Cheap flights from Cleveland to Chicago Midway (CLE - MDW)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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

All the information you need to plan the best CLE to MDW flight in 2021: compare Cleveland to Chicago Midway flight prices with the expected peak season, weather and rainfall in Chicago Midway.
CLE - MDW
Price
$204 - $392
MDW
Temperature
33.8 - 84.2 °F
MDW
Rainfall
0.7 - 4.3 inches

Popular in

July

High demand for flights, 25% potential price rise

Cheapest in

August

Best time to find cheap flights, 30% potential price drop

Round-trip from

$204

From Cleveland to Chicago Midway

One-way from

$200

One-way flight from Cleveland to Chicago Midway

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
How far in advance should I book a flight from Cleveland to Chicago Midway?

To save up to 10% on this flight, we recommend booking at least 20 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 Midway from $137 1-2 weeks out and tickets from $157 for flights departing within the next 72 hours.

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

Flights from Cleveland to Chicago Midway lean towards being more expensive in December. Prices are generally better when you fly from Cleveland to Chicago Midway in April, with the cheapest ticket starting at $33.

Cheap flights from Cleveland to Chicago Midway in May, June 2021

The best prices found for CLE to MDW flights for May, June
29 May - 30 May
$196pp
CLE
Cleveland Hopkins Intl
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
CLE
Cleveland Hopkins Intl
26 Jun - 15 Jul
$197pp
CLE
Cleveland Hopkins Intl
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
CLE
Cleveland Hopkins Intl
29 May - 30 May
$202pp
CLE
Cleveland Hopkins Intl
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
CLE
Cleveland Hopkins Intl

Cleveland to Chicago Midway 2021 flight deals

Cheap flights to Chicago Midway from Cleveland found for this year
21 Sep - 22 Sep
$188pp
CLE
Cleveland Hopkins Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
CLE
Cleveland Hopkins Intl
29 May - 30 May
$196pp
CLE
Cleveland Hopkins Intl
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
CLE
Cleveland Hopkins Intl
26 Jun - 15 Jul
$197pp
CLE
Cleveland Hopkins Intl
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
CLE
Cleveland Hopkins Intl

Non-stop flights to Chicago Midway from Cleveland

Save time with Cleveland to Chicago Midway direct flight deals
16 Aug - 20 Aug
$6,332pp
CLE
Cleveland Hopkins Intl
Linear Air Taxi
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Linear Air Taxi
Non-Stop
CLE
Cleveland Hopkins Intl

Last minute flights from Cleveland to Chicago Midway

Late deals on round-trip flights to Chicago Midway from Cleveland, departing today and this week
18 May - 25 May
$295pp
CLE
Cleveland Hopkins Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
CLE
Cleveland Hopkins Intl
18 May - 25 May
$299pp
CLE
Cleveland Hopkins Intl
Delta
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
CLE
Cleveland Hopkins Intl
20 May - 24 May
$334pp
CLE
Cleveland Hopkins Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
CLE
Cleveland Hopkins Intl

One-way flights to Chicago Midway from Cleveland

The cheapest one-way flights from Cleveland to Chicago Midway
11:31 am - 3:33 am
Allegiant Air
2 Stops
17h 02m
CLE - MDW
Allegiant Air
$200
Gotogate
1:30 am - 8:30 am
Delta
2 Stops
8h 00m
CLE - MDW
Delta
$201
Delta
5:20 pm - 2:06 pm
Multiple Airlines
3 Stops
21h 46m
CLE - MDW
Multiple Airlines
$206
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Cleveland</span> to <span class="emphasized">Chicago Midway</span> flights.

Flight FAQs

From Cleveland to Chicago Midway

Are flight prices decreasing from Cleveland to Chicago Midway due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Cleveland and Chicago Midway for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Cleveland Hopkins Intl to Chicago Midway have flexible cancellations due to COVID-19?

Delta, United Airlines, and Linear Air Taxi are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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

Cleveland Hopkins Intl (CLE) is the airport you will fly out of if you book a flight from Cleveland to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Hopkins Intl; the airport handles an average of 1 outbound flight to Chicago Midway per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the Cleveland airport to Chicago Midway. It is only a 10.1 mi journey to Hopkins Intl (CLE) from Cleveland’s city center.

Can I find flights from Cleveland to Chicago Midway for under $200 on Cheapflights?

Yes, there are multiple flights from Cleveland to Chicago Midway for under $200. The cheapest flight booked recently is on Delta for just $188, but on average you can expect to pay $221.

Are there nonstop flights from Cleveland to Chicago Midway for under $6,400 on Cheapflights?

Cheapflights has at least 1 direct flight from Cleveland to Chicago Midway under $6,400. A good price for a nonstop flight from Cleveland to Chicago Midway is less than $6,332.

Are there last-minute flights available from Cleveland to Chicago Midway for under $300?

There are currently 14+ open flights from Cleveland to Chicago Midway within the next 7 days for less than $300.

What days are nonstop flights available from Cleveland to Chicago Midway?

Nonstop flights can be found on the following days: Monday, Tuesday, Wednesday.

Does it rain more in Cleveland or Chicago Midway?

Expected rainfall in Cleveland is more than in Chicago Midway. You can expect this to be the case over the next 19 days.

Is Cleveland weather warmer or cooler than Chicago Midway?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Chicago Midway is generally the same as in Cleveland.

How long is the flight from Cleveland to Chicago Midway?

For as low as $256, Delta can have you in Chicago Midway from Cleveland in 3h 10m.

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

Our cheapest airline available from Cleveland to Chicago Midway is Delta. Our recent data shows that you can find tickets from as low as $188 on this airline. An additional option worth looking into is Allegiant Air, starting at $196. You may be able to fly from Cleveland to Chicago Midway for 35% less than the average price by searching for these airlines.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as $76. Users have also found tickets on Allegiant Air for as little as $110.

Alternative routes for Cleveland to Chicago Midway

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago Midway

Things to know before you go - useful duration and weather info for your trip from Cleveland to Chicago Midway.
Average temperature for May in Chicago Midway
71.6 °F
Avg rainfall for May in Chicago Midway
4.3 ″

Airports servicing Cleveland

Airports servicing Chicago

Top 3 airlines flying from Cleveland to Chicago Midway

The chart below displays the airlines Cheapflights users traveling from Cleveland to Chicago Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
United Airlines
$235 $338 No cancel fee 69%
Delta
$247 $376 No cancel fee N/A
Linear Air Taxi
$2,730 $5,692 No cancel fee N/A

We couldn't confirm the COVID-19 safety measures taken by Linear Air Taxi. Please check directly on their website for additional information.

Hourly flight availability from Cleveland to Chicago Midway

See what time of day planes typically take off from Cleveland towards Chicago Midway.
Morning 6 AM to noon 57% of CLE to MDW departures
Afternoon Noon to 6 PM 42% of CLE to MDW departures
Early morning Midnight to 6 AM 1% of CLE to MDW departures
Evening 6 PM to midnight 0% of CLE to MDW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Cleveland to Chicago Midway
See how many times per day planes take to the skies headed from Cleveland to Chicago Midway.
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
0 flights
Wednesday
0 flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
0 flights
Home North America USA Illinois Chicago Chicago Midway Cheap flights from Cleveland to Chicago Midway