$105+ Cheap flights from Billings (BIL) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Apr 3 — Apr 101
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Billings to Chicago
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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 March 4, 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 March 4, 2026.
This Delta deal was found by Cheapflights users on 3/2. 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 5/96:27 am
BIL
- MDW
1 stop5h 52m
Delta
Wed 5/137:13 pm
MDW
- BIL
1 stop4h 53m
Delta
Deal found 3/2![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 2/27. 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.
Tue 5/196:27 am
BIL
- ORD
1 stop7h 30m
Delta
Sat 5/235:41 pm
ORD
- BIL
1 stop6h 25m
Delta
Deal found 2/27![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 2/27. 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.
Tue 5/196:27 am
BIL
- ORD
2 stops10h 38m
Delta
Sun 5/241:44 pm
ORD
- BIL
2 stops10h 22m
Delta
Deal found 2/27![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:51 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Sun 4/57:00 am
ORD
- BIL
1 stop7h 23m
United Airlines
Deal found 3/1![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 3/3. 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 5/76:27 am
BIL
- ORD
2 stops10h 38m
Delta
Sat 5/95:41 pm
ORD
- BIL
1 stop6h 25m
Delta
Deal found 3/3![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 3/2. 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 5/96:27 am
BIL
- ORD
1 stop4h 20m
Delta
Wed 5/132:00 pm
ORD
- BIL
2 stops10h 06m
Delta
Deal found 3/2![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Wed 5/205:51 pm
BIL
- ORD
1 stop6h 07m
United Airlines
Sat 5/237:52 pm
ORD
- BIL
Nonstop3h 23m
United Airlines
Deal found 2/27![United Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 3/3. 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 5/85:35 am
BIL
- ORD
1 stop5h 17m
Delta
Sat 5/95:41 pm
ORD
- BIL
1 stop6h 25m
Delta
Deal found 3/3![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 3/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
BIL
- ORD
Nonstop2h 51m
American Airlines
Mon 8/319:55 am
ORD
- BIL
Nonstop3h 03m
American Airlines
Deal found 3/2![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:15 am
BIL
- MDW
1 stop5h 52m
Delta
Tue 7/281:00 pm
MDW
- BIL
2 stops10h 37m
Delta
Deal found 3/2![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/3. 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 4/95:15 am
BIL
- MDW
2 stops11h 39m
Delta
Mon 4/132:12 pm
MDW
- BIL
1 stop6h 54m
Delta
Deal found 3/3![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 3/1. 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 3/316:25 am
BIL
- MDW
1 stop6h 00m
Delta
Mon 4/61:10 pm
MDW
- BIL
2 stops8h 09m
Delta
Deal found 3/1![Delta logo]()
$399
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 March 4, 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 March 4, 2026.
This Delta deal was found by Cheapflights users on 2/28. 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 5/96:27 am
BIL
- MDW
1 stop5h 52m
Delta
Wed 5/137:13 pm
MDW
- BIL
1 stop4h 53m
Delta
Deal found 2/28![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Wed 5/205:51 pm
BIL
- ORD
1 stop6h 07m
United Airlines
Sat 5/237:52 pm
ORD
- BIL
Nonstop3h 23m
United Airlines
Deal found 2/27![United Airlines logo]()
$292
This Alaska Airlines deal was found by Cheapflights users on 2/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:21 pm
BIL
- ORD
1 stop9h 59m
Alaska Airlines
Mon 5/187:59 pm
ORD
- BIL
2 stops19h 55m
Alaska Airlines
Deal found 2/27![Alaska Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 3/1. 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.
