$144+ Cheap flights from Billings (BIL) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Oct 31 — Nov 71
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 October 1, 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 October 1, 2026.
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
1 stop5h 33m
Mon 12/712:34 pm -
2 stops10h 54m
Deal found 9/27![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 12/156:32 am -
1 stop4h 27m
Sat 1/26:30 pm -
1 stop5h 36m
Deal found 9/29![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop5h 19m
Sun 11/17:00 am -
1 stop7h 29m
Deal found 9/27![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
1 stop5h 28m
Sun 10/45:00 am -
1 stop5h 44m
Deal found 9/30![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 9/30. 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 11/235:35 am -
1 stop5h 28m
Thu 11/2611:18 am -
2 stops9h 24m
Deal found 9/30![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/1. 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 10/286:30 am -
1 stop4h 17m
Thu 10/2910:12 am -
2 stops8h 37m
Deal found 10/1![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 9/30. 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 10/36:23 am -
1 stop7h 06m
Sun 10/48:25 am -
2 stops10h 28m
Deal found 9/30![Delta logo]()
$358
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/262:42 pm -
1 stop5h 48m
Mon 11/25:48 pm -
1 stop5h 42m
Deal found 9/28![United Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/194:00 pm -
1 stop6h 59m
Thu 10/225:00 am -
1 stop5h 44m
Deal found 9/28![United Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/45:30 am -
2 stops10h 20m
Mon 12/712:39 pm -
2 stops10h 49m
Deal found 9/28![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/30. 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 10/36:23 am -
2 stops10h 59m
Sun 10/49:29 am -
2 stops9h 24m
Deal found 9/30![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
2 stops9h 46m
Mon 12/712:39 pm -
2 stops10h 49m
Deal found 9/27![Delta logo]()
$544
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 October 1, 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 October 1, 2026.
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 12/156:32 am -
1 stop4h 27m
Sat 1/26:30 pm -
1 stop5h 36m
Deal found 9/29![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/15:53 pm -
1 stop5h 00m
Sat 3/67:15 am -
1 stop6h 58m
Deal found 9/30![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 2/126:15 am -
2 stops11h 22m
Sat 2/131:00 pm -
2 stops7h 48m
Deal found 9/29![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 9/30. 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 3/36:15 am -
2 stops11h 17m
Mon 3/89:30 am -
2 stops11h 18m
Deal found 9/30![Delta logo]()
$345
This United Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 12/152:33 pm -
1 stop6h 01m
Sat 1/26:50 am -
1 stop7h 35m
Deal found 9/29![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 9/30. 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 2/276:15 am -
2 stops9h 22m
Mon 3/89:30 am -
2 stops11h 18m
Deal found 9/30![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 10/1. 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 1/1412:58 pm -
1 stop7h 55m
Sun 1/177:30 am -
1 stop5h 49m
Deal found 10/1![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:42 pm -
1 stop5h 48m
Tue 11/178:40 am -
1 stop5h 49m
Deal found 9/26![United Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 9/30. 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 3/312:58 pm -
1 stop7h 55m
Thu 3/47:30 am -
1 stop5h 49m
Deal found 9/30![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/45:30 am -
1 stop5h 33m
Mon 12/712:34 pm -
2 stops10h 54m
Deal found 9/28![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/1. 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 1/146:15 am -
2 stops11h 22m
Sun 1/171:00 pm -
2 stops10h 32m
Deal found 10/1![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/45:30 am -
2 stops10h 20m
Mon 12/712:39 pm -
2 stops10h 49m
Deal found 9/28![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 1/812:58 pm -
2 stops9h 52m
Fri 1/157:00 am -
2 stops11h 49m
Deal found 9/29![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
2 stops9h 46m
Mon 12/712:39 pm -
2 stops10h 49m
Deal found 9/27![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:30 am -
2 stops10h 20m
Mon 12/712:39 pm -
2 stops10h 49m
Deal found 9/27![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 1/86:15 am -
2 stops11h 22m
Fri 1/159:30 am -
2 stops9h 19m
Deal found 9/29![Delta logo]()
$669
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/265:20 am -
2 stops10h 27m
Mon 11/21:27 pm -
2 stops9h 58m
Deal found 9/28![Delta logo]()
$724
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated October 1, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
1 stop5h 28m
Sun 10/45:00 am -
1 stop5h 44m
Deal found 9/30![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 9/30. 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 10/36:23 am -
1 stop7h 06m
Sun 10/48:25 am -
2 stops10h 28m
Deal found 9/30![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 9/30. 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 10/36:23 am -
2 stops10h 59m
Sun 10/49:29 am -
2 stops9h 24m
Deal found 9/30![Delta logo]()
$439
