Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (Southwest) |
One-way from | $79 (Southwest) |
Popular in | February |
Cheapest in | April |
Average price | $370 |
Good round-trip deal | $363 or less |
Good one-way deal | $168 or less |
Fly from
Fly to
Route
Depart
Return
Price
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Thu 3/6
1:20 pm-1:40 pm
Nonstop1h 20m
Chicago Midway
Mon 3/10
9:05 am-11:15 am
Nonstop1h 10m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Wed 3/19
9:10 am-4:38 pm
1 stop8h 28m
Chicago O'Hare Intl
Wed 3/26
5:10 am-7:34 pm
1 stop13h 24m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Wed 3/5
11:10 am-11:00 pm
1 stop12h 50m
Chicago Midway
Sat 3/8
4:08 pm-1:27 am
1 stop8h 19m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Thu 3/6
6:25 am-7:00 am
Nonstop1h 35m
Chicago O'Hare Intl
Mon 3/10
8:30 pm-10:56 pm
Nonstop1h 26m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Fri 3/7
9:25 am-4:48 pm
1 stop8h 23m
Chicago O'Hare Intl
Sat 3/8
1:30 pm-1:27 am
1 stop10h 57m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Mon 4/14
8:46 pm-5:45 am
3 stops33h 59m
Chicago O'Hare Intl
Thu 4/17
1:47 pm-7:41 pm
3 stops28h 54m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Thu 3/13
6:00 am-9:34 am
1 stop4h 34m
Chicago O'Hare Intl
Mon 3/17
7:30 am-9:51 am
Nonstop1h 21m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Mon 3/10
6:58 pm-11:56 pm
1 stop5h 58m
Chicago O'Hare Intl
Wed 3/12
6:45 am-1:27 pm
1 stop5h 42m
ClevelandChicago
CLE - MDW
CLEMDW
Cleveland Hopkins Intl
Thu 3/6
6:00 am-1:05 pm
2 stops8h 05m
Chicago Midway
Mon 3/10
6:42 pm-10:39 pm
1 stop2h 57m
ClevelandChicago
CLE - ORD
CLEORD
Cleveland Hopkins Intl
Mon 3/31
9:20 pm-12:45 pm
2 stops16h 25m
Chicago O'Hare Intl
Wed 4/2
7:30 am-10:50 pm
3 stops14h 20m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars |
Booking 79 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 55% 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 evenings when fares are most often at their lowest. Wednesday 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 Thursday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Boarding
Overall
Comfort
Food
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$100 | Average$126 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$114 | Average$274 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$143 | Average$317 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$156 | Average$442 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$168 | Average$281 | FlexibilityNo cancel fee | On-time63% |