$148+ Cheap flights from Dayton (DAY) 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — CHI
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Dayton 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 Dayton to Chicago are usually found in February or December, booked 66 days in advance, depart on a Friday or Saturday and return on a Friday
Cheap flight deals from Dayton to Chicago
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Cheapest flights from Dayton to ChicagoExplore the most affordable flight options available from Dayton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Dayton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 10/194:20 pm -
1 stop24h 10m
Mon 11/28:00 am -
1 stop11h 24m
Deal found 9/6![Multiple Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 9/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:35 pm -
Nonstop1h 30m
Tue 10/133:15 pm -
Nonstop1h 31m
Deal found 9/6![American Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Mon 10/194:20 pm -
1 stop24h 10m
Mon 10/268:04 am -
1 stop11h 20m
Deal found 9/5![Multiple Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 9/4. 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.
Fri 10/166:30 pm -
Nonstop1h 38m
Mon 10/1910:00 pm -
Nonstop1h 26m
Deal found 9/4![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:31 pm -
Nonstop1h 43m
Sun 10/1110:00 pm -
Nonstop1h 26m
Deal found 9/8![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:09 pm -
Nonstop1h 53m
Thu 10/19:25 am -
Nonstop1h 24m
Deal found 9/5![American Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 9/6. 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 11/247:10 am -
Nonstop1h 41m
Sat 11/2811:23 am -
Nonstop1h 25m
Deal found 9/6![United Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/239:04 pm -
1 stop19h 26m
Mon 10/268:04 am -
1 stop11h 20m
Deal found 9/9![Multiple Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
Nonstop1h 37m
Sun 9/2711:20 am -
Nonstop1h 23m
Deal found 9/9![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:30 am -
Nonstop1h 25m
Wed 9/234:00 pm -
Nonstop1h 29m
Deal found 9/9![United Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:03 pm -
1 stop19h 35m
Sun 11/811:30 am -
2 stops23h 18m
Deal found 9/8![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 10/29:46 am -
1 stop10h 26m
Wed 10/79:34 am -
1 stop28h 05m
Deal found 9/6![Allegiant Air logo]()
$431
Best flights from Dayton to ChicagoDiscover carefully curated flight deals from Dayton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Dayton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:33 am -
Nonstop1h 26m
Sun 11/228:40 am -
Nonstop1h 18m
Deal found 9/9![United Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Mon 10/194:20 pm -
2 stops20h 12m
Mon 10/268:04 am -
1 stop11h 20m
Deal found 9/5![Multiple Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:35 pm -
Nonstop1h 30m
Mon 10/1912:05 pm -
1 stop7h 46m
Deal found 9/9![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 10/29:46 am -
1 stop10h 26m
Wed 10/79:34 am -
1 stop28h 05m
Deal found 9/6![Allegiant Air logo]()
$431
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:32 am -
Nonstop1h 28m
Sun 10/118:40 am -
Nonstop1h 17m
Deal found 9/9![United Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
Nonstop1h 37m
Sun 9/2711:20 am -
Nonstop1h 23m
Deal found 9/9![United Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:03 pm -
1 stop19h 35m
Sun 11/811:30 am -
2 stops23h 18m
Deal found 9/8![Multiple Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:09 pm -
Nonstop1h 53m
Sun 9/275:18 am -
1 stop4h 47m
Deal found 9/9![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Thu 1/72:18 pm -
Nonstop1h 37m
Sat 1/99:22 pm -
Nonstop1h 31m
Deal found 9/6![United Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 10/511:13 am -
1 stop7h 28m
Wed 10/79:34 am -
1 stop28h 05m
Deal found 9/6![Allegiant Air logo]()
$460
