$105+ Cheap flights from Denver (DEN) 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Denver to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Denver Intl to Chicago are usually found in January or December, booked 79 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Denver to Chicago
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Cheapest flights from Denver to ChicagoExplore the most affordable flight options available from Denver to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
Explore the most affordable flight options available from Denver to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
This CheapOair deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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.
Sun 12/203:48 pm -
Nonstop2h 34m
Wed 12/3010:41 pm -
Nonstop2h 55m
Deal found 10/10![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/38:55 pm -
Nonstop2h 26m
Wed 11/49:51 am -
2 stops12h 42m
Deal found 10/9![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 12/173:48 pm -
Nonstop2h 34m
Wed 12/2310:41 pm -
Nonstop2h 55m
Deal found 10/9![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/198:55 pm -
Nonstop2h 26m
Sun 11/226:40 am -
Nonstop2h 56m
Deal found 10/9![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Tue 10/278:55 pm -
Nonstop2h 26m
Thu 10/2910:40 am -
1 stop6h 13m
Deal found 10/9![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/68:55 pm -
Nonstop2h 26m
Mon 11/99:51 am -
1 stop23h 22m
Deal found 10/9![Frontier logo]()
$180
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:55 pm -
Nonstop2h 26m
Fri 11/137:25 pm -
1 stop13h 54m
Deal found 10/9![Multiple Airlines logo]()
$181
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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.
Tue 11/249:26 pm -
Nonstop2h 27m
Fri 12/47:00 am -
Nonstop3h 02m
Deal found 10/11![Frontier logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 11/58:55 pm -
Nonstop2h 26m
Sat 11/710:29 am -
1 stop12h 05m
Deal found 10/10![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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 11/58:55 pm -
Nonstop2h 26m
Fri 11/137:50 pm -
1 stop13h 32m
Deal found 10/11![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:55 pm -
Nonstop2h 26m
Tue 11/37:35 pm -
2 stops21h 18m
Deal found 10/9![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/76:35 am -
Nonstop2h 20m
Sat 11/146:25 pm -
Nonstop2h 55m
Deal found 10/9![Southwest logo]()
$189
Best flights from Denver to ChicagoDiscover carefully curated flight deals from Denver to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Denver to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 12/117:10 am -
Nonstop2h 20m
Mon 12/148:05 am -
Nonstop2h 55m
Deal found 10/9![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 12/811:13 am -
1 stop4h 30m
Tue 1/56:00 am -
1 stop5h 12m
Deal found 10/12![Delta logo]()
$263
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 12/195:50 am -
Nonstop2h 44m
Sun 1/174:15 pm -
Nonstop2h 55m
Deal found 10/13![United Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:05 am -
Nonstop2h 25m
Mon 12/78:55 pm -
Nonstop2h 40m
Deal found 10/12![Southwest logo]()
$243
This Alaska Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 12/41:54 pm -
1 stop25h 53m
Tue 12/82:13 pm -
2 stops25h 11m
Deal found 10/10![Alaska Airlines logo]()
$534
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 11/96:45 pm -
Nonstop2h 15m
Mon 11/161:20 pm -
1 stop5h 05m
Deal found 10/10![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/1310:36 am -
1 stop6h 54m
Sun 11/156:23 am -
1 stop6h 58m
Deal found 10/13![Delta logo]()
$290
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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 11/42:25 pm -
1 stop4h 15m
Sat 11/710:20 am -
Nonstop2h 45m
Deal found 10/11![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 12/106:10 am -
1 stop6h 46m
Mon 1/47:00 am -
1 stop8h 03m
Deal found 10/12![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 11/125:20 pm -
1 stop5h 50m
Mon 11/166:05 am -
Nonstop2h 55m
Deal found 10/10![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/166:05 pm -
Nonstop2h 25m
Sat 11/215:10 pm -
1 stop4h 00m
Deal found 10/13![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 12/186:19 pm -
1 stop14h 00m
Fri 1/87:00 am -
1 stop8h 03m
Deal found 10/9![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/61:20 pm -
1 stop3h 25m
Wed 11/111:20 pm -
1 stop5h 05m
Deal found 10/13![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 3/66:45 am -
1 stop4h 52m
Wed 3/106:00 am -
1 stop7h 03m
Deal found 10/12![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/61:20 pm -
1 stop3h 25m
Mon 11/93:05 pm -
1 stop5h 25m
Deal found 10/13![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/278:10 am -
1 stop5h 00m
Fri 12/41:20 pm -
1 stop5h 05m
Deal found 10/13![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/166:45 am -
1 stop4h 52m
Sun 3/217:00 am -
1 stop8h 03m
Deal found 10/12![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/12:20 pm -
1 stop6h 17m
Sun 4/46:00 am -
1 stop7h 03m
Deal found 10/13![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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.
