$106+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Aug 6 — Aug 131
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 July 7, 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 July 7, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/292:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Tue 9/111:59 pm
DEN
- ORD
1 stop6h 54m
Frontier
Deal found 7/4![Frontier logo]()
$172
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Sat 8/89:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Mon 8/105:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/6![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:40 pm
ORD
- DEN
Nonstop2h 49m
Frontier
Sun 9/135:56 pm
DEN
- ORD
Nonstop2h 39m
Frontier
Deal found 7/2![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/192:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Wed 8/2611:59 pm
DEN
- ORD
1 stop6h 54m
Frontier
Deal found 7/5![Frontier logo]()
$175
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 10/217:40 am
MDW
- DEN
Nonstop2h 35m
Southwest
Thu 10/223:25 pm
DEN
- MDW
1 stop4h 05m
Southwest
Deal found 7/6![Southwest logo]()
$175
This Orbitz deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:40 pm
ORD
- DEN
Nonstop2h 49m
Frontier
Fri 9/256:25 am
DEN
- ORD
Nonstop2h 36m
Frontier
Deal found 7/5![Frontier logo]()
$176
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/119:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Thu 8/133:15 pm
DEN
- MDW
1 stop3h 30m
Southwest
Deal found 7/6![Southwest logo]()
$176
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/202:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Thu 8/279:55 am
DEN
- ORD
Nonstop2h 41m
Frontier
Deal found 7/6![Frontier logo]()
$177
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/108:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/6![Southwest logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/139:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Mon 8/175:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/4![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/229:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Fri 7/245:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/5![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Wed 8/59:20 am
ORD
- DEN
1 stop11h 57m
Frontier
Wed 8/125:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/6![Frontier logo]()
$180
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 July 7, 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 July 7, 2026.
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/108:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/6![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:42 pm
MDW
- DEN
1 stop5h 06m
Delta
Wed 8/1212:59 am
DEN
- MDW
1 stop7h 18m
Delta
Deal found 7/2![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/117:50 pm
ORD
- DEN
Nonstop2h 54m
United Airlines
Thu 8/137:10 pm
DEN
- ORD
Nonstop2h 36m
United Airlines
Deal found 7/6![United Airlines logo]()
$255
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/99:57 pm
ORD
- SLC
1 stop10h 34m
Frontier
Sat 7/118:16 am
SLC
- ORD
1 stop11h 36m
Frontier
Deal found 7/6![Frontier logo]()
$352
This Sun Country Air deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:05 pm
ORD
- DEN
1 stop15h 22m
Sun Country Air
Sat 7/2510:19 am
DEN
- ORD
1 stop5h 45m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$395
This Southwest deal was found by Cheapflights users on 7/3. 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.
Wed 9/23:50 pm
MDW
- DEN
Nonstop2h 30m
Southwest
Wed 9/98:25 am
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/3![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/1012:05 pm
MDW
- DEN
1 stop4h 55m
Southwest
Mon 8/108:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/6![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 7/2. 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 10/28:55 am
ORD
- DEN
1 stop6h 03m
Delta
Sat 10/36:05 am
DEN
- ORD
1 stop6h 08m
Delta
Deal found 7/2![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/267:50 pm
ORD
- DEN
Nonstop2h 54m
United Airlines
Mon 9/285:36 pm
DEN
- ORD
Nonstop2h 42m
United Airlines
Deal found 7/4![United Airlines logo]()
$265
This Southwest deal was found by Cheapflights users on 7/3. 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 8/1811:10 am
MDW
- DEN
1 stop4h 50m
Southwest
Tue 8/257:25 pm
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/3![Southwest logo]()
$233
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/227:00 am
ORD
- DEN
Nonstop2h 52m
United Airlines
Sat 8/227:10 pm
DEN
- ORD
Nonstop2h 36m
United Airlines
Deal found 7/6![United Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:51 pm
MDW
- DEN
1 stop7h 00m
Delta
Tue 8/186:05 am
DEN
- MDW
1 stop5h 34m
Delta
Deal found 7/4![Delta logo]()
$265
This Alaska Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/82:18 pm
ORD
- JAC
2 stops24h 12m
Alaska Airlines
Sat 9/122:10 pm
JAC
- ORD
2 stops22h 12m
Alaska Airlines
Deal found 7/4![Alaska Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:22 am
ORD
- DEN
1 stop7h 01m
Delta
Sun 8/306:05 am
DEN
- ORD
1 stop6h 03m
Delta
Deal found 7/2![Delta logo]()
$266
This Southwest deal was found by Cheapflights users on 7/3. 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 8/156:50 am
MDW
- DEN
Nonstop2h 30m
Southwest
Fri 8/218:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/3![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 7/3. 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.
