$76+ Cheap flights from Chicago (CHI) to Cleveland (CLE)
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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Cleveland 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 Chicago to Cleveland Hopkins Intl are usually found in September or December, booked 65 days in advance, depart on a Saturday or Thursday and return on a Friday
Cheap flight deals from Chicago to Cleveland
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Cheapest flights from Chicago to ClevelandExplore the most affordable flight options available from Chicago to Cleveland. 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 Chicago to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:45 am -
Nonstop1h 15m
Mon 10/54:50 pm -
1 stop3h 25m
Deal found 9/7![Southwest logo]()
$127
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:40 am -
2 stops6h 05m
Wed 10/147:25 pm -
Nonstop1h 15m
Deal found 9/7![Southwest logo]()
$132
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:12 pm -
1 stop6h 14m
Sat 10/173:46 pm -
1 stop8h 57m
Deal found 9/9![Frontier logo]()
$135
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:50 pm -
1 stop16h 17m
Tue 10/67:59 pm -
1 stop28h 00m
Deal found 9/9![Frontier logo]()
$135
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:21 pm -
1 stop15h 58m
Fri 10/169:59 pm -
1 stop10h 52m
Deal found 9/8![Frontier logo]()
$137
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:35 pm -
Nonstop1h 10m
Wed 10/147:25 pm -
Nonstop1h 15m
Deal found 9/8![Southwest logo]()
$144
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:15 am -
Nonstop1h 26m
Mon 10/127:45 pm -
Nonstop1h 44m
Deal found 9/8![United Airlines logo]()
$144
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.
Wed 10/79:45 am -
Nonstop1h 31m
Fri 10/165:12 am -
Nonstop1h 37m
Deal found 9/8![American Airlines logo]()
$146
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:25 am -
2 stops6h 35m
Wed 10/76:15 am -
2 stops6h 50m
Deal found 9/9![Southwest logo]()
$147
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:50 pm -
1 stop7h 40m
Tue 10/67:00 pm -
1 stop11h 38m
Deal found 9/9![Frontier logo]()
$150
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:45 pm -
Nonstop1h 15m
Mon 10/199:00 pm -
1 stop3h 55m
Deal found 9/7![Southwest logo]()
$154
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.
Sat 10/245:31 pm -
1 stop5h 04m
Tue 11/310:27 am -
1 stop3h 20m
Deal found 9/8![Delta logo]()
$157
Best flights from Chicago to ClevelandDiscover carefully curated flight deals from Chicago to Cleveland 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 Chicago to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:45 pm -
Nonstop1h 10m
Mon 10/55:50 pm -
1 stop5h 10m
Deal found 9/9![Southwest logo]()
$127
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.
Mon 10/57:01 pm -
1 stop3h 53m
Mon 10/126:10 am -
1 stop4h 22m
Deal found 9/8![Delta logo]()
$157
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.
Mon 11/237:49 pm -
Nonstop1h 26m
Fri 11/277:00 am -
Nonstop1h 40m
Deal found 9/7![United Airlines logo]()
$239
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:50 pm -
1 stop7h 40m
Tue 9/297:00 pm -
1 stop11h 38m
Deal found 9/9![Frontier logo]()
$240
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:40 pm -
1 stop6h 15m
Wed 10/72:20 pm -
Nonstop1h 15m
Deal found 9/9![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/71:35 pm -
Nonstop1h 10m
Wed 10/146:15 am -
1 stop5h 40m
Deal found 9/10![Southwest logo]()
$127
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.
Sat 10/249:29 am -
1 stop3h 10m
Sat 10/316:10 am -
1 stop4h 22m
Deal found 9/8![Delta logo]()
$157
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:55 am -
2 stops7h 30m
Tue 10/610:10 am -
1 stop6h 55m
Deal found 9/9![Southwest logo]()
$142
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:00 pm -
1 stop6h 00m
Mon 10/52:20 pm -
1 stop5h 06m
Deal found 9/7![Delta logo]()
$157
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.
Mon 11/238:29 am -
1 stop5h 44m
Wed 12/22:05 pm -
1 stop3h 12m
Deal found 9/8![Delta logo]()
$157
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.
