$102+ Cheap flights from Chicago (CHI) to Wyoming
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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Sep 3 — Sep 101
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Wyoming 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 Chicago to Wyoming
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to WyomingExplore the most affordable flight options available from Chicago to Wyoming. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
Explore the most affordable flight options available from Chicago to Wyoming. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm
ORD
- DEN
1 stop10h 18m
Frontier
Mon 8/317:00 am
DEN
- ORD
1 stop22h 17m
Frontier
Deal found 7/30![Frontier logo]()
$156
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:52 pm
ORD
- DEN
1 stop7h 12m
Frontier
Tue 10/207:00 am
DEN
- ORD
1 stop12h 25m
Frontier
Deal found 7/30![Frontier logo]()
$158
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:26 pm
MDW
- DEN
1 stop10h 02m
Frontier
Mon 8/3110:09 am
DEN
- MDW
1 stop9h 22m
Frontier
Deal found 7/30![Frontier logo]()
$158
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:55 pm
ORD
- DEN
1 stop14h 12m
Frontier
Tue 9/226:38 pm
DEN
- ORD
1 stop10h 00m
Frontier
Deal found 7/31![Frontier logo]()
$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:54 pm
MDW
- DEN
1 stop9h 55m
Frontier
Tue 9/2210:44 am
DEN
- MDW
1 stop6h 02m
Frontier
Deal found 7/31![Frontier logo]()
$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:55 am
ORD
- DEN
1 stop7h 04m
Frontier
Mon 9/216:30 am
DEN
- ORD
1 stop12h 05m
Frontier
Deal found 7/31![Frontier logo]()
$160
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:10 pm
ORD
- DEN
1 stop11h 57m
Frontier
Wed 9/98:55 pm
DEN
- ORD
Nonstop2h 28m
Frontier
Deal found 8/3![Frontier logo]()
$162
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:06 am
ORD
- DEN
Nonstop2h 54m
Frontier
Mon 10/199:19 am
DEN
- ORD
1 stop13h 36m
Frontier
Deal found 7/30![Frontier logo]()
$163
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:05 am
ORD
- DEN
1 stop7h 19m
Frontier
Mon 10/196:25 am
DEN
- ORD
Nonstop2h 36m
Frontier
Deal found 7/31![Frontier logo]()
$164
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am
ORD
- DEN
Nonstop2h 45m
Frontier
Sun 10/48:55 pm
DEN
- ORD
Nonstop2h 28m
Frontier
Deal found 8/1![Frontier logo]()
$165
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:10 pm
ORD
- DEN
1 stop11h 57m
Frontier
Wed 9/97:12 pm
DEN
- ORD
1 stop26h 47m
Frontier
Deal found 7/30![Frontier logo]()
$166
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Mon 8/249:55 am
DEN
- ORD
Nonstop2h 41m
Frontier
Deal found 8/1![Frontier logo]()
$167
Best flights from Chicago to WyomingDiscover carefully curated flight deals from Chicago to Wyoming that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Chicago to Wyoming that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
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.
Sat 9/191:30 pm
ORD
- DEN
Nonstop2h 47m
United Airlines
Tue 9/224:00 pm
DEN
- ORD
Nonstop2h 40m
United Airlines
Deal found 7/29![United Airlines logo]()
$213
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:30 am
MDW
- DEN
Nonstop2h 30m
Southwest
Tue 9/2911:15 am
DEN
- MDW
1 stop4h 45m
Southwest
Deal found 7/30![Southwest logo]()
$219
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.
Tue 11/1012:30 pm
MDW
- DEN
1 stop4h 29m
Delta
Mon 11/166:05 am
DEN
- MDW
1 stop5h 30m
Delta
Deal found 7/30![Delta logo]()
$255
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:50 pm
ORD
- DEN
1 stop24h 47m
Frontier
Sun 9/137:12 pm
DEN
- ORD
1 stop14h 08m
Frontier
Deal found 7/29![Frontier logo]()
$275
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:00 am
ORD
- SLC
2 stops13h 56m
Alaska Airlines
Sat 9/197:06 am
SLC
- ORD
1 stop11h 15m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$378
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:15 pm
ORD
- DEN
Nonstop2h 44m
American Airlines
Thu 8/136:25 am
DEN
- ORD
1 stop6h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$443
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Sat 9/2611:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/30![Southwest logo]()
$224
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.
