Prepare for a lot of walking between nearly 200 gates at ORD. Know your terminal as they are not all connected.
Round-trip from | $139 (Frontier) |
---|---|
One-way from | $69 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $312 |
Good round-trip deal | $227 or less |
Good one-way deal | $108 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Fri 10/3
5:15 pm-12:43 am
1 stop6h 28m
Cleveland Hopkins Intl
Mon 10/6
6:00 am-12:41 pm
1 stop7h 41m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Thu 10/2
1:53 pm-12:02 am
1 stop9h 09m
Cleveland Hopkins Intl
Mon 10/6
11:57 am-8:52 pm
1 stop9h 55m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Thu 10/9
9:24 am-4:45 pm
1 stop6h 21m
Cleveland Hopkins Intl
Sun 10/12
5:30 am-1:15 pm
1 stop8h 45m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Fri 10/17
5:50 pm-12:47 am
1 stop5h 57m
Cleveland Hopkins Intl
Sun 10/19
6:11 pm-3:49 pm
1 stop22h 38m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Fri 10/10
9:54 pm-5:46 pm
1 stop18h 52m
Cleveland Hopkins Intl
Mon 10/13
1:01 pm-1:31 am
1 stop13h 30m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Thu 10/2
5:50 pm-12:43 am
1 stop5h 53m
Cleveland Hopkins Intl
Fri 10/3
7:19 pm-10:17 am
2 stops15h 58m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Wed 11/5
2:06 pm-12:22 pm
1 stop21h 16m
Cleveland Hopkins Intl
Wed 11/19
8:22 pm-10:43 pm
2 stops27h 21m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Thu 10/9
10:49 am-12:44 am
1 stop12h 55m
Cleveland Hopkins Intl
Sun 10/12
7:39 pm-11:46 pm
1 stop5h 07m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Thu 10/16
5:00 am-12:17 pm
1 stop6h 17m
Cleveland Hopkins Intl
Thu 10/16
3:42 pm-4:20 pm
Nonstop1h 38m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Fri 10/10
5:28 pm-11:04 am
2 stops16h 36m
Cleveland Hopkins Intl
Fri 10/17
7:46 pm-10:47 pm
1 stop28h 01m
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 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, April is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $250). Flying from Chicago to Cleveland in June is currently the most expensive (average of $290). 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.
It’s typically best to fly out from Chicago to Cleveland at noon. Doing so could potentially save you 17% on the flight price compared to flying in the afternoon, which is usually more expensive.
Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to CLE are scheduled on a Monday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$110 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$127 | Average$282 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$158 | Average$300 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$169 | Average$342 | FlexibilityNo cancel fee | On-time69% |