Sat 10/38:55 am -
1 stop3h 45m
Wed 10/74:07 pm -
1 stop5h 23m
Deal found 9/9![Delta logo]()
$157
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.
Mon 10/57:30 pm -
1 stop3h 24m
Wed 10/74:07 pm -
1 stop5h 23m
Deal found 9/8![Delta logo]()
$157
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:15 am -
Nonstop1h 26m
Mon 10/197:45 pm -
Nonstop1h 44m
Deal found 9/5![United Airlines logo]()
$239
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:05 pm -
Nonstop1h 31m
Wed 10/77:00 am -
Nonstop1h 37m
Deal found 9/5![United Airlines logo]()
$239
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:45 am -
Nonstop1h 15m
Sun 10/116:00 am -
2 stops8h 55m
Deal found 9/9![Southwest logo]()
$237
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:30 pm -
Nonstop1h 29m
Thu 10/110:41 am -
1 stop4h 45m
Deal found 9/8![United Airlines logo]()
$273
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:45 pm -
Nonstop1h 15m
Sun 10/257:30 am -
Nonstop1h 20m
Deal found 9/9![Southwest logo]()
$239
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:28 pm -
Nonstop1h 32m
Sun 10/186:00 am -
1 stop4h 38m
Deal found 9/8![United Airlines logo]()
$273
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 10/87:30 pm -
1 stop3h 16m
Sun 10/118:10 am -
1 stop5h 31m
Deal found 9/9![Delta logo]()
$242
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:50 am -
1 stop4h 05m
Mon 10/268:20 pm -
Nonstop1h 15m
Deal found 9/5![Southwest logo]()
$249
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:00 am -
1 stop5h 10m
Wed 10/77:05 pm -
1 stop4h 10m
Deal found 9/5![Southwest logo]()
$259
Last-minute flights from Chicago to ClevelandDiscover last-minute flight deals from Chicago to Cleveland. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Cleveland. Data last updated September 10, 2026 and is based on user searches.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:45 am -
Nonstop1h 15m
Mon 10/54:50 pm -
1 stop3h 25m
Deal found 9/7![Southwest logo]()
$127
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:50 pm -
1 stop16h 17m
Tue 10/67:59 pm -
1 stop28h 00m
Deal found 9/9![Frontier logo]()
$135
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:25 am -
2 stops6h 35m
Wed 10/76:15 am -
2 stops6h 50m
Deal found 9/9![Southwest logo]()
$147
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:50 pm -
1 stop7h 40m
Tue 10/67:00 pm -
1 stop11h 38m
Deal found 9/9![Frontier logo]()
$150
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:40 am -
2 stops6h 05m
Wed 10/147:25 pm -
Nonstop1h 15m
Deal found 9/7![Southwest logo]()
$132
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:21 pm -
1 stop15h 58m
Fri 10/169:59 pm -
1 stop10h 52m
Deal found 9/8![Frontier logo]()
$137
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.
Wed 10/79:45 am -
Nonstop1h 31m
Fri 10/165:12 am -
Nonstop1h 37m
Deal found 9/8![American Airlines logo]()
$146
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:35 pm -
Nonstop1h 10m
Wed 10/147:25 pm -
Nonstop1h 15m
Deal found 9/8![Southwest logo]()
$144
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 10/97:15 am -
Nonstop1h 26m
Mon 10/124:23 pm -
Nonstop1h 39m
Deal found 9/9![United Airlines logo]()
$144
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:12 pm -
1 stop6h 14m
Sat 10/173:46 pm -
1 stop8h 57m
Deal found 9/9![Frontier logo]()
$135
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:50 pm -
1 stop3h 40m
Sat 10/175:25 pm -
Nonstop1h 20m
Deal found 9/9![Southwest logo]()
$154
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.
Sat 10/245:31 pm -
1 stop5h 04m
Tue 11/310:27 am -
1 stop3h 20m
Deal found 9/8![Delta logo]()
$157
One-way flights from Chicago to ClevelandSearch for one-way flight options from Chicago to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Chicago to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:12 pm -
1 stop6h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$76
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:50 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$76
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 11/106:44 pm -
1 stop4h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$79
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.
