$88+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Apr 25 — May 21
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Wyoming with Cheapflights
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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 March 26, 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 March 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:35 am
ORD
- DEN
1 stop17h 45m
Multiple Airlines
Thu 4/3011:59 pm
DEN
- ORD
1 stop9h 24m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:53 pm
ORD
- DEN
Nonstop3h 08m
Frontier
Thu 4/161:09 pm
DEN
- ORD
1 stop8h 30m
Frontier
Deal found 3/26![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:56 pm
ORD
- DEN
1 stop14h 08m
Frontier
Tue 5/1211:54 pm
DEN
- ORD
1 stop7h 01m
Frontier
Deal found 3/26![Frontier logo]()
$159
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
MDW
- DEN
1 stop7h 09m
Frontier
Thu 4/231:09 pm
DEN
- MDW
1 stop8h 10m
Frontier
Deal found 3/25![Frontier logo]()
$160
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Wed 4/227:21 pm
ORD
- DEN
1 stop15h 24m
Frontier
Sun 4/2611:59 pm
DEN
- ORD
1 stop10h 33m
Frontier
Deal found 3/25![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/159:42 pm
ORD
- DEN
Nonstop3h 10m
Frontier
Mon 5/254:59 pm
DEN
- ORD
Nonstop2h 38m
Frontier
Deal found 3/25![Frontier logo]()
$161
This Booking.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/206:00 am
MDW
- DEN
1 stop6h 52m
Frontier
Fri 4/2411:59 pm
DEN
- MDW
1 stop15h 14m
Frontier
Deal found 3/25![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Wed 5/131:59 pm
ORD
- DEN
1 stop9h 25m
Frontier
Sat 5/1611:59 pm
DEN
- ORD
1 stop8h 28m
Frontier
Deal found 3/25![Frontier logo]()
$162
This Trip.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/206:00 am
MDW
- DEN
1 stop6h 52m
Frontier
Tue 4/281:09 pm
DEN
- MDW
1 stop8h 05m
Frontier
Deal found 3/24![Frontier logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Sat 4/119:32 am
ORD
- DEN
1 stop11h 15m
Frontier
Mon 4/139:45 am
DEN
- ORD
Nonstop2h 34m
Frontier
Deal found 3/24![Frontier logo]()
$163
This Trip.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Thu 5/73:07 pm
MDW
- DEN
1 stop6h 36m
Frontier
Tue 5/127:00 am
DEN
- MDW
1 stop6h 12m
Frontier
Deal found 3/22![Frontier logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/214:05 pm
ORD
- DEN
1 stop8h 53m
Frontier
Sun 5/247:00 am
DEN
- ORD
1 stop15h 01m
Frontier
Deal found 3/25![Frontier logo]()
$164
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 March 26, 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 March 26, 2026.
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 6/312:20 pm
MDW
- DEN
1 stop6h 00m
Southwest
Tue 6/912:20 pm
DEN
- MDW
1 stop3h 45m
Southwest
Deal found 3/25![Southwest logo]()
$174
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/182:00 pm
ORD
- DEN
Nonstop2h 56m
United Airlines
Tue 4/285:44 pm
DEN
- ORD
Nonstop2h 36m
United Airlines
Deal found 3/24![United Airlines logo]()
$175
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/108:05 pm
ORD
- DEN
1 stop4h 36m
Delta
Mon 5/116:05 am
DEN
- ORD
1 stop5h 56m
Delta
Deal found 3/22![Delta logo]()
$265
This Alaska Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Fri 5/83:52 pm
ORD
- SLC
1 stop8h 16m
Alaska Airlines
Sat 5/98:11 am
SLC
- ORD
1 stop9h 52m
Alaska Airlines
Deal found 3/22![Alaska Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 6/38:50 pm
MDW
- DEN
Nonstop2h 45m