Mon 8/3110:00 pm
ORD
- DEN
Nonstop2h 53m
United Airlines
Mon 9/76:00 am
DEN
- ORD
Nonstop2h 43m
United Airlines
Deal found 8/2![United Airlines logo]()
$248
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:05 am
MDW
- DEN
Nonstop2h 40m
Southwest
Sat 10/243:20 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 8/1![Southwest logo]()
$237
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.
Fri 8/288:48 am
ORD
- DEN
1 stop5h 57m
Delta
Wed 9/210:19 am
DEN
- ORD
1 stop4h 58m
Delta
Deal found 7/31![Delta logo]()
$267
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 pm
MDW
- DEN
Nonstop2h 45m
Southwest
Tue 9/297:25 pm
DEN
- MDW
Nonstop2h 30m
Southwest
Deal found 8/1![Southwest logo]()
$237
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 10/165:00 am
ORD
- DEN
Nonstop2h 39m
United Airlines
Sun 10/186:00 am
DEN
- ORD
Nonstop2h 43m
United Airlines
Deal found 7/29![United Airlines logo]()
$276
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:55 pm
MDW
- DEN
Nonstop2h 40m
Southwest
Thu 12/107:05 am
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$237
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:25 pm
MDW
- DEN
Nonstop2h 40m
Southwest
Wed 10/2111:40 am
DEN
- MDW
1 stop3h 40m
Southwest
Deal found 8/1![Southwest logo]()
$243
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:35 pm
ORD
- COD
Nonstop3h 17m
United Airlines
Tue 8/255:53 pm
COD
- ORD
1 stop5h 06m
United Airlines
Deal found 7/30![United Airlines logo]()
$298
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 9/26:00 am
ORD
- WYS
2 stops7h 27m
Delta
Wed 9/911:29 am
WYS
- ORD
2 stops11h 30m
Delta
Deal found 8/3![Delta logo]()
$329
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:20 am
ORD
- SLC
1 stop7h 43m
Alaska Airlines
Mon 8/172:39 pm
SLC
- ORD
1 stop7h 57m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$385
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:45 am
MDW
- DEN
Nonstop2h 30m
Southwest
Wed 9/911:15 am
DEN
- MDW
1 stop3h 50m
Southwest
Deal found 8/3![Southwest logo]()
$243
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.
Sun 8/305:00 am
ORD
- COD
1 stop5h 30m
United Airlines
Sun 9/65:53 pm
COD
- ORD
1 stop5h 06m
United Airlines
Deal found 8/2![United Airlines logo]()
$308
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:00 am
ORD
- SLC
2 stops11h 56m
Alaska Airlines
Tue 10/62:15 pm
SLC
- ORD
1 stop22h 10m
Alaska Airlines
Deal found 7/31![Alaska Airlines logo]()
$394
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:55 pm
MDW
- DEN
2 stops7h 00m
Southwest
Fri 9/119:00 am
DEN
- MDW
1 stop4h 35m
Southwest
Deal found 7/31![Southwest logo]()
$246
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.
Sat 8/296:59 am
ORD
- SLC
1 stop8h 07m
Delta
Wed 9/22:05 pm
SLC
- ORD
Nonstop3h 14m
Delta
Deal found 7/30![Delta logo]()
$361
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am
ORD
- CPR
1 stop5h 49m
United Airlines
Sun 9/136:00 pm
CPR
- ORD
1 stop4h 59m
United Airlines
Deal found 7/30![United Airlines logo]()
$318
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am
ORD
- SLC
2 stops12h 59m
Alaska Airlines
Tue 10/206:42 pm
SLC
- ORD
1 stop9h 58m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$395
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 8/242:00 pm
ORD
- SLC
Nonstop3h 35m
Delta
Sat 8/298:25 am
SLC
- ORD
1 stop6h 05m
Delta
Deal found 7/30![Delta logo]()
$361
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Tue 9/811:15 am
DEN
- MDW
1 stop3h 45m
Southwest
Deal found 8/3![Southwest logo]()
$248
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:10 pm
ORD
- JAC
Nonstop3h 21m
American Airlines
Mon 9/213:41 pm
JAC
- ORD
Nonstop3h 29m
American Airlines
Deal found 8/3![American Airlines logo]()
$495
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 8/277:00 am
ORD
- SLC
1 stop10h 35m
Delta
Thu 9/37:50 am
SLC
- ORD
Nonstop3h 09m
Delta
Deal found 7/30![Delta logo]()
$361
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 pm
MDW
- DEN
1 stop3h 50m
Southwest
Mon 9/1411:05 am
DEN
- MDW
1 stop5h 05m
Southwest
Deal found 8/1![Southwest logo]()
$250
