$154+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Aug 4 — Aug 111
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 July 5, 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 July 5, 2026.
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/195:20 am
BIL
- ORD
1 stop5h 39m
Delta
Wed 8/266:45 pm
ORD
- BIL
1 stop5h 45m
Delta
Deal found 7/5![Delta logo]()
$271
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Mon 8/319:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 6/30![American Airlines logo]()
$313
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:37 am
BIL
- ORD
Nonstop3h 01m
American Airlines
Sat 8/299:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/4![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 6/30. 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 8/105:20 am
BIL
- ORD
1 stop5h 39m
Delta
Mon 8/175:57 pm
ORD
- BIL
1 stop6h 33m
Delta
Deal found 6/30![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 7/3. 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 9/2512:57 pm
BIL
- ORD
1 stop7h 55m
Delta
Fri 10/211:29 am
ORD
- BIL
2 stops12h 05m
Delta
Deal found 7/3![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/224:35 pm
BIL
- ORD
Nonstop3h 05m
United Airlines
Sat 8/298:40 am
ORD
- BIL
Nonstop3h 22m
United Airlines
Deal found 7/1![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/1912:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Wed 8/269:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/5![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/196:26 am
BIL
- MDW
1 stop5h 44m
Delta
Wed 8/267:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/5![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 11/74:00 pm
BIL
- ORD
1 stop6h 57m
United Airlines
Wed 11/1112:45 pm
ORD
- BIL
1 stop5h 19m
United Airlines
Deal found 7/2![United Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:35 am
BIL
- ORD
Nonstop3h 01m
American Airlines
Tue 8/259:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/1![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 7/2. 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 10/216:00 am
BIL
- MDW
1 stop4h 48m
Delta
Sat 10/249:29 am
MDW
- BIL
2 stops9h 10m
Delta
Deal found 7/2![Delta logo]()
$456
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:24 am
BIL
- MDW
1 stop5h 45m
Delta
Sat 7/111:49 pm
MDW
- BIL
1 stop7h 10m
Delta
Deal found 7/4![Delta logo]()
$490
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 July 5, 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 July 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/3. 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 8/194:40 pm
BIL
- ORD
1 stop6h 19m
United Airlines
Wed 8/265:00 am
ORD
- BIL
1 stop5h 41m
United Airlines
Deal found 7/3![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 7/2. 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 10/216:00 am
BIL
- ORD
1 stop4h 43m
Delta
Sat 10/248:05 am
ORD
- BIL
2 stops13h 02m
Delta
Deal found 7/2![Delta logo]()
$276
This Alaska Airlines deal was found by Cheapflights users on 6/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:20 pm
BIL
- ORD
1 stop10h 00m
Alaska Airlines
Mon 8/318:17 pm
ORD
- BIL
2 stops19h 45m
Alaska Airlines
Deal found 6/30![Alaska Airlines logo]()
$579
This Delta deal was found by Cheapflights users on 7/3. 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 8/196:26 am
BIL
- MDW
1 stop5h 44m
Delta
Wed 8/267:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/3![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Sat 9/52:29 pm
BIL
- ORD
1 stop6h 23m
United Airlines
Sun 9/135:00 am
ORD
- BIL
1 stop5h 41m
United Airlines
Deal found 7/3![United Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:20 am
BIL
- ORD
1 stop5h 39m
Delta
Sat 8/294:45 pm
ORD
- BIL
1 stop7h 08m
Delta
Deal found 7/4![Delta logo]()
$405
This United Airlines deal was found by Cheapflights users on 7/4. 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.
Fri 7/174:10 pm
BIL
- ORD
1 stop6h 09m
United Airlines
Wed 7/225:00 am
ORD
- BIL
1 stop5h 36m
United Airlines
Deal found 7/4![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 7/295:20 am
BIL
- ORD
1 stop5h 40m
Delta
Sat 8/13:55 pm
ORD
- BIL
1 stop5h 04m
Delta
Deal found 6/30![Delta logo]()
$458
This United Airlines deal was found by Cheapflights users on 7/4. 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 7/154:10 pm
BIL
- ORD
1 stop7h 34m
United Airlines
Wed 7/225:00 am
ORD
- BIL
1 stop5h 36m
United Airlines
Deal found 7/4![United Airlines logo]()
$528
This Delta deal was found by Cheapflights users on 7/2. 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.