Southwest
Sat 6/68:20 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 3/25![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/186:00 am
MDW
- DEN
Nonstop2h 40m
Southwest
Tue 4/2811:05 am
DEN
- MDW
1 stop4h 30m
Southwest
Deal found 3/24![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/183:05 pm
ORD
- DEN
Nonstop3h 00m
Southwest
Tue 4/284:25 pm
DEN
- ORD
1 stop6h 30m
Southwest
Deal found 3/24![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/236:00 am
MDW
- DEN
Nonstop2h 40m
Southwest
Mon 4/276:35 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 3/25![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/306:00 am
MDW
- DEN
Nonstop2h 40m
Southwest
Sat 5/26:20 am
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 3/24![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 5/89:35 pm
MDW
- DEN
Nonstop2h 40m
Southwest
Tue 5/126:35 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 3/23![Southwest logo]()
$192
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:21 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Thu 5/284:23 pm
JAC
- ORD
1 stop5h 26m
United Airlines
Deal found 3/26![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/241:59 pm
MDW
- JAC
1 stop7h 16m
Delta
Thu 5/287:45 am
JAC
- MDW
2 stops9h 48m
Delta
Deal found 3/22![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/163:45 pm
ORD
- DEN
2 stops9h 00m
Southwest
Tue 4/216:15 am
DEN
- ORD
1 stop5h 35m
Southwest
Deal found 3/24![Southwest logo]()
$200
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/97:00 am
ORD
- COD
1 stop6h 58m
United Airlines
Mon 4/131:33 pm
COD
- ORD
1 stop8h 21m
United Airlines
Deal found 3/25![United Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/248:50 am
ORD
- JAC
2 stops8h 23m
Delta
Wed 4/291:09 pm
JAC
- ORD
1 stop7h 09m
Delta
Deal found 3/24![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/143:45 pm
ORD
- DEN
2 stops9h 00m
Southwest
Mon 5/186:05 am
DEN
- ORD
1 stop6h 10m
Southwest
Deal found 3/22![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 4/84:10 pm
ORD
- LAR
1 stop6h 49m
United Airlines
Sun 4/126:23 pm
LAR
- ORD
1 stop5h 07m
United Airlines
Deal found 3/23![United Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/13:45 pm
ORD
- DEN
2 stops9h 00m
Southwest
Wed 5/66:30 am
DEN
- ORD
1 stop6h 25m
Southwest
Deal found 3/22![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 6/64:28 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Thu 6/114:23 pm
JAC
- ORD
1 stop7h 21m
United Airlines
Deal found 3/22![United Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 7/236:22 am
ORD
- SLC
1 stop13h 40m
Alaska Airlines
Mon 7/277:40 am
SLC
- ORD
1 stop20h 22m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/296:30 am
MDW
- DEN
Nonstop2h 40m
Southwest
Sat 5/25:45 pm
DEN
- MDW
Nonstop2h 35m
Southwest
Deal found 3/21![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 6/27:00 am
ORD
- JAC
2 stops10h 59m
Delta
Tue 6/97:39 am
JAC
- ORD
2 stops10h 52m
Delta
Deal found 3/23![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 8/306:00 am
ORD
- WYS
1 stop8h 20m
United Airlines
Sat 9/55:45 pm
WYS
- ORD
1 stop5h 14m
United Airlines
Deal found 3/22![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/45:15 am
ORD
- JAC
2 stops11h 58m
Delta
Fri 5/81:15 pm
JAC
- ORD
2 stops9h 44m
Delta
Deal found 3/25![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/145:30 am
MDW
- DEN
1 stop5h 45m
Southwest