Sat 5/96:27 am
BIL
- ORD
1 stop4h 20m
Delta
Wed 5/132:00 pm
ORD
- BIL
2 stops10h 06m
Delta
Deal found 3/1![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 3/2. 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 4/215:51 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Sat 4/255:45 pm
ORD
- BIL
1 stop5h 20m
United Airlines
Deal found 3/2![United Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Wed 4/12:35 pm
BIL
- ORD
1 stop5h 45m
United Airlines
Sun 4/57:00 am
ORD
- BIL
1 stop7h 23m
United Airlines
Deal found 3/1![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 2/28. 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 3/316:25 am
BIL
- MDW
1 stop6h 00m
Delta
Sun 4/59:35 am
MDW
- BIL
2 stops9h 06m
Delta
Deal found 2/28![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 3/1. 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 3/316:25 am
BIL
- MDW
1 stop6h 00m
Delta
Mon 4/61:10 pm
MDW
- BIL
2 stops8h 09m
Delta
Deal found 3/1![Delta logo]()
$399
This Alaska Airlines deal was found by Cheapflights users on 3/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:34 pm
BIL
- ORD
2 stops10h 25m
Alaska Airlines
Sat 4/252:13 pm
ORD
- BIL
2 stops9h 46m
Alaska Airlines
Deal found 3/2![Alaska Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Thu 3/262:35 pm
BIL
- ORD
1 stop7h 20m
United Airlines
Mon 3/308:06 pm
ORD
- BIL
1 stop14h 34m
United Airlines
Deal found 2/27![United Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 3/3. 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 4/95:15 am
BIL
- MDW
2 stops11h 39m
Delta
Mon 4/139:27 am
MDW
- BIL
2 stops9h 10m
Delta
Deal found 3/3![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 3/3. 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 3/176:25 am
BIL
- MDW
1 stop6h 00m
Delta
Sat 3/212:05 pm
MDW
- BIL
1 stop7h 14m
Delta
Deal found 3/3![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 2/27. 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 5/206:27 am
BIL
- MDW
1 stop5h 52m
Delta
Sun 5/249:23 am
MDW
- BIL
2 stops9h 16m
Delta
Deal found 2/27![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 3/3. 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 4/176:24 am
BIL
- MDW
2 stops10h 34m
Delta
Fri 4/242:12 pm
MDW
- BIL
1 stop6h 54m
Delta
Deal found 3/3![Delta logo]()
$499
Last-minute flights from Billings to ChicagoDiscover last-minute flight deals from Billings to Chicago. Data last updated March 4, 2026 and is based on user searches.
Discover last-minute flight deals from Billings to Chicago. Data last updated March 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:27 am
BIL
- ORD
1 stop9h 10m
American Airlines
Sat 3/142:58 pm
ORD
- BIL
1 stop8h 11m
American Airlines
Deal found 2/28![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 3/272:35 pm
BIL
- ORD
1 stop7h 20m
United Airlines
Wed 4/12:35 pm
ORD
- BIL
1 stop7h 22m
United Airlines
Deal found 3/2![United Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:51 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Sun 4/57:00 am
ORD
- BIL
1 stop7h 23m
United Airlines
Deal found 3/1![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 3/1. 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 3/316:25 am
BIL
- MDW
1 stop6h 00m
Delta
Sun 4/59:35 am
MDW
- BIL
2 stops9h 06m
Delta
Deal found 3/1![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 3/1. 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 3/316:25 am
BIL
- MDW
2 stops10h 29m
Delta
Mon 4/61:10 pm
MDW
- BIL
2 stops8h 09m
Delta
Deal found 3/1![Delta logo]()
$404
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Wed 4/12:35 pm
BIL
- ORD
1 stop5h 45m
United Airlines
Sun 4/57:00 am
ORD
- BIL
1 stop7h 23m
United Airlines
Deal found 3/1![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 3/2. 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 4/35:15 am
BIL
- ORD
1 stop6h 03m
Delta
Tue 4/73:59 pm
ORD
- BIL
1 stop5h 20m
Delta
Deal found 3/2![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 3/3. 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 4/95:15 am
BIL
- MDW
2 stops11h 39m
Delta
Mon 4/132:12 pm
MDW
- BIL
1 stop6h 54m
Delta
Deal found 3/3![Delta logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 2/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:05 pm
BIL
- ORD
1 stop15h 34m
Alaska Airlines
Mon 4/136:00 am
ORD
- BIL
1 stop18h 58m
Alaska Airlines
Deal found 2/28![Alaska Airlines logo]()
$423
This Alaska Airlines deal was found by Cheapflights users on 3/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:56 am
BIL
- ORD
1 stop21h 43m
Alaska Airlines
Mon 4/136:00 am
ORD
- BIL
1 stop18h 58m
Alaska Airlines
Deal found 3/3![Alaska Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 3/3. 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 4/171:51 pm
BIL
- ORD
1 stop6h 22m
American Airlines
Fri 4/245:00 am
ORD
- BIL
1 stop9h 21m
American Airlines
Deal found 3/3![American Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 3/2. 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 4/215:51 pm
BIL
- ORD
1 stop5h 39m
United Airlines
Sat 4/255:45 pm
ORD
- BIL
1 stop5h 20m
United Airlines
Deal found 3/2![United Airlines logo]()
$329
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 March 4, 2026.
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated March 4, 2026.
