$103+ Cheap flights from Denver (DEN) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Sep 7 — Sep 141
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 September, booked 79 days in advance, depart on a Friday or Thursday and return on a Wednesday
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 August 8, 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 August 8, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:12 pm -
1 stop26h 47m
Sun 9/206:30 am -
Nonstop2h 45m
Deal found 8/3![Frontier logo]()
$170
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:55 pm -
Nonstop2h 28m
Mon 9/286:30 am -
Nonstop2h 45m
Deal found 8/5![Frontier logo]()
$171
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:09 am -
1 stop9h 22m
Mon 8/316:05 am -
1 stop8h 56m
Deal found 8/5![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:25 am -
Nonstop2h 36m
Mon 10/199:33 pm -
1 stop12h 58m
Deal found 8/4![Frontier logo]()
$172
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:48 pm -
1 stop10h 10m
Tue 10/131:02 pm -
1 stop8h 02m
Deal found 8/5![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 8/5. 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.
Sat 9/196:09 am -
1 stop7h 08m
Sat 9/194:35 pm -
1 stop6h 14m
Deal found 8/5![Frontier logo]()
$173
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:43 am -
1 stop11h 04m
Sat 8/2911:45 am -
1 stop11h 20m
Deal found 8/7![Frontier logo]()
$173
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:11 pm -
1 stop7h 34m
Mon 9/1410:26 am -
1 stop11h 58m
Deal found 8/4![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 8/4. 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.
Mon 8/2411:59 pm -
1 stop9h 56m
Fri 8/286:05 am -
1 stop8h 56m
Deal found 8/4![Frontier logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:21 pm -
1 stop26h 28m
Sun 9/62:41 pm -
Nonstop3h 04m
Deal found 8/3![Frontier logo]()
$175
This CheapOair deal was found by Cheapflights users on 8/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:43 am -
1 stop11h 04m
Tue 9/811:50 am -
1 stop11h 15m
Deal found 8/7![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 8/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:30 am -
1 stop12h 58m
Mon 10/129:33 pm -
1 stop12h 58m
Deal found 8/7![Frontier logo]()
$176
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 August 8, 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 August 8, 2026.
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:15 am -
1 stop4h 40m
Fri 9/114:25 pm -
Nonstop2h 35m
Deal found 8/7![Southwest logo]()
$219
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/48:29 pm -
Nonstop2h 30m
Tue 9/85:00 am -
Nonstop2h 39m
Deal found 8/4![United Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:50 pm -
1 stop20h 49m
Sun 9/273:53 pm -
1 stop26h 23m
Deal found 8/7![Multiple Airlines logo]()
$267
This Sun Country Air deal was found by Cheapflights users on 8/6. 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.
Wed 11/257:21 pm -
1 stop11h 59m
Mon 11/309:24 am -
1 stop10h 05m
Deal found 8/6![Sun Country Air logo]()
$305
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:30 am -
Nonstop2h 20m
Sun 9/611:00 am -
1 stop5h 05m
Deal found 8/7![Southwest logo]()
$235
This Alaska Airlines deal was found by Cheapflights users on 8/4. 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.
Wed 9/238:06 pm -
1 stop22h 15m
Sat 9/266:00 am -
2 stops16h 13m
Deal found 8/4![Alaska Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Tue 9/17:10 pm -
Nonstop2h 36m
Fri 9/45:00 am -
Nonstop2h 39m
Deal found 8/7![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:40 am -
1 stop4h 25m
Sat 9/122:15 pm -
1 stop5h 15m
Deal found 8/7![Southwest logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:31 am -
1 stop5h 32m
Sun 9/63:53 pm -
2 stops42h 12m
Deal found 8/6![Multiple Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:40 pm -
Nonstop2h 41m
Mon 9/75:00 am -
Nonstop2h 39m
Deal found 8/3![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:30 pm -
1 stop4h 30m
Mon 10/56:05 am -
Nonstop2h 40m
Deal found 8/3![Southwest logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am -
1 stop10h 11m
Sun 9/209:29 pm -
2 stops21h 21m
Deal found 8/3![Multiple Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:30 am -
Nonstop2h 42m
Sun 9/205:00 am -
Nonstop2h 39m
Deal found 8/3![United Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 8/5. 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.
Sat 9/1211:10 am -
1 stop5h 00m
Tue 9/1511:10 am -
1 stop4h 50m
Deal found 8/5![Southwest logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:47 pm -
1 stop11h 40m
Sat 10/38:58 pm -
1 stop13h 45m
Deal found 8/6![Multiple Airlines logo]()
$288
This Sun Country Air deal was found by Cheapflights users on 8/4. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:05 pm -
1 stop15h 18m
Thu 12/3111:53 am -
1 stop7h 27m
Deal found 8/4![Sun Country Air logo]()
$365
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:15 am -
1 stop4h 45m
Sun 9/206:30 am -
Nonstop2h 30m
Deal found 8/3![Southwest logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
1 stop10h 11m
Sun 9/279:29 pm -
1 stop13h 38m
Deal found 8/3![Multiple Airlines logo]()
$307
This Sun Country Air deal was found by Cheapflights users on 8/5. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/199:00 am -
1 stop6h 47m
Sat 12/268:30 pm -
1 stop15h 03m
Deal found 8/5![Sun Country Air logo]()
$385
This Southwest deal was found by Cheapflights users on 8/4. 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.
Thu 9/1711:00 am -
1 stop5h 00m
Mon 9/213:15 pm -
1 stop5h 05m
Deal found 8/4![Southwest logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop18h 24m
Sun 9/209:29 pm -
2 stops15h 41m
Deal found 8/6![Multiple Airlines logo]()
$308
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:00 am -
1 stop5h 05m
Wed 9/161:55 pm -
2 stops7h 00m
Deal found 8/3![Southwest logo]()
$268
This Alaska Airlines deal was found by Cheapflights users on 8/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:17 am -
1 stop12h 04m
Wed 9/168:00 am -
2 stops14h 13m
Deal found 8/6![Alaska Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 8/4. 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 9/2511:00 am -
1 stop5h 00m
Sun 9/277:55 am -
Nonstop2h 45m
Deal found 8/4![Southwest logo]()
$276
This Alaska Airlines deal was found by Cheapflights users on 8/5. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:20 am -
1 stop28h 34m
Tue 12/86:00 am -
2 stops13h 33m
Deal found 8/5![Alaska Airlines logo]()
$489
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:45 am -
2 stops11h 00m
Sun 8/309:35 pm -
1 stop12h 30m
Deal found 8/4![Multiple Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 8/4. 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.
Thu 9/311:00 am -
1 stop5h 00m
Tue 9/88:50 pm -
Nonstop2h 40m
Deal found 8/4![Southwest logo]()
$276
This Alaska Airlines deal was found by Cheapflights users on 8/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:17 am -
2 stops16h 42m
Wed 9/168:00 am -
2 stops12h 26m
Deal found 8/7![Alaska Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Fri 9/117:00 am -
1 stop10h 11m
Mon 9/148:44 pm -
1 stop13h 59m
Deal found 8/5![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:31 am -
1 stop5h 32m
Fri 9/412:09 pm -
1 stop10h 44m
Deal found 8/7![Multiple Airlines logo]()
$341
Last-minute flights from Denver to ChicagoDiscover last-minute flight deals from Denver to Chicago. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Denver to Chicago. Data last updated August 8, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/4. 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.
Mon 8/2411:59 pm -
1 stop9h 56m
Fri 8/286:05 am -
1 stop8h 56m
Deal found 8/4![Frontier logo]()
$174
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:09 am -
1 stop9h 22m
Mon 8/316:05 am -
1 stop8h 56m
Deal found 8/5![Frontier logo]()
$171
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:43 am -
1 stop11h 04m
Sat 8/2911:45 am -
1 stop11h 20m
Deal found 8/7![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:21 pm -
1 stop26h 28m
Sun 9/62:41 pm -
Nonstop3h 04m
Deal found 8/3![Frontier logo]()
$175
This CheapOair deal was found by Cheapflights users on 8/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:43 am -
1 stop11h 04m
Tue 9/811:50 am -
1 stop11h 15m
Deal found 8/7![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:55 am -
Nonstop2h 41m
Tue 9/87:05 am -
2 stops26h 05m
Deal found 8/4![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:00 am -
1 stop7h 21m
Sun 9/136:30 am -
Nonstop2h 45m
Deal found 8/3![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:59 pm -
1 stop10h 52m
Wed 9/166:30 am -
Nonstop2h 45m
Deal found 8/4![Frontier logo]()
$177
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:11 pm -
1 stop7h 34m
Mon 9/1410:26 am -
1 stop11h 58m
Deal found 8/4![Frontier logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:12 pm -
1 stop26h 47m
Sun 9/206:30 am -
Nonstop2h 45m
Deal found 8/3![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 8/5. 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.