Mon 5/188:20 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 3/22![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 5/292:11 pm
ORD
- SLC
Nonstop3h 29m
Delta
Mon 6/12:40 pm
SLC
- ORD
Nonstop3h 10m
Delta
Deal found 3/23![Delta logo]()
$433
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 8/295:00 am
ORD
- CPR
1 stop6h 48m
United Airlines
Tue 9/15:15 am
CPR
- ORD
1 stop6h 15m
United Airlines
Deal found 3/22![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/1911:55 am
ORD
- DEN
2 stops11h 40m
Southwest
Wed 5/206:15 am
DEN
- ORD
1 stop6h 00m
Southwest
Deal found 3/22![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 5/317:45 pm
ORD
- SLC
Nonstop3h 30m
Delta
Sat 6/65:45 pm
SLC
- ORD
Nonstop3h 05m
Delta
Deal found 3/24![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 4/912:55 pm
ORD
- LAR
1 stop5h 22m
United Airlines
Mon 4/136:23 pm
LAR
- ORD
1 stop5h 06m
United Airlines
Deal found 3/23![United Airlines logo]()
$419
Last-minute flights from Chicago to WyomingDiscover last-minute flight deals from Chicago to Wyoming. Data last updated March 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Wyoming. Data last updated March 26, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Wed 4/84:34 pm
ORD
- DEN
1 stop7h 30m
Frontier
Mon 4/139:45 am
DEN
- ORD
Nonstop2h 34m
Frontier
Deal found 3/23![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Thu 4/96:00 pm
ORD
- DEN
1 stop6h 58m
Frontier
Sat 4/119:00 pm
DEN
- ORD
Nonstop2h 38m
Frontier
Deal found 3/22![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Sat 4/119:32 am
ORD
- DEN
1 stop11h 15m
Frontier
Mon 4/139:45 am
DEN
- ORD
Nonstop2h 34m
Frontier
Deal found 3/24![Frontier logo]()
$163
This Super.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 4/1710:55 am
ORD
- DEN
Nonstop3h 03m
Frontier
Mon 4/206:15 am
DEN
- ORD
Nonstop2h 35m
Frontier
Deal found 3/23![Frontier logo]()
$165
This Trip.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Fri 4/172:15 pm
MDW
- DEN
1 stop9h 14m
Frontier
Mon 4/271:07 pm
DEN
- MDW
1 stop8h 12m
Frontier
Deal found 3/24![Frontier logo]()
$167
This Booking.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/206:00 am
MDW
- DEN
1 stop6h 52m
Frontier
Fri 4/2411:59 pm
DEN
- MDW
1 stop15h 14m
Frontier
Deal found 3/25![Frontier logo]()
$162
This Trip.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/206:00 am
MDW
- DEN
1 stop6h 52m
Frontier
Tue 4/281:09 pm
DEN
- MDW
1 stop8h 05m
Frontier
Deal found 3/24![Frontier logo]()
$163
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/215:30 pm
MDW
- DEN
Nonstop2h 40m
Southwest
Tue 4/2811:05 am
DEN
- MDW
1 stop4h 30m
Southwest
Deal found 3/24![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/2110:30 am
ORD
- DEN
Nonstop2h 45m
Southwest
Tue 4/282:50 pm
DEN
- ORD
1 stop8h 05m
Southwest
Deal found 3/24![Southwest logo]()
$169
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Wed 4/227:21 pm
ORD
- DEN
1 stop15h 24m
Frontier
Sun 4/2611:59 pm
DEN
- ORD
1 stop10h 33m
Frontier
Deal found 3/25![Frontier logo]()
$160
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/226:30 am
MDW
- DEN
Nonstop2h 40m
Southwest
Wed 4/2911:05 am
DEN
- MDW
1 stop4h 45m
Southwest
Deal found 3/25![Southwest logo]()
$169
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
MDW
- DEN
1 stop7h 09m
Frontier
Thu 4/231:09 pm
DEN
- MDW
1 stop8h 10m
Frontier
Deal found 3/25![Frontier logo]()
$160
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 March 26, 2026.
