$136+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Jun 4 — Jun 111
Round-trip
1 adult, Economy
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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
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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 Billings to Chicago
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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 May 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 May 5, 2026.
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Sat 7/255:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Deal found 5/5![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 7/226:24 am
BIL
- ORD
1 stop7h 41m
Delta
Wed 7/292:07 pm
ORD
- BIL
2 stops10h 13m
Delta
Deal found 5/4![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Thu 10/112:17 pm
BIL
- ORD
Nonstop2h 53m
American Airlines
Thu 10/159:40 am
ORD
- BIL
Nonstop3h 02m
American Airlines
Deal found 5/1![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- ORD
1 stop7h 27m
Delta
Wed 6/35:41 pm
ORD
- BIL
1 stop6h 33m
Delta
Deal found 5/1![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 5/5. 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 5/2712:42 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Sat 5/303:02 pm
ORD
- BIL
1 stop9h 13m
American Airlines
Deal found 5/5![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/5. 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.
Sun 7/196:24 am
BIL
- ORD
2 stops11h 05m
Delta
Wed 7/298:03 am
ORD
- BIL
2 stops10h 49m
Delta
Deal found 5/5![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- MDW
1 stop5h 49m
Delta
Sat 5/307:13 pm
MDW
- BIL
1 stop5h 01m
Delta
Deal found 5/1![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- ORD
1 stop7h 27m
Delta
Sat 5/305:00 pm
ORD
- BIL
1 stop6h 52m
Delta
Deal found 5/1![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 5/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:42 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Sun 5/249:45 am
ORD
- BIL
Nonstop3h 27m
American Airlines
Deal found 5/3![American Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 5/4. 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 8/275:10 am
BIL
- ORD
2 stops10h 44m
Delta
Mon 8/318:55 am
ORD
- BIL
2 stops9h 53m
Delta
Deal found 5/4![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 5/3. 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 6/3011:50 am
BIL
- ORD
1 stop6h 08m
Delta
Fri 7/35:57 pm
ORD
- BIL
1 stop6h 03m
Delta
Deal found 5/3![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 4/30. 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 6/306:24 am
BIL
- MDW
1 stop5h 45m
Delta
Fri 7/37:16 pm
MDW
- BIL
1 stop4h 44m
Delta
Deal found 4/30![Delta logo]()
$333
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 May 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 7/226:24 am
BIL
- ORD
1 stop7h 41m
Delta
Wed 7/295:54 pm
ORD
- BIL
1 stop6h 26m
Delta
Deal found 5/4![Delta logo]()
$271
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Thu 10/15:57 pm
BIL
- ORD
1 stop5h 00m
United Airlines
Thu 10/155:00 am
ORD
- BIL
1 stop5h 41m
United Airlines
Deal found 5/1![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 5/5. 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.
Sun 7/1911:50 am
BIL
- ORD
1 stop6h 07m
Delta
Wed 7/295:54 pm
ORD
- BIL
1 stop6h 26m
Delta
Deal found 5/5![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Mon 6/16:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Mon 6/85:00 am
ORD
- BIL
1 stop5h 35m
United Airlines
Deal found 5/4![United Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 4/30. 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 6/306:24 am
BIL
- MDW
1 stop5h 45m
Delta
Fri 7/37:16 pm
MDW
- BIL
1 stop4h 44m
Delta
Deal found 4/30![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- ORD
2 stops11h 11m
Delta
Wed 6/32:00 pm
ORD
- BIL
2 stops10h 14m
Delta
Deal found 5/1![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 5/5. 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.
Thu 7/96:24 am
BIL
- MDW
2 stops11h 01m
Delta
Sun 7/197:06 pm
MDW
- BIL
1 stop5h 14m
Delta
Deal found 5/5![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 5/3. 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.
Mon 7/135:20 am
BIL
- ORD
1 stop5h 39m
Delta
Mon 7/201:24 pm
ORD
- BIL
2 stops10h 26m
Delta
Deal found 5/3![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 5/2. 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.