Wed 10/71:55 pm -
1 stop6h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$79
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:07 pm -
1 stop12h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$82
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:20 am -
1 stop13h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$82
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:45 pm -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$86
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 10/92:28 pm -
Nonstop1h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$86
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:50 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$89
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:04 am -
Nonstop1h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$92
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:45 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$94
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 10/710:40 am -
Nonstop1h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$94
Find flight deals from Chicago to Cleveland
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cleveland (CLE). 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 | $127 (Southwest) |
One-way from | $76 (Frontier) |
Popular in | March |
Cheapest in | September |
Average price | $259 |
Good round-trip deal | $198 or less |
Good one-way deal | $165 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Cleveland 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 Chicago to Cleveland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Mon 11/9
6:44 pm-11:53 pm
1 stop4h 09m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Tue 11/10
6:44 pm-11:53 pm
1 stop4h 09m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Wed 12/9
6:45 pm-11:59 pm
1 stop4h 14m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Sat 10/10
9:29 am-3:06 pm
1 stop4h 37m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Thu 11/12
9:30 am-1:28 pm
1 stop2h 58m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl
ORDCLE
Chicago O'Hare Intl
Wed 10/7
1:55 pm-9:04 pm
1 stop6h 09m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl
ORDCLE
Chicago O'Hare Intl
Mon 12/7
11:39 am-6:45 pm
1 stop6h 06m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl
ORDCLE
Chicago O'Hare Intl
Mon 11/9
7:15 pm-11:53 pm
1 stop3h 38m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
Quickest round-trip
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Fri 10/2
2:35 pm-4:45 pm
Nonstop1h 10m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$86
ChicagoCleveland
ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl
ORDCLE
Chicago O'Hare Intl
Fri 10/9
2:28 pm-5:00 pm
Nonstop1h 32m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$86
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago to Cleveland
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 Chicago to Cleveland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago-Cleveland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Cleveland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Cleveland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Cleveland 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 Chicago-Cleveland 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 Chicago to Cleveland
Have a flexible travel schedule? Discover the best time to fly to Cleveland from Chicago with our price prediction graph.
CHI-CLE
MDW-CLE
ORD-CLE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Cleveland
CHI-CLE
MDW-CLE
ORD-CLE
What is the cheapest month to book a flight from Chicago to Cleveland?
Currently, September is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $284). Flying from Chicago to Cleveland in February is currently the most expensive (average of $478). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to CLE?
Find hourly flight availability from Chicago to Cleveland. 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.
It’s typically best to fly out from Chicago to Cleveland at noon. Doing so could potentially save you 35% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Chicago to Cleveland
Explore weekly flight availability from Chicago to Cleveland. 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 CHI to CLE are scheduled on a Tuesday (61 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Chicago to Cleveland?
Airfare is below average for this route at the moment.
Chicago to Cleveland flights typically cost between $202 and $406 in October.The cheapest round-trip price found within the last 5 days was $127 on Southwest (Oct 1-Oct 5).
How far ahead should I book a flight from Chicago to Cleveland?
The price you pay for your flight from Chicago to Cleveland may vary depending on when you book. For the best chance of a lower fare, look to book 47 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 Chicago to Cleveland?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Cleveland. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Cleveland 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 Chicago to Cleveland trip
Our travel experts
Reviews of airlines servicing Cleveland
Get insights into the airlines that provide service to Cleveland. 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 Cleveland. Reviews last updated September 10, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Cleveland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Cleveland. 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 Cleveland?
Book flights to Cleveland if you plan to visit one of these locationsSandusky
Beachwood
Independence
Mansfield
Strongsville
Lakewood
Avon
Medina
Streetsboro
North Olmsted
Cuyahoga Falls
Kent
Westlake
Elyria
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Top 5 airlines flying from Chicago to Cleveland
Discover the top 5 airlines that operate flights from Chicago to Cleveland. 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$97 | Average$272 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$301 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$117 | Average$504 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$134 | Average$271 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$442 | FlexibilityNo cancel fee | On-time69% |