Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights

MDW - CLE

$49 Find cheap flights from Chicago Midway Airport to Cleveland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Cleveland departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 5/25
Sat 6/1

Search hundreds of travel sites at once for deals on flights to Cleveland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cleveland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cleveland, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Midway to Cleveland (MDW-CLE)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Cleveland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:15 pm - 8:07 amMDW-CLE
17h 52m1 stop
9:36 pm - 5:35 pmCLE-MDW
20h 59m1 stop
$119Frontier
Find Deal
Fri, May 17 - Sun, May 19
8:17 pm - 7:36 amMDW-CLE
10h 19m1 stop
8:48 pm - 11:38 amCLE-MDW
15h 50m1 stop
$130Frontier
Find Deal
Sat, May 11 - Sun, May 12
9:51 am - 5:35 pmMDW-CLE
6h 44m1 stop
4:00 pm - 11:31 pmCLE-MDW
8h 31m1 stop
$137Frontier
Find Deal
Tue, May 7 - Sat, May 11
9:26 am - 10:26 pmMDW-CLE
12h 00m1 stop
4:00 pm - 11:31 pmCLE-MDW
8h 31m1 stop
$146Frontier
Find Deal
Sun, May 5 - Sat, May 11
3:44 pm - 8:05 amMDW-CLE
15h 21m1 stop
8:48 pm - 11:38 amCLE-MDW
15h 50m1 stop
$147Frontier
Find Deal
Fri, May 10 - Sun, May 12
7:48 am - 12:27 amMDW-CLE
15h 39m1 stop
4:01 pm - 6:33 amCLE-MDW
15h 32m1 stop
$149Frontier
Find Deal
Sat, Aug 31 - Sat, Sep 7
12:34 pm - 12:29 amMDW-CLE
10h 55m1 stop
8:47 am - 8:59 pmCLE-MDW
13h 12m1 stop
$150Frontier
Find Deal
Wed, Aug 28 - Thu, Aug 29
12:34 pm - 12:29 amMDW-CLE
10h 55m1 stop
8:47 am - 2:02 pmCLE-MDW
6h 15m1 stop
$154Frontier
Find Deal
Fri, Sep 27 - Sat, Sep 28
5:00 pm - 11:45 pmMDW-CLE
5h 45m1 stop
7:10 am - 11:02 amCLE-MDW
4h 52m1 stop
$156Delta
Find Deal
Sat, May 25 - Sun, May 26
1:21 pm - 12:44 amMDW-CLE
10h 23m2 stops
7:10 am - 1:35 pmCLE-MDW
7h 25m1 stop
$161Delta
Find Deal
Tue, May 28 - Wed, May 29

Flights from Midway to Cleveland - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Cleveland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Cleveland?

The average price of all flights from Chicago Midway Airport to Cleveland clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Cleveland on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago Midway Airport to Cleveland. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Cleveland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Cleveland is April, where tickets cost $228 on average. On the other hand, the most expensive months are June and January, where the average cost of tickets is $341 and $322 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Cleveland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Cleveland, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 51 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to Cleveland?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago Midway Airport to Cleveland found on KAYAK was with Southwest for $49. Frontier proposed a round-trip connection from $119 and Delta from $156.

How many flights are there between Chicago Midway Airport and Cleveland per day?

Each day, there are between 2 and 4 nonstop flights that take off from Chicago Midway Airport and land in Cleveland, with an average flight time of 1h 11m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 23 flights. The most frequent day of departure is Monday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

What’s the earliest departure time from Chicago Midway Airport to Cleveland?

Early birds can take the earliest flight from Chicago Midway Airport at 8:30 am and will be landing in Cleveland at 10:45 am.

What’s the latest departure time from Chicago Midway Airport to Cleveland?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Cleveland jets off at 9:30 pm and lands at 11:40 pm.

Good to know

Cheapest flight

$49
Flight from Chicago Midway Airport to Cleveland

When to book flights from Midway to Cleveland

Are your dates flexible? Find out the best times to travel from Midway to Cleveland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Cleveland flights

  • What is the cheapest flight from Chicago Midway Airport to Cleveland?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Cleveland was $49 for a one-way ticket and $119 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Cleveland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Cleveland?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Cleveland is Cleveland Hopkins Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Cleveland?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Cleveland flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Cleveland?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago Midway Airport to Cleveland flight route.

  • On which days can I fly direct from Chicago Midway Airport to Cleveland?

    There are nonstop flights from Chicago Midway Airport to Cleveland on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Cleveland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Cleveland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Cleveland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cleveland from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Cleveland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cleveland with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and CLE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Cleveland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cleveland from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Chicago Midway Airport to Cleveland?

Find which airlines fly direct from Midway to Hopkins Intl, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to Cleveland Hopkins Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Cleveland Hopkins Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Book cheap flights from Chicago to Cleveland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Cleveland found on KAYAK in the last 72 hours.
5/21Tue
nonstopSouthwest
1h 15mMDW-CLE
$49
5/11Sat
1 stopFrontier
10h 19mMDW-CLE
$59
5/18Sat
1 stopFrontier
18h 01mMDW-CLE
$60
5/9Thu
1 stopFrontier
6h 46mMDW-CLE
$75
5/25Sat
1 stopDelta
5h 45mMDW-CLE
$78
5/23Thu
1 stopFrontier
8h 41mMDW-CLE
$81
5/21Tue
2 stopsDelta
10h 23mMDW-CLE
$83
5/13Mon
1 stopFrontier
15h 21mMDW-CLE
$85
7/24Wed
1 stopDelta
5h 05mMDW-CLE
$139
5/11Sat
3 stopsWestJet
15h 41mMDW-CLE
$864

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Cleveland

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Cleveland that are departing in the next 10 days.
4/27Sat
multi-stopFrontier
11h 46mMDW-CLE
4/28Sun
multi-stopFrontier
15h 50mCLE-MDW
$272
4/28Sun
multi-stopFrontier
12h 00mMDW-CLE
5/7Tue
multi-stopFrontier
7h 46mCLE-MDW
$278
4/26Fri
multi-stopFrontier
17h 35mMDW-CLE
4/30Tue
multi-stopFrontier
15h 50mCLE-MDW
$300
4/26Fri
multi-stopFrontier
15h 21mMDW-CLE
4/28Sun
multi-stopFrontier
15h 50mCLE-MDW
$311
4/28Sun
nonstopSouthwest
1h 10mMDW-CLE
4/29Mon
nonstopSouthwest
1h 15mCLE-MDW
$400
4/28Sun
nonstopSouthwest
1h 10mMDW-CLE
4/29Mon
multi-stopSouthwest
6h 40mCLE-MDW
$409
4/28Sun
multi-stopSouthwest
9h 45mMDW-CLE
4/29Mon
nonstopSouthwest
1h 15mCLE-MDW
$414
4/30Tue
multi-stopDelta
5h 50mMDW-CLE
5/1Wed
multi-stopDelta
2h 51mCLE-MDW
$455
4/26Fri
multi-stopDelta
4h 22mMDW-CLE
4/26Fri
multi-stopDelta
6h 24mCLE-MDW
$478
4/26Fri
multi-stopDelta
4h 42mMDW-CLE
4/28Sun
multi-stopDelta
6h 35mCLE-MDW
$583

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Cleveland Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Cleveland (CLE)United States

Return flight deals:

Cleveland - Chicago Midway Airport

Cabin classes:

$588

Browse origins:

Browse destinations: