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Cheap flights from Chicago Midway Airport to Cleveland from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Cleveland departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Cleveland

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Cleveland that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Cleveland.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Cleveland? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Cleveland, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Cleveland

Find recent round-trip train or bus tickets from Chicago Midway Airport to Cleveland.

All round-trip flight deals to Cleveland

The cheapest plane tickets to Cleveland found on KAYAK recently.
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
6:15 pm - 6:30 pmCLE-MDW
1h 15mnonstop
$158Southwest
Find Deal
Tue, Dec 10 - Tue, Dec 10
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
2:05 pm - 6:45 pmCLE-MDW
5h 40m1 stop
$162Southwest
Find Deal
Tue, Dec 10 - Tue, Dec 10
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
2:05 pm - 7:35 pmCLE-MDW
6h 30m2 stops
$167Southwest
Find Deal
Tue, Dec 10 - Tue, Dec 10
7:00 am - 4:20 pmMDW-CLE
8h 20m1 stop
6:15 am - 12:29 pmCLE-MDW
7h 14m1 stop
$168Frontier
Find Deal
Fri, Dec 13 - Fri, Dec 20
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
2:05 pm - 7:50 pmCLE-MDW
6h 45m2 stops
$172Southwest
Find Deal
Tue, Dec 10 - Tue, Dec 17
4:58 pm - 12:23 amMDW-CLE
6h 25m1 stop
6:05 am - 8:50 amCLE-MDW
3h 45m1 stop
$176Delta
Find Deal
Tue, Dec 17 - Wed, Dec 25
5:01 am - 12:58 pmMDW-CLE
6h 57m1 stop
12:12 pm - 9:17 pmCLE-MDW
10h 05m1 stop
$178Frontier
Find Deal
Mon, Dec 16 - Wed, Dec 25
6:00 am - 1:12 pmMDW-CLE
6h 12m1 stop
6:00 am - 12:50 pmCLE-MDW
7h 50m2 stops
$181Delta
Find Deal
Wed, Dec 11 - Wed, Dec 18
1:30 pm - 12:23 amMDW-CLE
9h 53m2 stops
6:00 am - 12:50 pmCLE-MDW
7h 50m2 stops
$186Delta
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Wed, Dec 11 - Wed, Dec 18
8:50 am - 6:07 pmMDW-CLE
8h 17m1 stop
10:42 am - 5:35 pmCLE-MDW
7h 53m1 stop
$198Frontier
Find Deal
Mon, Nov 25 - Tue, Nov 26
7:25 pm - 9:40 pmMDW-CLE
1h 15mnonstop
$79Southwest
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Wed, Jan 29
7:25 am - 8:03 pmMDW-CLE
11h 38m1 stop
$80Frontier
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Thu, Dec 12
8:15 am - 10:58 amMDW-CLE
25h 43m1 stop
$83Frontier
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Wed, Jan 8
4:16 pm - 12:24 amMDW-CLE
7h 08m1 stop
$84Frontier
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Sun, Jan 26
12:58 pm - 7:36 amMDW-CLE
17h 38m1 stop
$85Frontier
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Thu, Dec 19
9:30 am - 1:57 pmMDW-CLE
3h 27m1 stop
$88Delta
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Wed, Dec 11
1:30 pm - 12:23 amMDW-CLE
9h 53m2 stops
$93Delta
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Wed, Dec 11
7:00 pm - 9:15 pmMDW-CLE
1h 15mnonstop
$94Southwest
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Thu, Dec 5
10:19 am - 5:44 pmMDW-CLE
30h 25m3 stops
$400WestJet
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Wed, Jan 15
11:19 am - 1:35 pmMDW-CLE
