$210+ Cheap flights from Wyoming to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Dec 7 — Dec 141
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Wyoming to ChicagoExplore the most affordable flight options available from Wyoming to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 7, 2026.
Explore the most affordable flight options available from Wyoming to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 7, 2026.
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:05 pm -
1 stop4h 54m
Wed 12/912:29 pm -
1 stop5h 48m
Deal found 11/5![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/75:35 am -
1 stop4h 44m
Mon 12/144:07 pm -
1 stop7h 13m
Deal found 11/6![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:49 pm -
1 stop5h 40m
Sun 11/227:00 am -
1 stop7h 04m
Deal found 11/3![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
1 stop6h 55m
Tue 11/247:00 am -
1 stop4h 49m
Deal found 11/3![United Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:25 pm -
Nonstop3h 10m
Tue 12/158:58 am -
Nonstop3h 25m
Deal found 11/3![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sun 11/225:00 am -
1 stop5h 19m
Thu 11/267:00 am -
1 stop7h 48m
Deal found 11/6![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:07 pm -
1 stop7h 49m
Tue 12/157:25 am -
1 stop5h 46m
Deal found 11/3![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:07 pm -
1 stop7h 49m
Wed 12/162:04 pm -
1 stop6h 27m
Deal found 11/3![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:25 am -
2 stops10h 44m
Thu 12/177:25 am -
1 stop5h 46m
Deal found 11/3![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/121:07 pm -
1 stop7h 49m
Wed 12/162:04 pm -
1 stop6h 27m
Deal found 11/3![Delta logo]()
$449
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/303:18 pm -
1 stop6h 24m
Sun 1/36:50 am -
1 stop5h 08m
Deal found 11/5![United Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 am -
1 stop5h 04m
Wed 11/187:00 am -
1 stop7h 35m
Deal found 11/3![United Airlines logo]()
$453
Best flights from Wyoming to ChicagoDiscover carefully curated flight deals from Wyoming to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 7, 2026.
Discover carefully curated flight deals from Wyoming to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 7, 2026.
This United Airlines deal was found by Cheapflights users on 11/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/122:20 pm -
1 stop6h 10m
Tue 2/164:25 pm -
1 stop6h 34m
Deal found 11/7![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 11/6. 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 1/71:09 pm -
1 stop7h 59m
Mon 1/111:10 pm -
1 stop7h 11m
Deal found 11/6![Delta logo]()
$439
This Alaska Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/412:27 pm -
1 stop10h 32m
Sat 2/68:00 am -
1 stop29h 54m
Deal found 11/3![Alaska Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:05 pm -
1 stop4h 54m
Wed 12/912:29 pm -
1 stop5h 48m
Deal found 11/5![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/75:35 am -
1 stop4h 44m
Mon 12/144:07 pm -
1 stop7h 13m
Deal found 11/6![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:49 pm -
1 stop5h 40m
Sun 11/227:00 am -
1 stop7h 04m
Deal found 11/3![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
1 stop6h 55m
Tue 11/247:00 am -
1 stop4h 49m
Deal found 11/3![United Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/191:59 pm -
2 stops9h 03m
Wed 12/231:55 pm -
1 stop8h 32m
Deal found 11/3![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 11/4. 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.
