Qatar Airways' carry-on policy allows only one item in economy class.
Qatar's business class offers luxury with lie-flat seats and gourmet dining.
Round-trip from | $144 (Priceline) |
---|---|
One-way from | $76 (Frontier) |
Popular in | February |
Cheapest in | August |
Average price | $187 |
Good round-trip deal | $205 or less |
Good one-way deal | $203 or less |
Fly from
Fly to
Route
Depart
Return
Price
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Sat 9/13
7:19 pm-11:17 pm
1 stop4h 58m
Chicago Midway
Mon 9/15
5:15 pm-12:43 am
1 stop6h 28m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Fri 11/7
10:04 am-6:39 pm
1 stop9h 35m
Chicago Midway
Sun 11/9
6:20 am-12:22 pm
1 stop5h 02m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Sat 9/6
7:19 pm-11:17 pm
1 stop4h 58m
Chicago Midway
Mon 9/8
5:15 pm-12:43 am
1 stop6h 28m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Thu 10/16
7:39 pm-12:11 am
1 stop5h 32m
Chicago O'Hare Intl
Tue 10/21
11:00 am-5:26 pm
1 stop5h 26m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Wed 10/15
9:40 am-4:40 pm
1 stop8h 00m
Chicago O'Hare Intl
Fri 10/17
6:39 pm-12:47 am
1 stop5h 08m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Sun 9/7
7:34 pm-12:10 am
1 stop5h 36m
Chicago O'Hare Intl
Mon 9/8
6:21 pm-12:43 am
1 stop5h 22m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Fri 9/19
7:34 pm-12:10 am
1 stop5h 36m
Chicago O'Hare Intl
Mon 9/22
6:21 pm-12:43 am
1 stop5h 22m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Mon 9/15
7:34 pm-12:10 am
1 stop5h 36m
Chicago O'Hare Intl
Mon 9/22
6:21 pm-12:43 am
1 stop5h 22m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Thu 9/4
5:30 am-10:31 am
1 stop6h 01m
Chicago O'Hare Intl
Fri 9/5
6:21 pm-12:43 am
1 stop5h 22m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Thu 9/4
7:34 pm-12:10 am
1 stop5h 36m
Chicago O'Hare Intl
Sat 9/6
12:22 pm-6:24 pm
1 stop5h 02m
Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cleveland to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, August is the cheapest month in which you can book a flight from Cleveland to Chicago (average of $245). Flying from Cleveland to Chicago in March is currently the most expensive (average of $321). 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.
A simple way to save on the total cost of your ticket is to fly from Cleveland to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Cleveland to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CLE to CHI are scheduled on a Monday (59 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).
Overall
Food
Crew
Entertainment
Comfort
Boarding
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Food
Crew
Entertainment
Comfort
Boarding
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Food
Crew
Entertainment
Comfort
Boarding
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Food
Crew
Entertainment
Comfort
Boarding
Reviews
Walter,Aug 2025
OAK - SAN
Overall
Food
Crew
Entertainment
Comfort
Boarding
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$107 | Average$156 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$139 | Average$297 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$144 | Average$271 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$156 | Average$315 | FlexibilityNo cancel fee | On-time69% |