Search for one-way flight options from Chicago to Wyoming. Find affordable one-way fares based on user searches. Data last updated March 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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 5/193:07 pm
MDW
- DEN
1 stop16h 26m
Frontier
Deal found 3/23![Frontier logo]()
$88
This Super.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Tue 4/74:34 pm
ORD
- DEN
1 stop7h 30m
Frontier
Deal found 3/23![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Thu 4/164:15 pm
MDW
- DEN
1 stop7h 34m
Frontier
Deal found 3/22![Frontier logo]()
$89
This Cheapflightsfares deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Sun 5/174:05 pm
ORD
- DEN
1 stop8h 53m
Frontier
Deal found 3/23![Frontier logo]()
$90
This CheapOair deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MDW
- DEN
1 stop7h 04m
Frontier
Deal found 3/23![Frontier logo]()
$90
This Trip.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/135:11 pm
MDW
- DEN
1 stop7h 47m
Frontier
Deal found 3/25![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/83:29 pm
ORD
- DEN
Nonstop3h 08m
Frontier
Deal found 3/25![Frontier logo]()
$93
This Trip.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Tue 4/72:56 pm
MDW
- DEN
1 stop9h 08m
Frontier
Deal found 3/23![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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 4/125:25 am
ORD
- DEN
1 stop27h 45m
Frontier
Deal found 3/24![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Thu 5/143:07 pm
MDW
- DEN
1 stop9h 41m
Frontier
Deal found 3/24![Frontier logo]()
$94
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/2911:55 am
ORD
- DEN
2 stops11h 40m
Southwest
Deal found 3/25![Southwest logo]()
$95
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/216:00 am
MDW
- DEN
1 stop9h 04m
Frontier
Deal found 3/25![Frontier logo]()
$95
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 March 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $160 (Priceline) |
One-way from | $88 (Kiwi.com) |
Popular in | November |
Cheapest in | April |
Average price | $403 |
Good round-trip deal | $360 or less |
Good one-way deal | $210 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 March 26, 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
MDW - DEN
MDWDEN
Chicago Midway
Wed 6/3
12:20 pm-5:20 pm
1 stop6h 00m
Denver Intl
Tue 6/9
12:20 pm-5:05 pm
1 stop3h 45m
$174
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Sat 4/18
2:00 pm-3:56 pm
Nonstop2h 56m
Denver Intl
Tue 4/28
5:44 pm-9:20 pm
Nonstop2h 36m
$175
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 6/3
8:50 pm-10:35 pm
Nonstop2h 45m
Denver Intl
Sat 6/6
8:20 pm-11:40 pm
Nonstop2h 20m
$175
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Sat 4/18
6:00 am-7:40 am
Nonstop2h 40m
Denver Intl
Tue 4/28
11:05 am-4:35 pm
1 stop4h 30m
$181
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Sat 4/18
3:05 pm-5:05 pm
Nonstop3h 00m
Denver Intl
Tue 4/28
4:25 pm-11:55 pm
1 stop6h 30m
$185
Quickest round-trip
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 4/23
6:00 am-7:40 am
Nonstop2h 40m
Denver Intl
Mon 4/27
6:35 am-9:55 am
Nonstop2h 20m
$191
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 4/30
6:00 am-7:40 am
Nonstop2h 40m
Denver Intl
Sat 5/2
6:20 am-9:45 am
Nonstop2h 25m
$191
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Fri 5/8
9:35 pm-11:15 pm
Nonstop2h 40m
Denver Intl
Tue 5/12
6:35 am-9:55 am
Nonstop2h 20m
$192
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Thu 4/16
3:45 pm-11:45 pm
2 stops9h 00m
Denver Intl
Tue 4/21
6:15 am-12:50 pm
1 stop5h 35m
$200
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Thu 5/14
3:45 pm-11:45 pm
2 stops9h 00m
Denver Intl
Mon 5/18
6:05 am-1:15 pm
1 stop6h 10m
$217
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.
MDW-DEN
ORD-DEN
ORD-SLC
ORD-JAC
MDW-JAC
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
MDW-DEN
ORD-DEN
ORD-SLC
ORD-JAC
What is the cheapest month to book a flight from Chicago to Wyoming?
Currently, October is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $229). Flying from Chicago to Wyoming in November is currently the most expensive (average of $355). 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 March 26, 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 March 26, 2026.
The most flights from CHI to USWY are scheduled on a Monday (2 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Chicago to Wyoming?
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 March 26, 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.
Food
6.6
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
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.
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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 March 26, 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 3 airlines flying from Chicago to Wyoming
Discover the top 3 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 March 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$211 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$265 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$289 | Average$438 | FlexibilityNo cancel fee | On-time71% |