Thu 11/191:12 pm -
1 stop7h 35m
Mon 11/235:30 am -
2 stops11h 53m
Deal found 11/4![Delta logo]()
$544
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sun 11/225:00 am -
1 stop5h 19m
Thu 11/267:00 am -
1 stop7h 48m
Deal found 11/6![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/303:18 pm -
1 stop6h 24m
Sun 1/36:50 am -
1 stop5h 08m
Deal found 11/5![United Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 11/2. 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 1/161:24 pm -
1 stop5h 37m
Wed 1/202:24 pm -
1 stop7h 10m
Deal found 11/2![United Airlines logo]()
$458
This United Airlines deal was found by Cheapflights users on 11/2. 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 1/302:01 pm -
1 stop6h 32m
Wed 2/37:00 am -
1 stop7h 26m
Deal found 11/2![United Airlines logo]()
$464
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/51:21 pm -
1 stop9h 38m
Wed 12/912:29 pm -
1 stop9h 13m
Deal found 11/6![United Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 11/6. 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 1/2610:35 am -
1 stop9h 57m
Sat 1/307:00 am -
1 stop8h 43m
Deal found 11/6![United Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/41:54 pm -
1 stop4h 34m
Fri 12/117:00 am -
1 stop7h 16m
Deal found 11/5![United Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:49 pm -
1 stop5h 41m
Wed 11/257:00 am -
1 stop7h 04m
Deal found 11/5![United Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:49 pm -
1 stop6h 41m
Mon 11/233:56 pm -
1 stop7h 02m
Deal found 11/3![United Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:24 pm -
1 stop7h 22m
Sat 11/217:00 am -
1 stop7h 42m
Deal found 11/3![United Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 11/6. 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 11/245:57 pm -
1 stop5h 02m
Fri 11/278:40 am -
1 stop5h 08m
Deal found 11/6![United Airlines logo]()
$497
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/77:00 am -
1 stop5h 21m
Mon 1/119:01 am -
Nonstop3h 37m
Deal found 11/5![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/192:25 pm -
1 stop6h 05m
Mon 11/234:20 pm -
1 stop5h 37m
Deal found 11/4![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/412:40 pm -
Nonstop3h 16m
Sat 2/69:01 am -
Nonstop3h 37m
Deal found 11/3![United Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 11/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:49 pm -
1 stop5h 40m
Thu 11/268:40 am -
1 stop7h 09m
Deal found 11/7![United Airlines logo]()
$589
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Fri 3/125:25 am -
1 stop16h 14m
Mon 3/152:18 pm -
1 stop9h 03m
Deal found 11/6![United Airlines logo]()
$596
This United Airlines deal was found by Cheapflights users on 11/6. 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 4/71:28 pm -
1 stop6h 02m
Sat 4/102:18 pm -
1 stop8h 20m
Deal found 11/6![United Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sun 11/225:00 am -
1 stop8h 55m
Sat 12/52:35 pm -
1 stop8h 39m
Deal found 11/6![United Airlines logo]()
$763
This United Airlines deal was found by Cheapflights users on 11/6. 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 11/212:01 pm -
1 stop7h 45m
Wed 11/257:00 am -
1 stop7h 01m
Deal found 11/6![United Airlines logo]()
$777
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:49 pm -
1 stop5h 40m
Sun 11/291:30 pm -
1 stop9h 28m
Deal found 11/5![United Airlines logo]()
$876
This United Airlines deal was found by Cheapflights users on 11/6. 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 11/215:00 am -
2 stops7h 04m
Sat 12/57:15 am -
2 stops15h 59m
Deal found 11/6![United Airlines logo]()
$886
Last-minute flights from Wyoming to ChicagoDiscover last-minute flight deals from Wyoming to Chicago. Data last updated November 7, 2026 and is based on user searches.
Discover last-minute flight deals from Wyoming to Chicago. Data last updated November 7, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 am -
1 stop5h 04m
Wed 11/187:00 am -
1 stop7h 35m
Deal found 11/3![United Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
1 stop6h 55m
Tue 11/247:00 am -
1 stop4h 49m
Deal found 11/3![United Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:49 pm -
1 stop5h 40m
Sun 11/227:00 am -
1 stop7h 04m
Deal found 11/3![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sun 11/225:00 am -
1 stop5h 19m
Thu 11/267:00 am -
1 stop7h 48m
Deal found 11/6![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:05 pm -
1 stop4h 54m
Wed 12/912:29 pm -
1 stop5h 48m
Deal found 11/5![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/75:35 am -
1 stop4h 44m
Mon 12/144:07 pm -
1 stop7h 13m
Deal found 11/6![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:07 pm -
1 stop7h 49m
Tue 12/157:25 am -
1 stop5h 46m
Deal found 11/3![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:07 pm -
1 stop7h 49m
Wed 12/162:04 pm -
1 stop6h 27m
Deal found 11/3![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:25 am -
2 stops10h 44m
Thu 12/177:25 am -
1 stop5h 46m
Deal found 11/3![Delta logo]()
$444
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:25 pm -
Nonstop3h 10m
Tue 12/158:58 am -
Nonstop3h 25m
Deal found 11/3![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/121:07 pm -
1 stop7h 49m
Wed 12/162:04 pm -
1 stop6h 27m
Deal found 11/3![Delta logo]()
$449
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/303:18 pm -
1 stop6h 24m
Sun 1/36:50 am -
1 stop5h 08m
Deal found 11/5![United Airlines logo]()
$452
One-way flights from Wyoming to ChicagoSearch for one-way flight options from Wyoming to Chicago. Find affordable one-way fares based on user searches. Data last updated November 7, 2026.
Search for one-way flight options from Wyoming to Chicago. Find affordable one-way fares based on user searches. Data last updated November 7, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3012:55 pm -
Nonstop3h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$210
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 1/152:25 pm -
1 stop6h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$220
This Delta deal was found by Cheapflights users on 11/4. 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.
Thu 1/142:56 pm -
1 stop8h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Delta logo]()
$240
This United Airlines deal was found by Cheapflights users on 11/4. 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 1/912:40 pm -
Nonstop3h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:07 pm -
1 stop7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/21:22 pm -
2 stops16h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![American Airlines logo]()
$257
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:25 pm -
Nonstop3h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:25 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:25 am -
2 stops7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$280
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/202:10 pm -
1 stop7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![United Airlines logo]()
$364
Find flight deals from Wyoming to Chicago
Keep the following information in mind while searching for Wyoming to Chicago flight deals. Data was last updated November 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $368 (United Airlines) |
One-way from | $210 (American Airlines) |
Popular in | April |
Cheapest in | March |
Average price | $719 |
Good round-trip deal | $530 or less |
Good one-way deal | $280 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Wyoming to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 7, 2026.
Use the filters below to find and compare flights from Wyoming to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Fri 1/15
12:40 pm-4:56 pm
Nonstop3h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$210
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Sat 1/9
12:40 pm-4:56 pm
Nonstop3h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$241
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Mon 3/22
4:25 pm-12:09 am
1 stop6h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$251
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Mon 2/22
2:20 pm-11:59 pm
1 stop8h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$256
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Sat 12/5
1:07 pm-9:56 pm
1 stop7h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$256
Quickest round-trip
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Wed 12/2
12:25 pm-4:35 pm
Nonstop3h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$260
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Sun 1/31
1:35 pm-10:31 pm
1 stop7h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Sun 2/7
1:45 pm-11:59 pm
1 stop9h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$350
SheridanChicago
SHR Sheridan County - ORD Chicago O'Hare Intl
SHRORD
Sheridan County
Sun 12/20
2:10 pm-10:42 pm
1 stop7h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$364
SheridanChicago
SHR Sheridan County - ORD Chicago O'Hare Intl
SHRORD
Sheridan County
Fri 2/12
2:20 pm-9:30 pm
1 stop6h 10m
Chicago O'Hare Intl
Tue 2/16
4:25 pm-9:59 pm
1 stop6h 34m
$368
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Wyoming to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Wyoming with our price prediction graph.
JAC-ORD
SHR-ORD
CPR-ORD
RKS-ORD
CYS-ORD
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 Wyoming to Chicago
USWY-CHI
JAC-ORD
SHR-ORD
CPR-ORD
RKS-ORD
What is the cheapest month to book a flight from Wyoming to Chicago?
Currently, October is the cheapest month in which you can book a flight from Wyoming to Chicago (average of $365). Flying from Wyoming to Chicago in November is currently the most expensive (average of $719). 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 WY to CHI?
Find hourly flight availability from Wyoming to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 7, 2026.
When flying from Wyoming to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Related info for your journey
Find useful and relevant information for your journey from Wyoming to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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
Chicago flight routes
Complete your trip
Flights by cabin class
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Alternative routes for Wyoming to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 7, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wyoming to Chicago by cabin class
Find flights from Wyoming to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wyoming and Chicago flights
Browse other Wyoming and Chicago flight options. Last updated on November 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wyoming to Chicago flights
Consider these flights traveling from Wyoming to Chicago.
Top 2 airlines flying from Wyoming to Chicago
Discover the top 2 airlines that operate flights from Wyoming to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$260 | Average$490 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$281 | Average$585 | FlexibilityNo cancel fee | On-time69% |