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:00 am
ORD
- DEN
2 stops14h 13m
Alaska Airlines
Sun 9/276:17 am
DEN
- ORD
1 stop16h 42m
Alaska Airlines
Deal found 8/2![Alaska Airlines logo]()
$403
Last-minute flights from Chicago to WyomingDiscover last-minute flight deals from Chicago to Wyoming. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Wyoming. Data last updated August 4, 2026 and is based on user searches.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Mon 8/249:55 am
DEN
- ORD
Nonstop2h 41m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm
ORD
- DEN
1 stop10h 18m
Frontier
Mon 8/317:00 am
DEN
- ORD
1 stop22h 17m
Frontier
Deal found 7/30![Frontier logo]()
$156
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm
ORD
- DEN
1 stop10h 18m
Frontier
Wed 9/211:59 pm
DEN
- ORD
1 stop6h 54m
Frontier
Deal found 7/30![Frontier logo]()
$158
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:26 pm
MDW
- DEN
1 stop10h 02m
Frontier
Wed 9/210:43 am
DEN
- MDW
1 stop11h 04m
Frontier
Deal found 7/29![Frontier logo]()
$158
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Wed 9/210:43 am
DEN
- ORD
1 stop8h 25m
Frontier
Deal found 7/30![Frontier logo]()
$163
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:11 pm
ORD
- DEN
1 stop8h 37m
Frontier
Mon 9/710:45 pm
DEN
- ORD
1 stop18h 36m
Frontier
Deal found 8/1![Frontier logo]()
$164
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:10 pm
ORD
- DEN
1 stop11h 57m
Frontier
Wed 9/97:12 pm
DEN
- ORD
1 stop26h 47m
Frontier
Deal found 7/30![Frontier logo]()
$166
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:10 pm
ORD
- DEN
1 stop11h 57m
Frontier
Wed 9/98:55 pm
DEN
- ORD
Nonstop2h 28m
Frontier
Deal found 8/3![Frontier logo]()
$162
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:55 pm
ORD
- DEN
1 stop14h 12m
Frontier
Tue 9/226:38 pm
DEN
- ORD
1 stop10h 00m
Frontier
Deal found 7/31![Frontier logo]()
$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:54 pm
MDW
- DEN
1 stop9h 55m
Frontier
Tue 9/2210:44 am
DEN
- MDW
1 stop6h 02m
Frontier
Deal found 7/31![Frontier logo]()
$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:55 am
ORD
- DEN
1 stop7h 04m
Frontier
Mon 9/216:30 am
DEN
- ORD
1 stop12h 05m
Frontier
Deal found 7/31![Frontier logo]()
$160
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:30 am
ORD
- DEN
Nonstop2h 45m
Frontier
Sun 9/208:55 pm
DEN
- ORD
Nonstop2h 28m
Frontier
Deal found 8/1![Frontier logo]()
$165
One-way flights from Chicago to WyomingSearch for one-way flight options from Chicago to Wyoming. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Chicago to Wyoming. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:50 am
MDW
- DEN
1 stop11h 20m
Frontier
Deal found 8/1![Frontier logo]()
$102
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:54 pm
MDW
- DEN
1 stop9h 55m
Frontier
Deal found 8/2![Frontier logo]()
$103
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 10/302:03 pm
ORD
- DEN
1 stop9h 30m
Frontier
Deal found 7/30![Frontier logo]()
$104
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:50 am
MDW
- DEN
1 stop11h 15m
Frontier
Deal found 8/2![Frontier logo]()
$104
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:54 pm
MDW
- DEN
1 stop9h 55m
Frontier
Deal found 7/30![Frontier logo]()
$105
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am
ORD
- DEN
Nonstop2h 39m
United Airlines
Deal found 7/30![United Airlines logo]()
$107
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 pm
MDW
- DEN
Nonstop2h 45m
Southwest
Deal found 8/3![Southwest logo]()
$107
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:46 pm
ORD
- DEN
1 stop7h 17m
Frontier
Deal found 7/31![Frontier logo]()
$108
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:30 am
ORD
- DEN
Nonstop2h 45m
Frontier
Deal found 7/29![Frontier logo]()
$109
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Deal found 7/30![Frontier logo]()
$111
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 8/247:05 am
ORD
- DEN
2 stops17h 09m
Frontier
Deal found 7/30![Frontier logo]()
$113
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.
