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 (Southwest) |
---|---|
One-way from | $74 (Southwest) |
Popular in | January |
Cheapest in | August |
Average price | $314 |
Good round-trip deal | $157 or less |
Good one-way deal | $63 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Mon 8/25
4:35 pm-6:50 pm
Nonstop1h 15m
Cleveland Hopkins Intl
Wed 8/27
1:35 pm-1:50 pm
Nonstop1h 15m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Sat 9/20
2:27 pm-4:51 pm
Nonstop1h 24m
Cleveland Hopkins Intl
Sun 9/21
9:05 am-9:39 am
Nonstop1h 34m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Thu 10/2
7:16 am-9:39 am
Nonstop1h 23m
Cleveland Hopkins Intl
Tue 10/7
6:45 am-7:21 am
Nonstop1h 36m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Wed 8/13
11:39 am-6:03 pm
1 stop5h 24m
Cleveland Hopkins Intl
Sat 8/16
11:34 am-8:22 pm
1 stop9h 48m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Wed 8/13
5:01 am-11:30 am
1 stop5h 29m
Cleveland Hopkins Intl
Sat 8/16
5:30 am-10:25 am
1 stop5h 55m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Wed 10/1
1:50 pm-10:10 pm
1 stop7h 20m
Cleveland Hopkins Intl
Tue 10/7
5:45 am-11:50 am
1 stop7h 05m
ChicagoCleveland
MDW - CLE
MDWCLE
Chicago Midway
Fri 9/5
7:17 pm-12:31 am
1 stop4h 14m
Cleveland Hopkins Intl
Sat 9/13
5:30 am-8:40 am
1 stop4h 10m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Fri 9/5
9:10 am-1:32 pm
1 stop3h 22m
Cleveland Hopkins Intl
Sat 9/13
6:20 pm-9:34 pm
1 stop4h 14m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Wed 8/27
8:12 pm-2:05 pm
2 stops16h 53m
Cleveland Hopkins Intl
Sun 8/31
11:11 am-3:43 pm
1 stop5h 32m
ChicagoCleveland
ORD - CLE
ORDCLE
Chicago O'Hare Intl
Tue 9/30
3:10 pm-9:20 pm
1 stop5h 10m
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 Thursday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (14 on average).
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
Gina,Jul 2025
LAS - DEN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$110 | Average$137 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$127 | Average$287 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$172 | Average$316 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$173 | Average$354 | FlexibilityNo cancel fee | On-time69% |