Cheap flights from Cleveland (CLE) to Chicago (CHI) from $40

This is the cheapest one-way flight price, found on 9/27. Prices may vary by date and flight preferences.
CLE — CHI
Oct 3 — Oct 101

The best prices from Cleveland Hopkins Intl to Chicago are usually found in September or October, booked 34 days in advance, depart on a Saturday or Wednesday and return on a Saturday

How to find the cheapest flight from Cleveland (CLE) to Chicago (CHI)

All the information you need to plan the best CLE to CHI flight in 2023: compare Cleveland to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

September

Round-trip from

$207

One-way from

$66
High demand for flights, 21% potential price rise
Best time to find cheap flights, 12% potential price drop
From Cleveland Hopkins Intl to Chicago (CHI)
One-way flight from Cleveland Hopkins Intl to Chicago (CHI)

CLE - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest day to fly round-trip from Cleveland to Chicago?

Travelers have found that booking a Friday departure is the best way to save up to 80% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Cleveland to Chicago?

To save up to 47% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Cleveland to Chicago from $292 1-2 weeks out and tickets from $364 for flights departing within the next 72 hours.

What is the cheapest month to fly from Cleveland to Chicago?

September can be a great time to fly to Chicago from Cleveland with a flight ticket averaging about $260. Cheapflights users have found deals in the month of September for as cheap as $182. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Cleveland to Chicago (CLE - CHI)?

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 18% on your trip compared to booking a flight in the afternoon.

Cheap Delta flights from Cleveland to Chicago

Check out some of the cheapest Delta flights we've come across from Cleveland to Chicago. Make sure to double check the flight details before booking.

Cheap United Airlines flights from Cleveland to Chicago

Some of the lowest-priced United Airlines flights we've found at this time heading from Cleveland to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.

Cheap Cleveland to Chicago flights in September & October 2023

The best prices found for CLE to CHI flights for September, October
These are some of the best deals we've found on flights to Chicago in 2023 at this time. Check back regularly for other flight deals.

Cleveland to Chicago 2023 flight deals

Cheap flights to Chicago from Cleveland found for this year
These are some of the best deals we've found on flights to Chicago in 2023 at this time. Check back regularly for other flight deals.

Non-stop flights to Chicago from Cleveland

Save time with Cleveland to Chicago direct flight deals
If you're seeking options on non-stop flights from Cleveland to Chicago, check out these fares. Search for alternative flights from Cleveland to Chicago by utilizing the search form above.

Cleveland to Chicago flights leaving soon

Late deals on return flights to Chicago from Cleveland, departing today and this week
Check out these flights departing soon from Cleveland to Chicago. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Cleveland

The cheapest one-way flights from Cleveland to Chicago
Take a look at some of the best available options we've come across on one-way flights from Cleveland to Chicago. Users can also find round-trip Cleveland to Chicago flights by using the search form above.

Find flights from Cleveland to Chicago within your budget

Use the slider to find flights from Cleveland to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$80 - $177

Route

Depart

Return

Price

Cleveland Hopkins IntlChicago O'Hare Intl

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 10/14

1 stop9h 46m

Chicago O'Hare Intl

Mon 10/16

1 stop14h 11m

Cleveland Hopkins IntlChicago Midway

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Tue 10/24

1 stop11h 28m

Chicago Midway

Tue 10/31

1 stop7h 22m

Cleveland Hopkins IntlChicago Midway

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Tue 11/7

1 stop7h 31m

Chicago Midway

Sat 11/11

1 stop7h 38m

Cleveland Hopkins IntlChicago Midway

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Thu 10/26

1 stop12h 00m

Chicago Midway

Thu 11/2

1 stop13h 39m

Cleveland Hopkins IntlChicago O'Hare Intl

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 10/28

1 stop6h 30m

Chicago O'Hare Intl

Sat 11/4

1 stop11h 10m

Cleveland Hopkins IntlChicago O'Hare Intl

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 10/14

2 stops11h 40m

Chicago O'Hare Intl

Mon 10/16

1 stop10h 14m

Cleveland Hopkins IntlChicago O'Hare Intl

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 10/26

1 stop4h 08m

Chicago O'Hare Intl

Sat 10/28

Nonstop1h 19m

Cleveland Hopkins IntlChicago O'Hare Intl

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 10/24

Nonstop1h 30m

Chicago O'Hare Intl

Tue 10/31

Nonstop1h 24m

Cleveland Hopkins IntlChicago Midway

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Sun 11/5

1 stop3h 15m

Chicago Midway

Wed 11/8

1 stop2h 57m

Flights are sorted by cheapest first

Deals found on 9/27

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta, United Airlines and Spirit Airlines from Cleveland to Chicago have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

Delta
7.9
Good
3,023 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

Southwest
7.6
Good
1,521 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

United Airlines
7.4
Good
1,890 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

WestJet
7.2
Good
918 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I was given an exit seat. Arrived a few minutes early

Related info for your journey

Useful info, stats and facts about Cleveland to Chicago flights.

What airport do you fly from for flights from Cleveland to Chicago?

Cleveland Hopkins Intl (CLE), located 10.1 mi from the city center, is the airport you fly out of when you book flights from Cleveland to Chicago. 4 airlines have flights from Hopkins Intl to Chicago on a regular basis. Booking flights from Cleveland Hopkins Intl to Chicago should not be difficult; the airport handles an average of 36 outbound flights to Chicago per day.

Can I find flights from Cleveland to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Cleveland to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $80, but on average you can expect to pay $97.

Are there nonstop flights from Cleveland to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Cleveland to Chicago under $200. A good price for a nonstop flight from Cleveland to Chicago is less than $211.

Are there last-minute flights available from Cleveland to Chicago for under $200?

There are currently 20+ open flights from Cleveland to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Cleveland to Chicago?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Cleveland to Chicago on average per day?

On average 56 flights depart from Cleveland to Chicago per day.
Early Morning (Midnight to 6am) - 9% of flight departures
Morning (6am - Noon) - 27% of flight departures
Afternoon (Noon - 6pm) - 41% of flight departures
Evening (6pm - Midnight) - 23% of flight departures

How long is the flight from Cleveland to Chicago?

Airlines like Spirit Airlines and Frontier fly from Cleveland to Chicago in about 9h 46m. The time it takes to get you to your destination can typically vary by up to 1h 42m. There are 316 mi between Cleveland and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Cleveland to Chicago round-trip?

Our cheapest airline available from Cleveland to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $80 on this airline. An additional option worth looking into is Frontier, starting at $85. Spirit Airlines is currently priced 69% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Cleveland to Chicago one-way?

One-way options have recently been found by users for as low as $40 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $45 and United Airlines from $50 one-way.

What are the most popular routes from Cleveland to Chicago?

What are the most popular airlines that fly from Cleveland to Chicago?

What are the most reliable airlines from Cleveland to Chicago?

Consider SkyWest Airlines (96%), Japan Airlines (92%) or Qatar Airways (91%) when booking your flight. These represent the most reliable airlines when flying from Cleveland to Chicago.

What are the cheapest flights from Cleveland to Chicago?

Looking for the cheapest flight from Cleveland to Chicago? While on average our users pay $765, our data indicates the cheapest price to be $89. The most popular route (Cleveland Hopkins Intl - Chicago O'Hare Intl), is priced around $80.

What does CLE to ORD mean?

Cleveland Hopkins Intl Airport is CLE and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Top 4 airlines flying from Cleveland to Chicago

The chart below displays the airlines Cheapflights users traveling from Cleveland to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$114Average$156FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$133Average$270FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$138Average$266FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$216Average$393FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Cleveland to Chicago

See what time of day planes typically take off from Cleveland to Chicago
10%of flight departuresEarly morningMidnight to 6 am
29%of flight departuresMorning6 am to noon
59%of flight departuresAfternoonNoon to 6 pm
2%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Cleveland to Chicago

See how many times per day planes take to the skies headed from Cleveland to Chicago
Sunday29daily flights
Monday47daily flights
Tuesday33daily flights
Wednesday32daily flights
Thursday37daily flights
Friday44daily flights
Saturday32daily flights

Fly with Cheapflights

What makes Cheapflights the go-to destination for all your flight needs

How does Cheapflights help users find flights from Cleveland to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cleveland to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Cleveland to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Cleveland to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Cleveland to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Cleveland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Cleveland to Chicago become cheaper?

Yes! Start tracking prices for Cleveland to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, navigate to the search form above to perform a search, which will then prompt you for a valid email address to use the tool.

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