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/32:28 pm -
1 stop7h 18m
Wed 10/75:00 am -
1 stop5h 46m
Deal found 9/28![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/36:23 am -
1 stop7h 06m
Wed 10/711:19 am -
2 stops9h 56m
Deal found 9/28![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/36:23 am -
1 stop5h 57m
Wed 10/71:27 pm -
2 stops7h 48m
Deal found 9/28![Delta logo]()
$686
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/194:00 pm -
1 stop6h 59m
Thu 10/225:00 am -
1 stop5h 44m
Deal found 9/28![United Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/199:47 pm -
2 stops15h 38m
Thu 10/223:30 pm -
1 stop26h 31m
Deal found 9/28![Multiple Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop5h 19m
Sun 11/17:00 am -
1 stop7h 29m
Deal found 9/27![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/262:42 pm -
1 stop5h 48m
Mon 11/25:48 pm -
1 stop5h 42m
Deal found 9/28![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/265:20 am -
2 stops10h 27m
Mon 11/21:27 pm -
2 stops9h 58m
Deal found 9/28![Delta logo]()
$724
This Delta deal was found by Cheapflights users on 10/1. 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 10/286:30 am -
1 stop4h 17m
Thu 10/2910:12 am -
2 stops8h 37m
Deal found 10/1![Delta logo]()
$358
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 October 1, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/267:59 pm -
3 stops51h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/912:14 pm -
1 stop15h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/76:06 am -
1 stop4h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:58 pm -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/912:14 pm -
2 stops22h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:16 am -
2 stops10h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$182
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/286:30 am -
2 stops9h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/305:51 pm -
3 stops29h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/1612:14 pm -
3 stops29h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/1612:14 pm -
3 stops28h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$210
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/96:34 am -
1 stop4h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/166:34 am -
1 stop4h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$360
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 October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (Delta) |
One-way from | $144 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $569 |
Good round-trip deal | $404 or less |
Good one-way deal | $292 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 7,457,451 searches. Data last updated October 1, 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 Billings Logan Intl - MDW Chicago Midway
BILMDW
Billings Logan Intl
Sun 10/11
6:16 am-11:47 am
1 stop4h 31m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sun 10/25
5:00 am-11:19 am
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - MDW Chicago Midway
BILMDW
Billings Logan Intl
Sun 11/8
6:30 am-11:47 am
1 stop4h 17m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Mon 10/12
5:00 am-11:28 am
1 stop5h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sat 10/31
5:20 am-12:01 pm
1 stop5h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Sun 11/8
5:00 am-11:19 am
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Thu 3/25
12:58 pm-9:53 pm
1 stop7h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Wed 3/24
12:58 pm-9:53 pm
1 stop7h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - ORD Chicago O'Hare Intl
BILORD
Billings Logan Intl
Fri 10/30
5:20 am-11:55 am
1 stop5h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
BillingsChicago
BIL Billings Logan Intl - MDW Chicago Midway
BILMDW
Billings Logan Intl
Mon 11/9
12:14 pm-11:22 am
2 stops22h 08m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$178
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 October.
| 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, February is the cheapest month in which you can book a flight from Billings to Chicago (average of $279). Flying from Billings to Chicago in October is currently the most expensive (average of $569). 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 October 1, 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?
Airfare is below average for this route at the moment.
Billings to Chicago flights typically cost between $422 and $569 in February.The cheapest round-trip price found within the last 5 days was $321 on Delta (Feb 27-Mar 6).
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 October 1, 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
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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
Valparaiso
Hammond
Saint Joseph
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 October 1, 2026.
Complete your trip
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Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on October 1, 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 October 1, 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 7,457,451 searches. Data last updated October 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$344 | Average$473 | FlexibilityNo cancel fee | On-time71% |