
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $59 (Southwest) |
Popular in | January |
Cheapest in | August |
Average price | $227 |
Good round-trip deal | $281 or less |
Good one-way deal | $214 or less |
Fly from
Fly to
Route
Depart
Return
ClevelandSt. Louis
CLE - STL
CLESTL
Cleveland Hopkins Intl
Tue 7/21
5:35 am-10:45 am
1 stop6h 10m
Lambert-St Louis
Wed 7/22
7:15 pm-9:45 pm
Nonstop1h 30m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Wed 6/17
7:10 pm-7:30 pm
Nonstop1h 20m
Chicago Midway
Sat 6/20
7:50 am-10:05 am
Nonstop1h 15m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Tue 6/9
2:05 pm-2:41 pm
Nonstop1h 36m
Chicago O'Hare Intl
Wed 6/10
9:29 pm-11:58 pm
Nonstop1h 29m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Wed 6/10
4:00 pm-8:31 pm
1 stop5h 31m
Chicago O'Hare Intl
Tue 6/16
5:22 pm-11:59 pm
1 stop5h 37m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Sat 7/25
6:50 pm-7:10 pm
Nonstop1h 20m
Chicago Midway
Tue 7/28
5:20 pm-10:15 pm
1 stop3h 55m
ClevelandSt. Louis
CLE - STL
CLESTL
Cleveland Hopkins Intl
Tue 6/9
12:05 pm-3:45 pm
1 stop4h 40m
Lambert-St Louis
Thu 6/11
4:25 pm-12:15 am
2 stops6h 50m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Tue 7/7
3:50 pm-6:25 pm
1 stop3h 35m
Chicago Midway
Thu 7/9
6:58 pm-11:56 pm
1 stop3h 58m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Sat 7/25
8:18 am-10:28 am
1 stop3h 10m
Chicago O'Hare Intl
Tue 7/28
8:52 am-1:40 pm
1 stop3h 48m
ClevelandChicago
CLE - RFD
CLERFD
Cleveland Hopkins Intl
Sat 7/11
4:05 pm-10:37 am
1 stop19h 32m
Chicago Greater Rockford
Mon 7/13
7:50 pm-7:56 am
1 stop11h 06m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Fri 6/19
2:05 pm-2:41 pm
Nonstop1h 36m
Chicago O'Hare Intl
Sat 6/20
7:25 am-9:54 am
Nonstop1h 29m
The best time to book flights from Cleveland to Illinois is 87 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.
Currently, June is the cheapest month in which you can book a flight from Cleveland to Illinois (average of $77). Flying from Cleveland to Illinois in February is currently the most expensive (average of $128). 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 Cleveland to Illinois in the morning. Doing so could potentially save you 27% on the flight price compared to flying at noon, which is usually more expensive.
Travelers seeking maximum savings on their Cleveland to Illinois flight should consider departing on Saturday at noon 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.
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$127 | Average$282 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$137 | Average$262 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$143 | Average$194 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$144 | Average$334 | FlexibilityNo cancel fee | On-time69% |