This Delta deal was found by Cheapflights users on 2/28. 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 3/245:15 am
BIL
- ORD
1 stop6h 03m
Delta
Deal found 2/28![Delta logo]()
$105
This Delta deal was found by Cheapflights users on 3/2. 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 3/316:25 am
BIL
- ORD
2 stops11h 09m
Delta
Deal found 3/2![Delta logo]()
$110
This Delta deal was found by Cheapflights users on 3/3. 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 4/46:25 am
BIL
- ORD
1 stop4h 05m
Delta
Deal found 3/3![Delta logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:34 am
BIL
- ORD
1 stop19h 13m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 4/2710:34 am
BIL
- ORD
1 stop18h 34m
Multiple Airlines
Deal found 2/28![Multiple Airlines logo]()
$144
This American Airlines deal was found by Cheapflights users on 3/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:48 pm
BIL
- ORD
1 stop6h 37m
American Airlines
Deal found 3/2![American Airlines logo]()
$145
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Fri 6/124:10 pm
BIL
- ORD
1 stop7h 34m
United Airlines
Deal found 3/1![United Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 3/1. 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.
Mon 3/306:21 pm
BIL
- ORD
2 stops13h 09m
Delta
Deal found 3/1![Delta logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:57 am
BIL
- ORD
1 stop19h 11m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 3/3. 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.
Sun 5/246:27 am
BIL
- MDW
1 stop5h 52m
Delta
Deal found 3/3![Delta logo]()
$206
This Delta deal was found by Cheapflights users on 3/2. 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 6/96:25 pm
BIL
- MDW
2 stops13h 17m
Delta
Deal found 3/2![Delta logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 3/3. 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 5/1810:34 am
BIL
- MDW
3 stops55h 57m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$213
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 March 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (Delta) |
One-way from | $105 (Delta) |
Popular in | November |
Cheapest in | January |
Average price | $401 |
Good round-trip deal | $358 or less |
Good one-way deal | $500 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 March 4, 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
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Sat 5/9
6:27 am-1:19 pm
1 stop5h 52m
Chicago Midway
Wed 5/13
7:13 pm-11:06 pm
1 stop4h 53m
$249
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Sat 5/9
6:27 am-11:47 am
1 stop4h 20m
Chicago O'Hare Intl
Wed 5/13
2:00 pm-11:06 pm
2 stops10h 06m
$279
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 5/20
5:51 pm-12:58 am
1 stop6h 07m
Chicago O'Hare Intl
Sat 5/23
7:52 pm-10:15 pm
Nonstop3h 23m
$292
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Tue 4/21
5:51 pm-12:30 am
1 stop5h 39m
Chicago O'Hare Intl
Sat 4/25
5:45 pm-10:05 pm
1 stop5h 20m
$329
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Wed 4/1
2:35 pm-9:20 pm
1 stop5h 45m
Chicago O'Hare Intl
Sun 4/5
7:00 am-1:23 pm
1 stop7h 23m
$344
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Tue 3/31
6:25 am-1:25 pm
1 stop6h 00m
Chicago Midway
Sun 4/5
9:35 am-5:41 pm
2 stops9h 06m
$399
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Tue 3/31
6:25 am-1:25 pm
1 stop6h 00m
Chicago Midway
Mon 4/6
1:10 pm-8:19 pm
2 stops8h 09m
$399
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Thu 4/9
5:15 am-5:54 pm
2 stops11h 39m
Chicago Midway
Mon 4/13
9:27 am-5:37 pm
2 stops9h 10m
$444
BillingsChicago
BIL - ORD
BILORD
Billings Logan Intl
Thu 5/14
7:21 pm-6:20 am
1 stop9h 59m
Chicago O'Hare Intl
Mon 5/18
7:59 pm-2:54 pm
2 stops19h 55m
$449
BillingsChicago
BIL - MDW
BILMDW
Billings Logan Intl
Tue 3/17
6:25 am-1:25 pm
1 stop6h 00m
Chicago Midway
Sat 3/21
2:05 pm-8:19 pm
1 stop7h 14m
$459
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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Billings-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Billings-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Billings-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Billings-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Billings-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Billings to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Billings with our price prediction graph.
BIL-CHI
BIL-ORD
BIL-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Billings to Chicago
BIL-CHI
BIL-ORD
BIL-MDW
What is the cheapest month to book a flight from Billings to Chicago?
Currently, September is the cheapest month in which you can book a flight from Billings to Chicago (average of $217). Flying from Billings to Chicago in December is currently the most expensive (average of $347). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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 March 4, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Billings to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Billings to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
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Billings and Chicago flights
Browse other Billings and Chicago flight options. Last updated on March 4, 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 March 4, 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 March 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$225 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$230 | Average$433 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$239 | Average$397 | FlexibilityNo cancel fee | On-time69% |