Fri 6/266:24 am
BIL
- ORD
1 stop7h 41m
Delta
Wed 7/11:40 pm
ORD
- BIL
2 stops10h 20m
Delta
Deal found 5/2![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/3. 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 5/2211:34 am
BIL
- ORD
1 stop6h 16m
Delta
Sun 5/2411:09 am
ORD
- BIL
2 stops12h 43m
Delta
Deal found 5/3![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/2. 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.
Fri 6/266:24 am
BIL
- MDW
1 stop5h 45m
Delta
Wed 7/11:26 pm
MDW
- BIL
2 stops10h 34m
Delta
Deal found 5/2![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 5/2. 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 6/276:24 am
BIL
- MDW
1 stop5h 45m
Delta
Wed 7/11:26 pm
MDW
- BIL
2 stops10h 34m
Delta
Deal found 5/2![Delta logo]()
$522
This Delta deal was found by Cheapflights users on 5/1. 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 6/126:40 pm
BIL
- MDW
2 stops13h 34m
Delta
Mon 6/151:21 pm
MDW
- BIL
2 stops10h 28m
Delta
Deal found 5/1![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 5/5. 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.
Mon 7/276:24 am
BIL
- MDW
1 stop5h 45m
Delta
Thu 7/301:18 pm
MDW
- BIL
2 stops10h 32m
Delta
Deal found 5/5![Delta logo]()
$638
This Delta deal was found by Cheapflights users on 5/4. 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 6/136:24 am
BIL
- MDW
1 stop5h 45m
Delta
Mon 6/157:16 pm
MDW
- BIL
1 stop5h 16m
Delta
Deal found 5/4![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 5/3. 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 6/126:24 am
BIL
- MDW
2 stops11h 07m
Delta
Fri 6/191:49 pm
MDW
- BIL
2 stops10h 00m
Delta
Deal found 5/3![Delta logo]()
$679
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated May 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/4. 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 5/56:24 am
BIL
- MDW
2 stops10h 34m
Delta
Tue 5/127:13 pm
MDW
- BIL
1 stop5h 01m
Delta
Deal found 5/4![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 5/1. 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 5/86:30 am
BIL
- MDW
1 stop5h 49m
Delta
Fri 5/151:22 pm
MDW
- BIL
2 stops10h 30m
Delta
Deal found 5/1![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 5/5. 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.
Sat 5/96:30 am
BIL
- MDW
1 stop5h 49m
Delta
Wed 5/136:23 am
MDW
- BIL
2 stops12h 16m
Delta
Deal found 5/5![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 5/4. 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 5/196:30 am
BIL
- MDW
1 stop5h 49m
Delta
Sat 5/239:23 am
MDW
- BIL
2 stops9h 16m
Delta
Deal found 5/4![Delta logo]()
$474
This American Airlines deal was found by Cheapflights users on 5/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:42 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Sun 5/249:45 am
ORD
- BIL
Nonstop3h 27m
American Airlines
Deal found 5/3![American Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- ORD
1 stop7h 27m
Delta
Wed 6/35:41 pm
ORD
- BIL
1 stop6h 33m
Delta
Deal found 5/1![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 5/5. 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 5/2712:42 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Sat 5/303:02 pm
ORD
- BIL
1 stop9h 13m
American Airlines
Deal found 5/5![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- MDW
1 stop5h 49m
Delta
Sat 5/307:13 pm
MDW
- BIL
1 stop5h 01m
Delta
Deal found 5/1![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:30 am
BIL
- ORD
1 stop7h 27m
Delta
Sat 5/305:00 pm
ORD
- BIL
1 stop6h 52m
Delta
Deal found 5/1![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 5/2. 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.