Thu 10/225:45 am
BIL
- ORD
2 stops7h 59m
Delta
Sun 10/257:35 am
ORD
- BIL
1 stop5h 43m
Delta
Deal found 7/2![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 6/30. 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 8/105:20 am
BIL
- ORD
1 stop5h 39m
Delta
Mon 8/171:41 pm
ORD
- BIL
2 stops10h 49m
Delta
Deal found 6/30![Delta logo]()
$580
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:26 am
BIL
- ORD
1 stop7h 33m
Delta
Mon 8/318:05 am
ORD
- BIL
2 stops13h 07m
Delta
Deal found 7/4![Delta logo]()
$594
This Delta deal was found by Cheapflights users on 7/3. 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 7/226:24 am
BIL
- MDW
1 stop5h 45m
Delta
Wed 7/297:06 pm
MDW
- BIL
1 stop5h 24m
Delta
Deal found 7/3![Delta logo]()
$613
This Delta deal was found by Cheapflights users on 7/2. 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 8/15:20 am
BIL
- MDW
2 stops11h 47m
Delta
Tue 8/47:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/2![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 7/3. 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 9/256:20 am
BIL
- MDW
1 stop6h 00m
Delta
Fri 10/22:00 pm
MDW
- BIL
2 stops9h 34m
Delta
Deal found 7/3![Delta logo]()
$656
This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 7/296:24 am
BIL
- MDW
1 stop5h 45m
Delta
Sat 8/11:49 pm
MDW
- BIL
1 stop7h 10m
Delta
Deal found 6/30![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/196:26 am
BIL
- MDW
1 stop5h 44m
Delta
Thu 8/207:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/5![Delta logo]()
$708
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 8/136:26 am
BIL
- MDW
1 stop5h 44m
Delta
Sun 8/167:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/1![Delta logo]()
$727
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 7/286:24 am
BIL
- MDW
1 stop5h 45m
Delta
Sat 8/11:49 pm
MDW
- BIL
1 stop7h 10m
Delta
Deal found 6/30![Delta logo]()
$759
This Delta deal was found by Cheapflights users on 7/2. 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.
Thu 10/226:00 am
BIL
- MDW
1 stop4h 48m
Delta
Sun 10/251:28 pm
MDW
- BIL
2 stops9h 57m
Delta
Deal found 7/2![Delta logo]()
$759
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated July 5, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated July 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 7/26:24 am
BIL
- MDW
1 stop5h 45m
Delta
Mon 7/67:16 pm
MDW
- BIL
1 stop5h 21m
Delta
Deal found 7/1![Delta logo]()
$537
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:24 am
BIL
- MDW
1 stop5h 45m
Delta
Sat 7/111:49 pm
MDW
- BIL
1 stop7h 10m
Delta
Deal found 7/4![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 6/30. 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 8/105:20 am
BIL
- ORD
1 stop5h 39m
Delta
Mon 8/175:57 pm
ORD
- BIL
1 stop6h 33m
Delta
Deal found 6/30![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 8/136:26 am
BIL
- ORD
1 stop7h 33m
Delta
Wed 8/266:45 pm
ORD
- BIL
1 stop5h 45m
Delta
Deal found 7/1![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/195:20 am
BIL
- ORD
1 stop5h 39m
Delta
Wed 8/266:45 pm
ORD
- BIL
1 stop5h 45m
Delta
Deal found 7/5![Delta logo]()
$271
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/1912:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Wed 8/269:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/5![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 7/3. 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 8/196:26 am
BIL
- MDW
1 stop5h 44m
Delta
Wed 8/267:25 pm
MDW
- BIL
1 stop5h 05m
Delta
Deal found 7/3![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/196:26 am
BIL
- MDW
1 stop5h 44m
Delta
Thu 8/201:25 pm
MDW
- BIL
2 stops10h 00m
Delta
Deal found 7/5![Delta logo]()
$548
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:37 am
BIL
- ORD
Nonstop3h 01m
American Airlines
Sat 8/299:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/4![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/224:35 pm
BIL
- ORD
Nonstop3h 05m
United Airlines
Sat 8/298:40 am
ORD
- BIL
Nonstop3h 22m
United Airlines
Deal found 7/1![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:35 am
BIL
- ORD
Nonstop3h 01m
American Airlines
Tue 8/259:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/1![American Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Mon 8/319:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 6/30![American Airlines logo]()
$313
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 July 5, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/285:22 pm
BIL
- ORD
1 stop11h 20m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Mon 8/1010:00 am
BIL
- ORD
2 stops37h 33m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$169
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/1![American Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:20 pm
BIL
- ORD
1 stop30h 22m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 7/3. 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.