Sat 9/196:09 am -
1 stop7h 08m
Sat 9/194:35 pm -
1 stop6h 14m
Deal found 8/5![Frontier logo]()
$173
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:55 pm -
Nonstop2h 28m
Mon 9/286:30 am -
Nonstop2h 45m
Deal found 8/5![Frontier logo]()
$171
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 August 8, 2026.
Search for one-way flight options from Denver to Chicago. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:22 am -
1 stop17h 27m
Deal found 8/3![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:59 pm -
1 stop9h 59m
Deal found 8/3![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 8/6. 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 9/2410:30 am -
1 stop11h 29m
Deal found 8/6![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 8/6. 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.
Wed 9/210:43 am -
1 stop11h 04m
Deal found 8/6![Frontier logo]()
$105
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/52:50 pm -
Nonstop2h 42m
Deal found 8/5![United Airlines logo]()
$107
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:20 pm -
Nonstop2h 30m
Deal found 8/7![Southwest logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:43 pm -
1 stop12h 40m
Deal found 8/4![Multiple Airlines logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:55 am -
Nonstop2h 41m
Deal found 8/3![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:00 am -
1 stop8h 16m
Deal found 8/4![Frontier logo]()
$110
This iWofly deal was found by Cheapflights users on 8/7. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:25 am -
Nonstop2h 36m
Deal found 8/7![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:31 am -
1 stop5h 32m
Deal found 8/6![Multiple Airlines logo]()
$111
This eDestinos deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:55 am -
Nonstop2h 41m
Deal found 8/3![Frontier logo]()
$112
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 August 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Cheapflightsfares) |
One-way from | $103 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $234 |
Good round-trip deal | $272 or less |
Good one-way deal | $171 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 2,558,603 searches. Data last updated August 8, 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 - MDW Chicago Midway
DENMDW
Denver Intl
Sat 9/5
11:15 am-4:55 pm
1 stop4h 40m
Chicago Midway
Fri 9/11
4:25 pm-6:00 pm
Nonstop2h 35m
$219
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Wed 9/2
6:30 am-9:50 am
Nonstop2h 20m
Chicago Midway
Sun 9/6
11:00 am-3:05 pm
1 stop5h 05m
$235
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 9/5
11:40 am-5:05 pm
1 stop4h 25m
Chicago Midway
Sat 9/12
2:15 pm-6:30 pm
1 stop5h 15m
$236
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 10/3
12:30 pm-6:00 pm
1 stop4h 30m
Chicago Midway
Mon 10/5
6:05 am-7:45 am
Nonstop2h 40m
$243
Quickest round-trip
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Fri 9/4
8:29 pm-11:59 pm
Nonstop2h 30m
Chicago O'Hare Intl
Tue 9/8
5:00 am-6:39 am
Nonstop2h 39m
$247
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Tue 9/1
7:10 pm-10:46 pm
Nonstop2h 36m
Chicago O'Hare Intl
Fri 9/4
5:00 am-6:39 am
Nonstop2h 39m
$247
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Sat 9/12
11:10 am-5:10 pm
1 stop5h 00m
Chicago Midway
Tue 9/15
11:10 am-3:00 pm
1 stop4h 50m
$248
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Fri 9/4
4:40 pm-8:21 pm
Nonstop2h 41m
Chicago O'Hare Intl
Mon 9/7
5:00 am-6:39 am
Nonstop2h 39m
$249
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Wed 9/16
11:15 am-5:00 pm
1 stop4h 45m
Chicago Midway
Sun 9/20
6:30 am-8:00 am
Nonstop2h 30m
$262
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Fri 9/18
5:30 am-9:12 am
Nonstop2h 42m
Chicago O'Hare Intl
Sun 9/20
5:00 am-6:39 am
Nonstop2h 39m
$266
Showing 1-10 of 60 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 August.
| 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*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 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 |
- 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
DEN-RFD
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
DEN-RFD
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 $231). 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 August 8, 2026.
It’s optimal to fly from Denver to Chicago in the evening. By choosing this option you can save up to 45% 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 August 8, 2026.
The most flights from DEN to CHI are scheduled on a Thursday (83 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 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 $176 and $312 in September.The cheapest round-trip price found within the last 5 days was $170 on Frontier (Sep 17-Sep 20).
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 44 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 August 1, 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 August 8, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines 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.
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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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 August 8, 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
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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 August 8, 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 2,558,603 searches. Data last updated August 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$192 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$126 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$296 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$170 | Average$326 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$180 | Average$363 | FlexibilityNo cancel fee | On-time69% |