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
Nonstop1h 37m
Tue 9/298:40 am -
Nonstop1h 17m
Deal found 9/9![United Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/153:29 pm -
1 stop17h 30m
Sat 10/174:53 pm -
1 stop16h 37m
Deal found 9/6![Allegiant Air logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Tue 11/249:10 am -
1 stop11h 37m
Sun 11/298:42 pm -
2 stops14h 06m
Deal found 9/6![Multiple Airlines logo]()
$532
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/2410:39 am -
1 stop4h 59m
Sun 11/2911:55 pm -
Nonstop1h 35m
Deal found 9/7![United Airlines logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/12:13 pm -
1 stop18h 46m
Sat 10/311:42 am -
1 stop22h 28m
Deal found 9/6![Allegiant Air logo]()
$589
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/76:47 pm -
1 stop4h 46m
Wed 10/145:09 pm -
1 stop5h 07m
Deal found 9/9![Delta logo]()
$1,543
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Tue 11/249:10 am -
1 stop23h 56m
Sat 11/285:51 pm -
1 stop17h 00m
Deal found 9/6![Allegiant Air logo]()
$802
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/216:00 am -
1 stop6h 54m
Sun 10/2512:49 pm -
1 stop4h 13m
Deal found 9/9![Delta logo]()
$1,543
This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 11/56:00 am -
1 stop5h 43m
Sun 11/85:09 pm -
1 stop5h 07m
Deal found 9/9![Delta logo]()
$1,543
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/76:00 am -
1 stop5h 03m
Sun 10/1110:59 am -
1 stop6h 03m
Deal found 9/9![Delta logo]()
$1,543
This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 12/244:20 pm -
1 stop7h 02m
Thu 12/316:00 am -
1 stop4h 51m
Deal found 9/9![Delta logo]()
$1,543
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/611:23 am -
1 stop5h 51m
Tue 10/135:09 pm -
1 stop5h 07m
Deal found 9/8![Delta logo]()
$1,563
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:23 am -
1 stop4h 54m
Wed 11/44:19 pm -
1 stop5h 57m
Deal found 9/8![Delta logo]()
$1,563
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:47 pm -
1 stop4h 46m
Thu 10/1512:49 pm -
1 stop4h 13m
Deal found 9/8![Delta logo]()
$1,563
This Delta deal was found by Cheapflights users on 9/9. 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.
Mon 10/196:47 pm -
1 stop4h 46m
Wed 10/215:09 pm -
1 stop5h 07m
Deal found 9/9![Delta logo]()
$1,572
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:47 pm -
1 stop4h 46m
Sun 10/115:09 pm -
1 stop5h 07m
Deal found 9/8![Delta logo]()
$1,573
Last-minute flights from Dayton to ChicagoDiscover last-minute flight deals from Dayton to Chicago. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Dayton to Chicago. Data last updated September 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 pm -
Nonstop1h 33m
Sat 9/121:55 pm -
Nonstop1h 27m
Deal found 9/9![United Airlines logo]()
$305
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:30 am -
Nonstop1h 25m
Wed 9/234:00 pm -
Nonstop1h 29m
Deal found 9/9![United Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:09 pm -
Nonstop1h 53m
Thu 10/19:25 am -
Nonstop1h 24m
Deal found 9/5![American Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
Nonstop1h 37m
Sun 9/2711:20 am -
Nonstop1h 23m
Deal found 9/9![United Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 10/29:46 am -
1 stop10h 26m
Wed 10/79:34 am -
1 stop28h 05m
Deal found 9/6![Allegiant Air logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 10/511:13 am -
1 stop7h 28m
Wed 10/79:34 am -
1 stop28h 05m
Deal found 9/6![Allegiant Air logo]()
$460
This American Airlines deal was found by Cheapflights users on 9/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:35 pm -
Nonstop1h 30m
Tue 10/133:15 pm -
Nonstop1h 31m
Deal found 9/6![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:31 pm -
Nonstop1h 43m
Sun 10/1110:00 pm -
Nonstop1h 26m
Deal found 9/8![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/4. 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.
Fri 10/166:30 pm -
Nonstop1h 38m
Mon 10/1910:00 pm -
Nonstop1h 26m
Deal found 9/4![American Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 10/194:20 pm -
1 stop24h 10m
Mon 11/28:00 am -
1 stop11h 24m
Deal found 9/6![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Mon 10/194:20 pm -
1 stop24h 10m
Mon 10/268:04 am -
1 stop11h 20m
Deal found 9/5![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/239:04 pm -
1 stop19h 26m
Mon 10/268:04 am -
1 stop11h 20m
Deal found 9/9![Multiple Airlines logo]()
$290
One-way flights from Dayton to ChicagoSearch for one-way flight options from Dayton to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Dayton to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:04 pm -
2 stops16h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 11/69:04 pm -
2 stops16h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 12/79:13 am -
1 stop10h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 12/1112:37 pm -
2 stops19h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 12/1112:37 pm -
2 stops28h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 11/29:04 pm -
2 stops25h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 11/52:03 pm -
2 stops30h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 11/59:55 am -
3 stops32h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 9/1810:39 am -
3 stops32h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$772
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 9/2311:24 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$782
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:24 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$792
Find flight deals from Dayton to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Dayton (DAY) 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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Kiwi.com) |
One-way from | $148 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $270 |
Good round-trip deal | $370 or less |
Good one-way deal | $322 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Dayton 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 September 10, 2026.
Use the filters below to find and compare flights from Dayton to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DaytonChicago
DAY Dayton - MDW Chicago Midway
DAYMDW
Dayton
Fri 12/11
12:37 pm-4:15 pm
2 stops28h 38m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$176
DaytonChicago
DAY Dayton - MDW Chicago Midway
DAYMDW
Dayton
Thu 11/5
2:03 pm-7:19 pm
2 stops30h 16m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$217
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Sat 11/21
11:33 am-11:59 am
Nonstop1h 26m
Chicago O'Hare Intl
Sun 11/22
8:40 am-10:58 am
Nonstop1h 18m
$268
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Wed 10/7
11:32 am-12:00 pm
Nonstop1h 28m
Chicago O'Hare Intl
Sun 10/11
8:40 am-10:57 am
Nonstop1h 17m
$269
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Fri 12/4
11:05 am-11:36 am
Nonstop1h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
Quickest round-trip
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Sat 12/5
2:00 pm-2:24 pm
Nonstop1h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Sat 3/6
5:55 pm-6:33 pm
Nonstop1h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Wed 10/7
9:00 am-9:37 am
Nonstop1h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Thu 12/3
2:00 pm-2:24 pm
Nonstop1h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
DaytonChicago
DAY Dayton - ORD Chicago O'Hare Intl
DAYORD
Dayton
Tue 12/8
6:10 pm-6:38 pm
Nonstop1h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Dayton 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 Dayton to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Dayton-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dayton-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dayton-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Dayton-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 Dayton-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 Dayton to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Dayton with our price prediction graph.
DAY-CHI
DAY-ORD
DAY-MDW
DAY-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 Dayton to Chicago
DAY-CHI
DAY-ORD
DAY-MDW
DAY-RFD
What is the cheapest month to book a flight from Dayton to Chicago?
Currently, December is the cheapest month in which you can book a flight from Dayton to Chicago (average of $227). Flying from Dayton to Chicago in July is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from DAY to CHI?
Find hourly flight availability from Dayton 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 September 10, 2026.
One of the essential ways to save on airfare from Dayton to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 34% on airfare.
Weekly flight availability from Dayton to Chicago
Explore weekly flight availability from Dayton 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 September 10, 2026.
The most flights from DAY to CHI are scheduled on a Wednesday (31 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (16 on average).
How much does it cost to fly round-trip from Dayton to Chicago?
Airfare is below average for this route at the moment.
Dayton to Chicago flights typically cost between $256 and $346 in October.The cheapest round-trip price found within the last 5 days was $239 on Multiple Airlines (Oct 19-Nov 2).
How far ahead should I book a flight from Dayton to Chicago?
The best time to book flights from Dayton to Chicago is 54 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Dayton to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Dayton to Chicago. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Dayton to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Dayton 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 Dayton 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 September 10, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Dayton to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Dayton 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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Dayton and Chicago flights
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Top 2 airlines flying from Dayton to Chicago
Discover the top 2 airlines that operate flights from Dayton 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 September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$280 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$323 | FlexibilityNo cancel fee | On-time69% |