Mon 8/319:57 pm
BIL
- ORD
2 stops14h 39m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$178
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/84:07 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Deal found 7/1![United Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/279:59 am
BIL
- ORD
2 stops37h 50m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Fri 9/255:11 pm
BIL
- ORD
2 stops15h 50m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 7/3. 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 9/86:20 am
BIL
- MDW
1 stop6h 00m
Delta
Deal found 7/3![Delta logo]()
$224
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/156:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 7/5![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 6/30. 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.
Sun 8/236:26 am
BIL
- MDW
1 stop5h 44m
Delta
Deal found 6/30![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/195:20 am
BIL
- MDW
2 stops9h 55m
Delta
Deal found 7/5![Delta logo]()
$364
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 July 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Delta) |
One-way from | $154 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $655 |
Good round-trip deal | $348 or less |
Good one-way deal | $370 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 July 5, 2026.
Use the filters below to find and compare flights from Billings to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 8/19
4:40 pm-11:59 pm
1 stop6h 19m
Chicago O'Hare Intl
Wed 8/26
5:00 am-9:41 am
1 stop5h 41m
$271
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 10/21
6:00 am-11:43 am
1 stop4h 43m
Chicago O'Hare Intl
Sat 10/24
8:05 am-8:07 pm
2 stops13h 02m
$276
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Wed 8/19
6:26 am-1:10 pm
1 stop5h 44m
Chicago Midway
Wed 8/26
7:25 pm-11:30 pm
1 stop5h 05m
$359
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sat 8/22
5:20 am-11:59 am
1 stop5h 39m
Chicago O'Hare Intl
Sat 8/29
4:45 pm-10:53 pm
1 stop7h 08m
$405
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sat 9/5
2:29 pm-9:52 pm
1 stop6h 23m
Chicago O'Hare Intl
Sun 9/13
5:00 am-9:41 am
1 stop5h 41m
$423
Quickest round-trip
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 7/29
5:20 am-12:00 pm
1 stop5h 40m
Chicago O'Hare Intl
Sat 8/1
3:55 pm-7:59 pm
1 stop5h 04m
$458
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Fri 7/17
4:10 pm-11:19 pm
1 stop6h 09m
Chicago O'Hare Intl
Wed 7/22
5:00 am-9:36 am
1 stop5h 36m
$482
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 10/22
5:45 am-2:44 pm
2 stops7h 59m
Chicago O'Hare Intl
Sun 10/25
7:35 am-12:18 pm
1 stop5h 43m
$491
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 7/15
4:10 pm-12:44 am
1 stop7h 34m
Chicago O'Hare Intl
Wed 7/22
5:00 am-9:36 am
1 stop5h 36m
$528
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 8/27
7:20 pm-6:20 am
1 stop10h 00m
Chicago O'Hare Intl
Mon 8/31
8:17 pm-3:02 pm
2 stops19h 45m
$579
Showing 1-10 of 30 resultsSorted by cheapest first
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 July.
| 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, March is the cheapest month in which you can book a flight from Billings to Chicago (average of $210). Flying from Billings to Chicago in June is currently the most expensive (average of $319). 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 BIL to CHI?
Find hourly flight availability from Billings to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 5, 2026.
When flying from Billings to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Billings to Chicago?
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 July 5, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican 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.
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
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 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 locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
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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 July 5, 2026.
Complete your trip
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Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on July 5, 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 July 5, 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 July 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$408 | FlexibilityNo cancel fee | On-time69% |