Mon 8/178:48 am
ORD
- DEN
1 stop5h 57m
Delta
Sun 8/2312:59 am
DEN
- ORD
1 stop5h 57m
Delta
Deal found 7/3![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/118:50 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Wed 8/1911:15 am
DEN
- MDW
1 stop4h 45m
Southwest
Deal found 7/4![Southwest logo]()
$251
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/221:30 pm
ORD
- LAR
1 stop4h 47m
United Airlines
Sat 8/295:30 am
LAR
- ORD
1 stop4h 58m
United Airlines
Deal found 7/6![United Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/55:00 am
ORD
- CPR
1 stop4h 51m
United Airlines
Tue 8/114:15 pm
CPR
- ORD
1 stop6h 44m
United Airlines
Deal found 7/6![United Airlines logo]()
$308
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:20 pm
MDW
- DEN
Nonstop2h 40m
Southwest
Mon 10/58:55 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/2![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/255:10 pm
ORD
- DEN
1 stop5h 23m
Delta
Sun 9/276:00 am
DEN
- ORD
1 stop4h 39m
Delta
Deal found 7/4![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/65:20 pm
ORD
- DEN
1 stop6h 28m
Delta
Sun 8/912:59 am
DEN
- ORD
1 stop5h 57m
Delta
Deal found 7/6![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/1211:10 am
MDW
- DEN
1 stop4h 50m
Southwest
Sun 8/168:30 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/5![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:55 am
ORD
- DEN
1 stop6h 03m
Delta
Sun 10/46:05 am
DEN
- ORD
1 stop5h 54m
Delta
Deal found 7/4![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 11/76:15 pm
ORD
- LAR
1 stop4h 41m
United Airlines
Wed 11/116:30 pm
LAR
- ORD
1 stop4h 27m
United Airlines
Deal found 7/2![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/145:00 pm
MDW
- DEN
1 stop3h 50m
Southwest
Sun 8/168:30 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/4![Southwest logo]()
$271
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/275:00 am
ORD
- COD
1 stop5h 30m
United Airlines
Sun 8/305:00 am
COD
- ORD
1 stop5h 28m
United Airlines
Deal found 7/4![United Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/87:45 am
MDW
- DEN
1 stop4h 55m
Southwest
Mon 8/108:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/6![Southwest logo]()
$275
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/213:35 pm
ORD
- COD
Nonstop3h 17m
United Airlines
Tue 8/255:53 pm
COD
- ORD
1 stop5h 06m
United Airlines
Deal found 7/2![United Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 7/2. 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 7/287:29 am
ORD
- SLC
1 stop9h 34m
Delta
Sat 8/15:10 pm
SLC
- ORD
Nonstop3h 10m
Delta
Deal found 7/2![Delta logo]()
$371
Last-minute flights from Chicago to WyomingDiscover last-minute flight deals from Chicago to Wyoming. Data last updated July 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Wyoming. Data last updated July 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/229:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Fri 7/245:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/5![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Fri 8/75:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/2![Frontier logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Wed 8/59:20 am
ORD
- DEN
1 stop11h 57m
Frontier
Wed 8/125:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/6![Frontier logo]()
$180
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Sat 8/89:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Mon 8/105:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/6![Frontier logo]()
$173
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/108:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/6![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/119:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Thu 8/133:15 pm
DEN
- MDW
1 stop3h 30m
Southwest
Deal found 7/6![Southwest logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/139:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Mon 8/175:05 pm
DEN
- ORD
Nonstop2h 47m
Frontier
Deal found 7/4![Frontier logo]()
$178
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/137:35 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Mon 8/179:00 am
DEN
- MDW
1 stop4h 35m
Southwest
Deal found 7/6![Southwest logo]()
$181
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/192:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Wed 8/2611:59 pm
DEN
- ORD
1 stop6h 54m
Frontier
Deal found 7/5![Frontier logo]()
$175
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/202:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Thu 8/279:55 am
DEN
- ORD
Nonstop2h 41m
Frontier
Deal found 7/6![Frontier logo]()
$177
This deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 8/299:55 am
DEN
- ORD
Nonstop2h 41m
Frontier
Deal found 7/6![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/292:41 pm
ORD
- DEN
Nonstop3h 04m
Frontier
Tue 9/111:59 pm
DEN
- ORD
1 stop6h 54m
Frontier
Deal found 7/4![Frontier logo]()
$172
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 July 7, 2026.