Fri 6/266:24 am
BIL
- MDW
1 stop5h 45m
Delta
Wed 7/11:26 pm
MDW
- BIL
2 stops10h 34m
Delta
Deal found 5/2![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 5/3. 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 6/3011:50 am
BIL
- ORD
1 stop6h 08m
Delta
Fri 7/35:57 pm
ORD
- BIL
1 stop6h 03m
Delta
Deal found 5/3![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 4/30. 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 6/306:24 am
BIL
- MDW
1 stop5h 45m
Delta
Fri 7/37:16 pm
MDW
- BIL
1 stop4h 44m
Delta
Deal found 4/30![Delta logo]()
$333
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 May 5, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This United Airlines deal was found by Cheapflights users on 5/2. 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 7/146:00 pm
BIL
- ORD
1 stop5h 44m
United Airlines
Deal found 5/2![United Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Thu 9/312:21 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Deal found 5/4![American Airlines logo]()
$157
This United Airlines deal was found by Cheapflights users on 5/3. 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 9/265:57 pm
BIL
- ORD
1 stop5h 00m
United Airlines
Deal found 5/3![United Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:00 am
BIL
- ORD
2 stops37h 48m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/110:00 am
BIL
- ORD
2 stops36h 01m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 7/139:59 am
BIL
- ORD
1 stop18h 29m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 7/2410:04 am
BIL
- ORD
1 stop18h 24m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sat 5/303:41 pm
BIL
- MDW
2 stops26h 18m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$234
This Delta deal was found by Cheapflights users on 5/2. 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 7/146:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/2![Delta logo]()
$250
This Delta deal was found by Cheapflights users on 4/30. 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 5/306:30 am
BIL
- MDW
1 stop5h 49m
Delta
Deal found 4/30![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 5/3. 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.
Sat 9/266:15 am
BIL
- MDW
1 stop5h 56m
Delta
Deal found 5/3![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 5/5. 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.
Mon 7/66:24 am
BIL
- MDW
1 stop5h 45m
Delta
Deal found 5/5![Delta logo]()
$300
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 May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (United Airlines) |
One-way from | $136 (United Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $534 |
Good round-trip deal | $521 or less |
Good one-way deal | $276 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 May 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 7/22
6:24 am-3:05 pm
1 stop7h 41m
Chicago O'Hare Intl
Wed 7/29
5:54 pm-11:20 pm
1 stop6h 26m
$271
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sun 7/19
11:50 am-6:57 pm
1 stop6h 07m
Chicago O'Hare Intl
Wed 7/29
5:54 pm-11:20 pm
1 stop6h 26m
$290
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 10/1
5:57 pm-11:57 pm
1 stop5h 00m
Chicago O'Hare Intl
Thu 10/15
5:00 am-9:41 am
1 stop5h 41m
$309
Quickest round-trip
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Tue 6/30
6:24 am-1:09 pm
1 stop5h 45m
Chicago Midway
Fri 7/3
7:16 pm-11:00 pm
1 stop4h 44m
$333
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Mon 6/1
6:00 pm-12:44 am
1 stop5h 44m
Chicago O'Hare Intl
Mon 6/8
5:00 am-9:35 am
1 stop5h 35m
$355
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 5/27
6:30 am-6:41 pm
2 stops11h 11m
Chicago O'Hare Intl
Wed 6/3
2:00 pm-11:14 pm
2 stops10h 14m
$355
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Thu 7/9
6:24 am-6:25 pm
2 stops11h 01m
Chicago Midway
Sun 7/19
7:06 pm-11:20 pm
1 stop5h 14m
$369
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Mon 7/13
5:20 am-11:59 am
1 stop5h 39m
Chicago O'Hare Intl
Mon 7/20
1:24 pm-10:50 pm
2 stops10h 26m
$369
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Fri 6/26
6:24 am-3:05 pm
1 stop7h 41m
Chicago O'Hare Intl
Wed 7/1
1:40 pm-11:00 pm
2 stops10h 20m
$387
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Fri 5/22
11:34 am-6:50 pm
1 stop6h 16m
Chicago O'Hare Intl
Sun 5/24
11:09 am-10:52 pm
2 stops12h 43m
$387
Showing 1-10 of 34 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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on 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, July is the cheapest month in which you can book a flight from Billings to Chicago (average of $191). Flying from Billings to Chicago in November is currently the most expensive (average of $299). 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.
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 May 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.
Overall
7.9
Comfort
7.9
Crew
8.5
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.9
Comfort
7.9
Crew
8.5
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.9
Comfort
7.9
Crew
8.5
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.9
Comfort
7.9
Crew
8.5
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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
Lansing
Merrillville
Hammond
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 May 5, 2026.
Complete your trip
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Search flights from Billings to Chicago by cabin class
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Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on May 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 May 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 May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$390 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$406 | FlexibilityNo cancel fee | On-time69% |