25h 16m3 stops
$463WestJet
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Sat, Jan 11
10:32 pm - 5:14 pmMDW-CLE
17h 42m1 stop
6:48 pm - 1:36 pmCLE-MDW
19h 48m1 stop
$318Frontier
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Mon, Nov 18 - Wed, Nov 20
5:38 pm - 1:32 amMDW-CLE
6h 54m1 stop
9:33 am - 5:38 pmCLE-MDW
9h 05m1 stop
$324Frontier
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Sun, Nov 17 - Thu, Nov 21
4:16 pm - 1:27 amMDW-CLE
8h 11m1 stop
9:49 pm - 12:09 pmCLE-MDW
15h 20m1 stop
$398Frontier
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Fri, Nov 15 - Sun, Nov 17
1:30 pm - 7:58 pmMDW-CLE
5h 28m1 stop
6:01 am - 12:49 pmCLE-MDW
7h 48m2 stops
$555Delta
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Tue, Nov 19 - Fri, Nov 22
1:30 pm - 9:30 pmMDW-CLE
7h 00m2 stops
6:01 am - 12:49 pmCLE-MDW
7h 48m2 stops
$560Delta
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Tue, Nov 19 - Fri, Nov 22
9:31 am - 1:46 pmMDW-CLE
3h 15m1 stop
2:26 pm - 5:02 pmCLE-MDW
3h 36m1 stop
$590Delta
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Tue, Nov 19 - Fri, Nov 22
9:20 pm - 11:30 pmMDW-CLE
1h 10mnonstop
12:05 pm - 12:20 pmCLE-MDW
1h 15mnonstop
$664Southwest
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Mon, Nov 18 - Wed, Nov 20
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
3:00 pm - 8:05 pmCLE-MDW
6h 05m1 stop
$668Southwest
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Tue, Nov 19 - Tue, Nov 19
7:55 pm - 10:52 pmMDW-CLE
25h 57m3 stops
5:12 am - 8:45 amCLE-MDW
28h 33m3 stops
$1,449
Find Deal
Fri, Nov 15 - Sun, Nov 17
9:30 am - 1:46 pmMDW-CLE
27h 16m3 stops
3:30 pm - 1:35 pmCLE-MDW
23h 05m3 stops
$2,582WestJet
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Mon, Nov 18 - Wed, Nov 20
3:15 pm - 5:30 pmMDW-CLE
1h 15mnonstop
12:05 pm - 12:20 pmCLE-MDW
1h 15mnonstop
$173Southwest
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Wed, Dec 11 - Wed, Dec 18
7:00 pm - 9:15 pmMDW-CLE
1h 15mnonstop
7:25 pm - 7:40 pmCLE-MDW
1h 15mnonstop
$188Southwest
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Thu, Dec 12 - Thu, Dec 19
7:55 pm - 10:10 pmMDW-CLE
1h 15mnonstop
6:15 pm - 6:30 pmCLE-MDW
1h 15mnonstop
$228Southwest
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Sun, Dec 22 - Wed, Dec 25
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
7:30 pm - 7:45 pmCLE-MDW
1h 15mnonstop
$243Southwest
Find Deal
Mon, Dec 16 - Mon, Dec 23
9:35 am - 11:50 amMDW-CLE
1h 15mnonstop
12:55 pm - 1:10 pmCLE-MDW
1h 15mnonstop
$248Southwest
Find Deal
Tue, Dec 10 - Sun, Jan 5
9:30 am - 11:45 amMDW-CLE
1h 15mnonstop
6:30 am - 6:50 amCLE-MDW
1h 20mnonstop
$263Southwest
Find Deal
Thu, Dec 19 - Thu, Dec 26
9:20 pm - 11:30 pmMDW-CLE
1h 10mnonstop
7:25 pm - 7:40 pmCLE-MDW
1h 15mnonstop
$278Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
9:20 pm - 11:30 pmMDW-CLE
1h 10mnonstop
12:55 pm - 1:10 pmCLE-MDW
1h 15mnonstop
$298Southwest
Find Deal
Fri, Dec 13 - Fri, Dec 20
7:00 pm - 9:15 pmMDW-CLE
1h 15mnonstop
6:15 pm - 6:30 pmCLE-MDW
1h 15mnonstop
$305Southwest
Find Deal
Wed, Dec 4 - Thu, Dec 5
8:25 am - 10:40 amMDW-CLE
1h 15mnonstop
12:55 pm - 1:10 pmCLE-MDW
1h 15mnonstop
$318Southwest
Find Deal
Sun, Dec 22 - Thu, Dec 26