Search for one-way flight options from Chicago to Wyoming. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/19:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Deal found 7/5![Frontier logo]()
$106
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:15 pm
MDW
- DEN
1 stop5h 15m
Southwest
Deal found 7/2![Southwest logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Deal found 7/3![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 7/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:50 am
MDW
- DEN
1 stop11h 15m
Frontier
Deal found 7/3![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 7/2. 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.
Tue 7/219:57 pm
ORD
- DEN
Nonstop3h 00m
Frontier
Deal found 7/2![Frontier logo]()
$110
This Expedia deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Tue 8/45:13 pm
ORD
- DEN
1 stop15h 54m
Frontier
Deal found 7/6![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/211:50 am
MDW
- DEN
1 stop11h 20m
Frontier
Deal found 7/7![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 10/2611:06 am
ORD
- DEN
Nonstop2h 54m
Frontier
Deal found 7/5![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 7/286:05 am
MDW
- DEN
1 stop8h 55m
Frontier
Deal found 7/4![Frontier logo]()
$112
This Delta deal was found by Cheapflights users on 7/3. 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 7/296:30 am
ORD
- DEN
1 stop4h 33m
Delta
Deal found 7/3![Delta logo]()
$113
This Delta deal was found by Cheapflights users on 7/2. 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 7/289:54 am
MDW
- DEN
1 stop6h 36m
Delta
Deal found 7/2![Delta logo]()
$113
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Wed 8/1210:15 pm
ORD
- DEN
Nonstop2h 44m
American Airlines
Deal found 7/3![American Airlines logo]()
$114
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 July 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Cheapflightsfares) |
One-way from | $106 (Cheapflightsfares) |
Popular in | November |
Cheapest in | April |
Average price | $495 |
Good round-trip deal | $462 or less |
Good one-way deal | $214 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 July 7, 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
Mon 8/10
8:15 pm-9:50 pm
Nonstop2h 35m
Denver Intl
Sat 8/15
11:10 am-5:10 pm
1 stop5h 00m
$177
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 9/2
3:50 pm-5:20 pm
Nonstop2h 30m
Denver Intl
Wed 9/9
8:25 am-11:50 am
Nonstop2h 25m
$227
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Mon 8/10
12:05 pm-4:00 pm
1 stop4h 55m
Denver Intl
Mon 8/10
8:25 pm-11:45 pm
Nonstop2h 20m
$228
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Tue 8/18
11:10 am-3:00 pm
1 stop4h 50m
Denver Intl
Tue 8/25
7:25 pm-10:50 pm
Nonstop2h 25m
$233
Quickest round-trip
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Sat 8/15
6:50 am-8:20 am
Nonstop2h 30m
Denver Intl
Fri 8/21
8:25 pm-11:45 pm
Nonstop2h 20m
$246
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 8/6
6:42 pm-10:48 pm
1 stop5h 06m
Denver Intl
Wed 8/12
12:59 am-9:17 am
1 stop7h 18m
$247
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Tue 8/11
8:50 pm-10:25 pm
Nonstop2h 35m
Denver Intl
Wed 8/19
11:15 am-5:00 pm
1 stop4h 45m
$251
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Tue 8/11
7:50 pm-9:44 pm
Nonstop2h 54m
Denver Intl
Thu 8/13
7:10 pm-10:46 pm
Nonstop2h 36m
$255
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Fri 10/2
8:55 am-1:58 pm
1 stop6h 03m
Denver Intl
Sat 10/3
6:05 am-1:13 pm
1 stop6h 08m
$255
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Fri 10/2
9:20 pm-11:00 pm
Nonstop2h 40m
Denver Intl
Mon 10/5
8:55 pm-12:15 am
Nonstop2h 20m
$256
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-JAC
ORD-LAR
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-JAC
What is the cheapest month to book a flight from Chicago to Wyoming?
Currently, September is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $191). Flying from Chicago to Wyoming in November is currently the most expensive (average of $346). 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 July 7, 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 July 7, 2026.
The most flights from CHI to USWY are scheduled on a Monday (6 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Chicago to Wyoming?
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 80 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 July 7, 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.
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentTim,May 2023
ORD - DLH
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 July 7, 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 July 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$263 | Average$516 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$466 | FlexibilityNo cancel fee | On-time71% |