$144+ 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
Sep 2 — Sep 91
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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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 August 3, 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 August 3, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:43 am
BIL
- ORD
Nonstop3h 05m
United Airlines
Sat 9/128:40 am
ORD
- BIL
Nonstop3h 22m
United Airlines
Deal found 7/31![United Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:57 pm
BIL
- ORD
2 stops10h 00m
Delta
Sat 9/123:29 pm
ORD
- BIL
1 stop5h 38m
Delta
Deal found 7/31![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:00 am
BIL
- ORD
1 stop5h 19m
United Airlines
Sat 11/217:00 am
ORD
- BIL
1 stop7h 29m
United Airlines
Deal found 7/31![United Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:28 pm
BIL
- ORD
Nonstop3h 02m
American Airlines
Wed 9/239:41 am
ORD
- BIL
Nonstop3h 16m
American Airlines
Deal found 8/1![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:30 am
BIL
- ORD
2 stops9h 33m
Delta
Sat 11/214:30 pm
ORD
- BIL
1 stop6h 52m
Delta
Deal found 7/31![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:26 am
BIL
- MDW
1 stop5h 44m
Delta
Tue 9/11:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 7/29![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:26 am
BIL
- MDW
1 stop5h 44m
Delta
Mon 8/311:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 7/29![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:01 am
BIL
- MDW
1 stop4h 46m
Delta
Tue 10/2710:01 am
MDW
- BIL
2 stops8h 48m
Delta
Deal found 8/1![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:01 am
BIL
- MDW
1 stop4h 46m
Delta
Sat 10/1710:01 am
MDW
- BIL
2 stops8h 48m
Delta
Deal found 8/3![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:23 am
BIL
- MDW
1 stop5h 57m
Delta
Wed 9/237:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Deal found 8/1![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:23 am
BIL
- MDW
1 stop5h 57m
Delta
Mon 9/147:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Deal found 8/2![Delta logo]()
$518
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 August 3, 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 August 3, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:43 am
BIL
- ORD
Nonstop3h 05m
United Airlines
Sat 9/128:40 am
ORD
- BIL
Nonstop3h 22m
United Airlines
Deal found 7/31![United Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:58 pm
BIL
- ORD
1 stop7h 49m
Delta
Tue 11/177:35 am
ORD
- BIL
1 stop5h 43m
Delta
Deal found 8/3![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:01 am
BIL
- ORD
2 stops12h 10m
Delta
Tue 10/273:30 pm
ORD
- BIL
1 stop5h 45m
Delta
Deal found 8/1![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 10/265:55 pm
BIL
- ORD
1 stop5h 04m
United Airlines
Sat 11/75:48 pm
ORD
- BIL
1 stop5h 42m
United Airlines
Deal found 7/29![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:26 am
BIL
- MDW
1 stop5h 44m
Delta
Tue 9/110:54 am
MDW
- BIL
2 stops12h 31m
Delta
Deal found 7/29![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:29 pm
BIL
- ORD
1 stop6h 31m
United Airlines
Sun 9/205:00 am
ORD
- BIL
1 stop5h 41m
United Airlines
Deal found 8/2![United Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 7/29. 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 10/265:35 am
BIL
- ORD
1 stop5h 20m
Delta
Sat 11/79:59 am
ORD
- BIL
2 stops8h 50m
Delta
Deal found 7/29![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/102:29 pm
BIL
- ORD
1 stop6h 01m
United Airlines
Thu 9/175:00 am
ORD
- BIL
1 stop5h 41m
United Airlines
Deal found 7/29![United Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/62:40 pm
BIL
- ORD
1 stop5h 33m
United Airlines
Sat 1/93:55 pm
ORD
- BIL
1 stop5h 56m
United Airlines
Deal found 8/2![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:01 am
BIL
- MDW
1 stop4h 46m
Delta
Sat 10/1710:01 am
MDW
- BIL
2 stops8h 48m
Delta
Deal found 8/3![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:24 pm
BIL
- MDW
2 stops22h 37m
Delta
Mon 8/317:25 pm
MDW
- BIL
2 stops23h 19m
Delta
Deal found 7/29![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:23 am
BIL
- MDW
1 stop5h 57m
Delta
Wed 9/237:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Deal found 8/1![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:20 am
BIL
- MDW
2 stops10h 39m
Delta
Thu 9/31:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 8/1![Delta logo]()
$526
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated August 3, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:20 am
BIL
- ORD
1 stop5h 39m
Delta
Tue 8/256:45 pm
ORD
- BIL
1 stop5h 45m
Delta
Deal found 7/30![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:20 am
BIL
- ORD
1 stop5h 39m
Delta
Mon 8/313:51 pm
ORD
- BIL
1 stop5h 21m
Delta
Deal found 7/31![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:26 am
BIL
- MDW
1 stop5h 44m
Delta
Tue 9/11:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 7/29![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 8/282:29 pm
BIL
- ORD
1 stop6h 00m
United Airlines
Tue 9/14:26 pm
ORD
- BIL
1 stop5h 34m
United Airlines
Deal found 7/29![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 7/29. 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 8/2811:51 am
BIL
- ORD
1 stop8h 42m
Delta
Tue 9/110:33 am
ORD
- BIL
2 stops12h 52m
Delta
Deal found 7/29![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:26 am
BIL
- MDW
1 stop5h 44m
Delta
Mon 8/311:51 pm
MDW
