
BIL
- MDW
1 stop5h 54m
Delta
Tue 6/21:59 pm
MDW
- BIL
1 stop10h 04m
Delta
Deal found 2/9![Delta logo]()
$396
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated February 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/186:20 am
BIL
- MDW
2 stops10h 17m
Delta
Mon 2/231:49 pm
MDW
- BIL
1 stop6h 50m
Delta
Deal found 2/9![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/186:20 am
BIL
- MDW
2 stops10h 17m
Delta
Tue 2/241:26 pm
MDW
- BIL
2 stops7h 13m
Delta
Deal found 2/9![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/186:15 pm
BIL
- ORD
2 stops13h 23m
Delta
Tue 2/2410:35 am
ORD
- BIL
2 stops10h 04m
Delta
Deal found 2/9![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/192:35 pm
BIL
- ORD
1 stop7h 17m
United Airlines
Mon 2/232:40 pm
ORD
- BIL
1 stop7h 41m
United Airlines
Deal found 2/9![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/196:20 am
BIL
- MDW
1 stop5h 45m
Delta
Mon 2/231:49 pm
MDW
- BIL
1 stop6h 50m
Delta
Deal found 2/9![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/195:10 am
BIL
- ORD
1 stop6h 09m
Delta
Mon 2/2310:35 am
ORD
- BIL
2 stops10h 04m
Delta
Deal found 2/9![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/205:10 am
BIL
- ORD
1 stop6h 09m
Delta
Mon 2/233:59 pm
ORD
- BIL
1 stop4h 40m
Delta
Deal found 2/9![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/242:35 pm
BIL
- ORD
1 stop7h 17m
United Airlines
Sat 2/284:05 pm
ORD
- BIL
1 stop6h 16m
United Airlines
Deal found 2/9![United Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/23:32 pm
BIL
- ORD
1 stop20h 39m
Alaska Airlines
Mon 3/92:07 pm
ORD
- BIL
1 stop24h 17m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$365
This Expedia deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:32 pm
BIL
- ORD
1 stop20h 39m
Alaska Airlines
Tue 3/172:07 pm
ORD
- BIL
1 stop24h 18m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/245:15 am
BIL
- ORD
1 stop6h 03m
Delta
Wed 4/83:59 pm
ORD
- BIL
1 stop5h 20m
Delta
Deal found 2/10![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/266:25 am
BIL
- MDW
1 stop6h 00m
Delta
Mon 3/302:05 pm
MDW
- BIL
1 stop7h 14m
Delta
Deal found 2/9![Delta logo]()
$384
One-way flights from Billings to ChicagoSearch for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/99:59 am
BIL
- ORD
1 stop19h 09m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/1310:34 am
BIL
- ORD
1 stop19h 13m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/410:34 am
BIL
- ORD
2 stops27h 37m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$138
This Alaska Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Sat 3/72:04 pm
BIL
- ORD
1 stop8h 52m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Fri 3/69:59 am
BIL
- ORD
2 stops37h 22m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$147
This Alaska Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Thu 3/52:04 pm
BIL
- ORD
1 stop8h 52m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/1110:34 am
BIL
- ORD
1 stop18h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Fri 5/810:04 am
BIL
- ORD
1 stop18h 46m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/69:57 am
BIL
- MDW
3 stops35h 22m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/1810:34 am
BIL
- MDW
3 stops31h 57m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 6/206:15 am
BIL
- MDW
1 stop5h 52m
Delta
Deal found 2/9![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/136:25 am
BIL
- MDW
2 stops10h 29m
Delta
Deal found 2/8![Delta logo]()
$279
Find flight deals from Billings to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Billings (BIL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (Delta) |
One-way from | $111 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $423 |
Good round-trip deal | $605 or less |
Good one-way deal | $466 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Billings to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 11, 2026.
Use the filters below to find and compare flights from Billings to Chicago that are best for you.
Fly from
Billings
Fly to
Chicago
Route
Depart
Return
Price
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sat 5/9
5:35 am-11:52 am
1 stop5h 17m
Chicago O'Hare Intl
Wed 5/13
5:43 pm-11:03 pm
1 stop6h 20m
$249
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Tue 3/24
5:15 am-12:18 pm
1 stop6h 03m
Chicago O'Hare Intl
Wed 4/8
3:59 pm-8:19 pm
1 stop5h 20m
$259
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Sat 5/9
6:25 am-1:19 pm
1 stop5h 54m
Chicago Midway
Wed 5/13
7:00 pm-11:03 pm
1 stop5h 03m
$274
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 5/27
5:35 am-11:52 am
1 stop5h 17m
Chicago O'Hare Intl
Tue 6/2
5:43 pm-11:03 pm
1 stop6h 20m
$304
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Wed 5/27
6:25 am-1:19 pm
1 stop5h 54m
Chicago Midway
Sun 5/31
7:00 pm-11:03 pm
1 stop5h 03m
$314
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Thu 5/28
6:25 am-1:19 pm
1 stop5h 54m
Chicago Midway
Sun 5/31
7:00 pm-11:03 pm
1 stop5h 03m
$314
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 5/27
5:35 am-11:52 am
1 stop5h 17m
Chicago O'Hare Intl
Sun 5/31
5:43 pm-11:03 pm
1 stop6h 20m
$314
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Fri 5/29
5:35 am-11:52 am
1 stop5h 17m
Chicago O'Hare Intl
Tue 6/2
5:43 pm-11:03 pm
1 stop6h 20m
$325
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Tue 4/21
2:35 pm-9:20 pm
1 stop5h 45m
Chicago O'Hare Intl
Sat 4/25
2:10 pm-8:57 pm
1 stop7h 47m
$329
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Mon 5/25
5:35 am-11:52 am
1 stop5h 17m
Chicago O'Hare Intl
Tue 6/2
5:43 pm-11:03 pm
1 stop6h 20m
$329
Showing 1-10 of 35 results
Compare providers for flights from Billings to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Billings to Chicago in February.
| 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 Billings-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Billings-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Billings-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Billings-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Billings-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Billings to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Billings with our price prediction graph.
BIL-CHI
BIL-ORD
BIL-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Billings to Chicago
BIL-CHI
BIL-ORD
BIL-MDW
What is the cheapest month to book a flight from Billings to Chicago?
Currently, September is the cheapest month in which you can book a flight from Billings to Chicago (average of $217). Flying from Billings to Chicago in December is currently the most expensive (average of $347). 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.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 11, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Billings to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Entertainment
7.8
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Billings to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Billings
Popular flights
Alternative routes for Billings to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Billings to Chicago by cabin class
Find flights from Billings to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on February 11, 2026.
Other flights from Billings
Browse through other flights departing from Billings. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Billings to Chicago
Discover the top 3 airlines that operate flights from Billings to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$225 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$433 | FlexibilityNo cancel fee | On-timeN/A |