Tue 9/17:05 am
ORD
- DEN
2 stops17h 09m
Frontier
Deal found 8/3![Frontier logo]()
$115
Find flight deals from Chicago to Wyoming
Keep the following information in mind while searching for Chicago to Wyoming flight deals. Data was last updated August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $156 (Cheapflightsfares) |
One-way from | $102 (Super.com) |
Popular in | January |
Cheapest in | April |
Average price | $500 |
Good round-trip deal | $449 or less |
Good one-way deal | $253 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Wyoming 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 4, 2026.
Use the filters below to find and compare flights from Chicago to Wyoming that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Sat 9/19
1:30 pm-3:17 pm
Nonstop2h 47m
Denver Intl
Tue 9/22
4:00 pm-7:40 pm
Nonstop2h 40m
$213
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Mon 9/21
7:30 am-9:00 am
Nonstop2h 30m
Denver Intl
Tue 9/29
11:15 am-5:00 pm
1 stop4h 45m
$219
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Tue 9/22
9:00 am-12:55 pm
1 stop4h 55m
Denver Intl
Sat 9/26
11:10 am-5:10 pm
1 stop5h 00m
$224
Quickest round-trip
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 10/21
6:05 am-7:45 am
Nonstop2h 40m
Denver Intl
Sat 10/24
3:20 pm-6:40 pm
Nonstop2h 20m
$237
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Sat 9/26
6:00 pm-7:45 pm
Nonstop2h 45m
Denver Intl
Tue 9/29
7:25 pm-10:55 pm
Nonstop2h 30m
$237
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 12/3
8:55 pm-10:35 pm
Nonstop2h 40m
Denver Intl
Thu 12/10
7:05 am-10:30 am
Nonstop2h 25m
$237
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Sat 10/17
7:25 pm-9:05 pm
Nonstop2h 40m
Denver Intl
Wed 10/21
11:40 am-4:20 pm
1 stop3h 40m
$243
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 9/3
6:45 am-8:15 am
Nonstop2h 30m
Denver Intl
Wed 9/9
11:15 am-4:05 pm
1 stop3h 50m
$243
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 9/9
1:55 pm-7:55 pm
2 stops7h 00m
Denver Intl
Fri 9/11
9:00 am-2:35 pm
1 stop4h 35m
$246
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Mon 8/31
10:00 pm-11:53 pm
Nonstop2h 53m
Denver Intl
Mon 9/7
6:00 am-9:43 am
Nonstop2h 43m
$248
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Wyoming
Have a flexible travel schedule? Discover the best time to fly to Wyoming from Chicago with our price prediction graph.
ORD-DEN
MDW-DEN
ORD-SLC
ORD-COD
ORD-WYS
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 Chicago to Wyoming
CHI-USWY
ORD-DEN
MDW-DEN
ORD-SLC
ORD-COD
What is the cheapest month to book a flight from Chicago to Wyoming?
Currently, April is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $362). Flying from Chicago to Wyoming in September is currently the most expensive (average of $512). 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 CHI to WY?
Find hourly flight availability from Chicago to Wyoming. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2026.
When flying from Chicago to Wyoming, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago to Wyoming
Explore weekly flight availability from Chicago to Wyoming. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 4, 2026.
The most flights from CHI to USWY are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Wyoming?
Airfare is typical for this route at the moment.
Chicago to Wyoming flights typically cost between $374 and $565 in September.The cheapest round-trip price found within the last 5 days was $375 on United Airlines (Sep 11-Sep 18).
How far ahead should I book a flight from Chicago to Wyoming?
The price you pay for your flight from Chicago to Wyoming may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Wyoming
Get insights into the airlines that provide service to Wyoming. 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 Wyoming. Reviews last updated August 4, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Wyoming by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Crew
8.1
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Crew
8.1
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Crew
8.1
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Wyoming. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Chicago to Wyoming
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wyoming by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Wyoming by cabin class
Find flights from Chicago to Wyoming, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Wyoming flights
Browse other Chicago and Wyoming flight options. Last updated on August 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Wyoming flights
Consider these flights traveling from Chicago to Wyoming.
Top 2 airlines flying from Chicago to Wyoming
Discover the top 2 airlines that operate flights from Chicago to Wyoming. 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$275 | Average$469 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$289 | Average$518 | FlexibilityNo cancel fee | On-time69% |