- BIL
1 stop7h 21m
Delta
Deal found 7/29![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 8/282:29 pm
BIL
- ORD
1 stop6h 00m
United Airlines
Mon 8/314:20 pm
ORD
- BIL
1 stop5h 40m
United Airlines
Deal found 7/29![United Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Tue 9/14:57 pm
ORD
- BIL
1 stop6h 50m
American Airlines
Deal found 7/29![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:22 pm
BIL
- ORD
Nonstop3h 01m
American Airlines
Mon 8/319:40 am
ORD
- BIL
Nonstop3h 10m
American Airlines
Deal found 7/29![American Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 7/29. 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 8/286:24 pm
BIL
- ORD
2 stops13h 06m
Delta
Mon 8/313:51 pm
ORD
- BIL
1 stop5h 21m
Delta
Deal found 7/29![Delta logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:57 pm
BIL
- ORD
2 stops14h 39m
Multiple Airlines
Thu 9/37:32 pm
ORD
- BIL
1 stop21h 29m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:23 am
BIL
- MDW
1 stop5h 57m
Delta
Wed 9/237:13 pm
MDW
- BIL
1 stop5h 02m
Delta
Deal found 8/1![Delta logo]()
$490
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 August 3, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:22 pm
BIL
- ORD
2 stops30h 01m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:59 pm
BIL
- ORD
1 stop8h 36m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:20 pm
BIL
- ORD
1 stop30h 18m
Multiple Airlines
Deal found 8/3![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:57 pm
BIL
- ORD
2 stops14h 39m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:20 pm
BIL
- MDW
2 stops18h 26m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:22 pm
BIL
- MDW
2 stops23h 24m
Multiple Airlines
Deal found 8/3![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:52 pm
BIL
- MDW
2 stops14h 15m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:44 pm
BIL
- MDW
3 stops46h 15m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:45 pm
BIL
- MDW
2 stops28h 02m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:01 am
BIL
- MDW
1 stop4h 46m
Delta
Deal found 7/31![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:23 am
BIL
- MDW
1 stop5h 57m
Delta
Deal found 7/30![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:26 am
BIL
- MDW
1 stop5h 44m
Delta
Deal found 7/31![Delta logo]()
$319
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 August 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (United Airlines) |
One-way from | $144 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $451 |
Good round-trip deal | $473 or less |
Good one-way deal | $323 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 August 3, 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
Quickest round-trip
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sat 9/5
11:43 am-3:48 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sat 9/12
8:40 am-11:02 am
Nonstop3h 22m
$261
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 11/12
12:58 pm-9:47 pm
1 stop7h 49m
Chicago O'Hare Intl
Tue 11/17
7:35 am-12:18 pm
1 stop5h 43m
$312
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Fri 10/23
6:01 am-7:11 pm
2 stops12h 10m
Chicago O'Hare Intl
Tue 10/27
3:30 pm-8:15 pm
1 stop5h 45m
$317
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Mon 10/26
5:55 pm-11:59 pm
1 stop5h 04m
Chicago O'Hare Intl
Sat 11/7
5:48 pm-10:30 pm
1 stop5h 42m
$332
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Fri 8/28
6:26 am-1:10 pm
1 stop5h 44m
Chicago Midway
Tue 9/1
10:54 am-10:25 pm
2 stops12h 31m
$337
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Mon 10/26
5:35 am-11:55 am
1 stop5h 20m
Chicago O'Hare Intl
Sat 11/7
9:59 am-5:49 pm
2 stops8h 50m
$337
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 9/16
2:29 pm-10:00 pm
1 stop6h 31m
Chicago O'Hare Intl
Sun 9/20
5:00 am-9:41 am
1 stop5h 41m
$361
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 9/10
2:29 pm-9:30 pm
1 stop6h 01m
Chicago O'Hare Intl
Thu 9/17
5:00 am-9:41 am
1 stop5h 41m
$363
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 1/6
2:40 pm-9:13 pm
1 stop5h 33m
Chicago O'Hare Intl
Sat 1/9
3:55 pm-8:51 pm
1 stop5h 56m
$371
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Wed 10/14
6:01 am-11:47 am
1 stop4h 46m
Chicago Midway
Sat 10/17
10:01 am-5:49 pm
2 stops8h 48m
$464
Showing 1-10 of 33 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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on 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 July is currently the most expensive (average of $561). 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 August 3, 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 $374 and $469 in September.The cheapest round-trip price found within the last 5 days was $261 on United Airlines (Sep 5-Sep 12).
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 August 3, 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.
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from 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 August 3, 2026.
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Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on August 3, 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 August 3, 2026.
Popular flight searches
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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 August 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$378 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$311 | Average$473 | FlexibilityNo cancel fee | On-time71% |