
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $97 (Southwest) |
One-way from | $65 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $314 |
Good round-trip deal | $277 or less |
Good one-way deal | $189 or less |
Fly from
Fly to
Route
Depart
Return
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Fri 5/8
5:35 pm-9:26 pm
1 stop4h 51m
Chicago Midway
Sun 5/10
6:23 am-1:03 pm
1 stop5h 40m
ClevelandSt. Louis
CLE - STL
CLESTL
Cleveland Hopkins Intl
Mon 5/25
8:05 pm-10:45 pm
1 stop3h 40m
Lambert-St Louis
Wed 5/27
6:45 pm-9:15 pm
Nonstop1h 30m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Mon 5/11
2:21 pm-2:55 pm
Nonstop1h 34m
Chicago O'Hare Intl
Mon 5/11
7:53 pm-10:20 pm
Nonstop1h 27m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Thu 5/28
3:45 pm-4:05 pm
Nonstop1h 20m
Chicago Midway
Sat 5/30
3:40 pm-5:50 pm
Nonstop1h 10m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Wed 8/12
6:00 am-9:50 am
1 stop4h 50m
Chicago Midway
Fri 8/14
5:59 pm-11:44 pm
1 stop4h 45m
ClevelandSt. Louis
CLE - STL
CLESTL
Cleveland Hopkins Intl
Mon 5/18
6:07 pm-9:13 pm
1 stop4h 06m
Lambert-St Louis
Mon 5/25
7:22 am-12:59 pm
1 stop4h 37m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Fri 5/22
2:13 pm-6:05 pm
1 stop4h 52m
Chicago O'Hare Intl
Mon 5/25
5:30 am-11:36 am
1 stop5h 06m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Wed 7/15
4:28 pm-10:08 pm
1 stop6h 40m
Chicago O'Hare Intl
Sun 7/19
7:01 am-1:40 pm
1 stop5h 39m
ClevelandChicago
CLE - RFD
CLERFD
Cleveland Hopkins Intl
Sat 5/16
7:24 pm-9:47 am
2 stops15h 23m
Chicago Greater Rockford
Thu 5/21
11:27 am-10:40 pm
1 stop10h 13m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Sat 5/2
12:04 pm-8:40 pm
2 stops9h 36m
Chicago O'Hare Intl
Mon 5/4
7:43 pm-11:55 pm
1 stop3h 12m
Currently, June is the cheapest month in which you can book a flight from Cleveland to Illinois (average of $68). 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 29% 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.
The most flights from CLE to USIL are scheduled on a Monday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
Overall
Entertainment
Food
Crew
Comfort
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Food
Crew
Comfort
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Food
Crew
Comfort
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Food
Crew
Comfort
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Food
Crew
Comfort
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$127 | Average$283 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$137 | Average$262 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$143 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$143 | Average$194 | FlexibilityNo cancel fee | On-time62% |