Southwest flights from Chicago Midway Airport to Cleveland

Our best Southwest deals on Chicago Midway Airport to Cleveland flight tickets
Southwest
Dec 10
MDW9:35 amChicago Midway
1h 15m
CLE11:50 amCleveland Hopkins Intl
Dec 10
CLE6:15 pmCleveland Hopkins Intl
1h 15m
MDW6:30 pmChicago Midway
Southwest
Dec 10
MDW9:35 amChicago Midway
1h 15m
CLE11:50 amCleveland Hopkins Intl
Dec 10
CLE2:05 pmCleveland Hopkins Intl
5h 40m
1 stop
MDW6:45 pmChicago Midway
Southwest
Dec 10
MDW9:35 amChicago Midway
1h 15m
CLE11:50 amCleveland Hopkins Intl
Dec 10
CLE2:05 pmCleveland Hopkins Intl
6h 30m
2 stops
MDW7:35 pmChicago Midway

Delta flights from Chicago Midway Airport to Cleveland

Our best Delta deals on Chicago Midway Airport to Cleveland flight tickets
Delta
Dec 17
MDW4:58 pmChicago Midway
6h 25m
1 stop
CLE12:23 amCleveland Hopkins Intl
Dec 25
CLE6:05 amCleveland Hopkins Intl
3h 45m
1 stop
MDW8:50 amChicago Midway
Delta
Dec 11
MDW6:00 amChicago Midway
6h 12m
1 stop
CLE1:12 pmCleveland Hopkins Intl
Dec 18
CLE6:00 amCleveland Hopkins Intl
7h 50m
2 stops
MDW12:50 pmChicago Midway
Delta
Dec 11
MDW1:30 pmChicago Midway
9h 53m
2 stops
CLE12:23 amCleveland Hopkins Intl
Dec 18
CLE6:00 amCleveland Hopkins Intl
7h 50m
2 stops
MDW12:50 pmChicago Midway

How to get the cheapest flight ticket from Chicago Midway Airport to Cleveland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

May. The cheapest time of year to fly to Cleveland from Chicago Midway Airport is May. Most expensive is February

What is the cheapest day to depart Chicago Midway Airport for Cleveland?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Wednesday

When is the cheapest time to fly from Chicago Midway Airport to Cleveland?

In the evening. Chicago Midway Airport to Cleveland flights are approximately 22% more expensive in the afternoon than in the evening

What is the cheapest airline that flies to Cleveland from Chicago Midway Airport?

Southwest. Southwest is the most popular carrier operating from Chicago Midway Airport to Cleveland

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

As of November 2024, there are 2 flights per week flying from Chicago Midway Airport to Cleveland. The most common time of day flights depart is 9:00AM, with 35% of flights taking off at noon.

How many flights depart from Chicago Midway Airport to Cleveland on average per week?

As of November 2024, 18 flights take off from Chicago Midway Airport and land in Cleveland each week. The most common flight departure day for this route is Sunday, with 17% of weekly flights taking off on this day.

Can stopping save me money on Chicago Midway Airport to Cleveland flights?

You could potentially save up to 31% on your flight if you consider stops on a Chicago Midway Airport to Cleveland flight.

When to book flights from Chicago Midway Airport to Cleveland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Cleveland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Cleveland (MDW to CLE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Cleveland

Best Price Found

$79

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago Midway Airport in the past 72 hours is $79. The best round-trip flight deal from Chicago Midway Airport to Cleveland found on momondo in the last 72 hours is $158.
The fastest flight from Chicago Midway Airport to Cleveland takes 1h 10m
Direct flights go from Chicago Midway Airport to Cleveland every day.
There is 1 airport near Cleveland: Cleveland Hopkins Intl (CLE)

  • How far is Chicago Midway to Cleveland Hopkins Intl by plane?

    Cleveland Hopkins Intl is 312.8 mi away from Chicago Midway. Typically, this will take 1h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

    Prices for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The required travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cleveland Hopkins Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Cleveland?

  • What is the most popular airline from Chicago Midway Airport to Cleveland?


Best airlines flying from Chicago Midway Airport to Cleveland

Compare and see reviews for airlines that fly from Chicago Midway Airport to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $188Free CancellationRating
8.1
5,045 reviews
Search Southwest flights
  • Southwest Flights From Chicago Midway Airport to Cleveland

    Across 18 Southwest flights from Chicago Midway Airport to Cleveland this week, the average price was $362, with the best Southwest deals starting from $188 round-trip. 5,045 users have rated Southwest on momondo, with an average score of 8.1/10.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cleveland?

It is quick and easy to find Chicago to Cleveland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cleveland that suits you.

Can I find flights from Chicago to Cleveland with flexible booking policies on momondo?

Yes. All flights to Cleveland from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Cleveland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Cleveland.

I’m not ready to book a flight from Chicago to Cleveland right now. Can momondo alert me if prices change?

Price alerts on flights to Cleveland from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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