Sun 12/2012:25 pm -
1 stop4h 30m
Thu 12/318:55 pm -
Nonstop2h 40m
Deal found 10/11![Southwest logo]()
$270
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 11/219:10 pm -
Nonstop2h 20m
Sun 11/2210:10 am -
1 stop4h 40m
Deal found 10/10![Southwest logo]()
$270
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 12/186:45 pm -
Nonstop2h 15m
Sun 1/178:30 am -
1 stop5h 10m
Deal found 10/13![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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 10/256:20 am -
1 stop5h 39m
Wed 10/2811:19 am -
1 stop7h 13m
Deal found 10/11![Delta logo]()
$477
Last-minute flights from Denver to ChicagoDiscover last-minute flight deals from Denver to Chicago. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Denver to Chicago. Data last updated October 14, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/218:55 pm -
Nonstop2h 29m
Wed 10/286:30 am -
Nonstop2h 56m
Deal found 10/8![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Tue 10/278:55 pm -
Nonstop2h 26m
Thu 10/2910:40 am -
1 stop6h 13m
Deal found 10/9![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/286:10 am -
1 stop14h 00m
Fri 10/307:50 pm -
1 stop13h 32m
Deal found 10/8![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:55 pm -
Nonstop2h 26m
Tue 11/37:35 pm -
2 stops21h 18m
Deal found 10/9![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Sun 11/18:55 pm -
Nonstop2h 26m
Mon 11/26:30 am -
Nonstop2h 56m
Deal found 10/9![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 11/58:55 pm -
Nonstop2h 26m
Sat 11/710:29 am -
1 stop12h 05m
Deal found 10/10![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/68:55 pm -
Nonstop2h 26m
Mon 11/99:51 am -
1 stop23h 22m
Deal found 10/9![Frontier logo]()
$180
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:55 pm -
Nonstop2h 26m
Fri 11/137:25 pm -
1 stop13h 54m
Deal found 10/9![Multiple Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/76:35 am -
Nonstop2h 20m
Sat 11/146:25 pm -
Nonstop2h 55m
Deal found 10/9![Southwest logo]()
$189
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/87:10 pm -
1 stop12h 36m
Sat 11/146:30 am -
Nonstop2h 56m
Deal found 10/8![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/198:55 pm -
Nonstop2h 26m
Sun 11/226:40 am -
Nonstop2h 56m
Deal found 10/9![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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.
Tue 11/2410:29 pm -
1 stop11h 31m
Thu 12/37:00 am -
Nonstop3h 02m
Deal found 10/11![Frontier logo]()
$183
One-way flights from Denver to ChicagoSearch for one-way flight options from Denver to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Denver to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Super.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 12/107:47 am -
1 stop14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 11/96:30 am -
1 stop27h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 10/2910:47 am -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” 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.
Sun 12/203:48 pm -
Nonstop2h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/56:10 am -
1 stop12h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/237:20 pm -
1 stop11h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Frontier logo]()
$108
This Priceline deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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.
Tue 11/34:17 pm -
1 stop5h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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 12/263:48 pm -
Nonstop2h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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.
Sat 12/128:07 pm -
1 stop17h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” 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.
Mon 12/215:52 pm -
Nonstop2h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/279:26 pm -
Nonstop2h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Sun 1/108:59 pm -
Nonstop2h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$114
Find flight deals from Denver to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Denver (DEN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $174 (CheapOair) |
One-way from | $105 (Super.com) |
Popular in | July |
Cheapest in | January |
Average price | $284 |
Good round-trip deal | $326 or less |
Good one-way deal | $181 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Denver 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 October 14, 2026.
Use the filters below to find and compare flights from Denver to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Fri 1/1
8:57 pm-12:30 am
Nonstop2h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Tue 11/3
7:05 am-10:30 am
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 12/12
5:30 pm-8:50 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
Quickest round-trip
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Tue 12/29
6:45 pm-10:00 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Mon 11/9
6:45 pm-10:00 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Thu 12/17
6:45 pm-10:00 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Thu 12/31
6:05 pm-9:25 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 12/19
9:10 pm-12:25 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 12/5
5:30 pm-8:50 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Wed 12/9
8:55 am-12:15 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Denver to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Denver to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Denver-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Denver-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Denver-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Denver-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Denver-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Denver to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Denver with our price prediction graph.
DEN-CHI
DEN-ORD
DEN-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Denver to Chicago
DEN-CHI
DEN-ORD
DEN-MDW
What is the cheapest month to book a flight from Denver to Chicago?
Currently, January is the cheapest month in which you can book a flight from Denver to Chicago (average of $232). Flying from Denver to Chicago in July is currently the most expensive (average of $343). 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 DEN to CHI?
Find hourly flight availability from Denver 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 October 14, 2026.
It’s optimal to fly from Denver to Chicago in the evening. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Denver to Chicago
Explore weekly flight availability from Denver to Chicago. 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 October 14, 2026.
The most flights from DEN to CHI are scheduled on a Monday (89 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (54 on average).
How much does it cost to fly round-trip from Denver to Chicago?
Airfare is below average for this route at the moment.
Denver to Chicago flights typically cost between $208 and $368 in December.The cheapest round-trip price found within the last 5 days was $174 on Frontier (Dec 20-Dec 30).
How far ahead should I book a flight from Denver to Chicago?
The price you pay for your flight from Denver to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 89 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Denver to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Denver to Chicago. Price data was last updated on October 10, 2026.
Travelers seeking maximum savings on their Denver to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Denver to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Denver to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated October 14, 2026.
See what other customers who have flown with Southwest,United Airlines, andJetBlue from Denver to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Related info for your journey
Find useful and relevant information for your journey from Denver 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
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 October 14, 2026.
Complete your trip
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Search flights from Denver to Chicago by cabin class
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Denver and Chicago flights
Browse other Denver and Chicago flight options. Last updated on October 14, 2026.
Other flights from Denver
Browse through other flights departing from Denver. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Denver to Chicago
Discover the top 5 airlines that operate flights from Denver 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 October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$170 | Average$329 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$299 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$384 | FlexibilityNo cancel fee | On-time69% |