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Cheap flights from Chicago Midway Airport to Cleveland from $55

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 2/12. 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.
4:19 pm - 1:28 amMDW-CLE
8h 09m1 stop
3:37 pm - 10:51 pmCLE-MDW
8h 14m1 stop
$109Frontier
Find Deal
Sat, Feb 22 - Sat, Mar 1
7:25 am - 8:07 pmMDW-CLE
11h 42m1 stop
9:59 pm - 10:02 amCLE-MDW
13h 03m1 stop
$110Frontier
Find Deal
Thu, Jan 23 - Sat, Jan 25
4:19 pm - 1:28 amMDW-CLE
8h 09m1 stop
8:25 pm - 3:12 pmCLE-MDW
19h 47m1 stop
$111Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
5:55 pm - 8:10 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$214Southwest
Find Deal
Sat, Feb 1 - Mon, Feb 3
5:55 pm - 8:10 pmMDW-CLE
1h 15mnonstop
6:15 am - 10:10 amCLE-MDW
4h 55m1 stop
$224Southwest
Find Deal
Sat, Feb 1 - Mon, Feb 3
5:55 pm - 8:10 pmMDW-CLE
1h 15mnonstop
8:00 am - 4:50 pmCLE-MDW
9h 50m2 stops
$229Southwest
Find Deal
Sat, Feb 1 - Mon, Feb 3
7:25 pm - 9:40 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$245Southwest
Find Deal
Tue, Jan 28 - Thu, Jan 30
10:57 am - 4:20 pmMDW-CLE
4h 23m1 stop
6:25 am - 8:51 amCLE-MDW
3h 26m1 stop
$247Delta
Find Deal
Wed, Feb 5 - Thu, Feb 6
11:25 am - 10:47 pmMDW-CLE
10h 22m2 stops
7:05 am - 10:47 amCLE-MDW
4h 42m1 stop
$252Delta
Find Deal
Sat, Feb 15 - Sun, Feb 16
6:00 am - 12:32 pmMDW-CLE
5h 32m1 stop
7:05 am - 1:08 pmCLE-MDW
7h 03m2 stops
$270Delta
Find Deal
Tue, Jan 28 - Thu, Jan 30
4:20 pm - 1:28 amMDW-CLE
8h 08m1 stop
$55Frontier
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Wed, Feb 12
6:00 am - 7:43 pmMDW-CLE
12h 43m1 stop
$60Frontier
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Tue, Apr 1
7:25 am - 8:07 pmMDW-CLE
11h 42m1 stop
$61Frontier
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Thu, Feb 6
12:43 pm - 7:09 amMDW-CLE
17h 26m1 stop
$62Frontier
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Mon, Feb 10
5:05 pm - 10:50 pmMDW-CLE
4h 45m1 stop
$89Delta
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Sat, Jan 25
9:34 am - 8:39 pmMDW-CLE
10h 05m2 stops
$94Delta
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Sat, Jan 25
6:55 pm - 9:10 pmMDW-CLE
1h 15mnonstop
$109Southwest
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Sat, Feb 22
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
$116Southwest
Find Deal
Tue, Feb 11
10:59 am - 7:40 pmMDW-CLE
31h 41m3 stops
Mon, Apr 7
10:59 am - 7:40 pmMDW-CLE
31h 41m3 stops
Mon, Apr 7
10:58 am - 8:20 pmMDW-CLE
8h 22m1 stop
6:15 am - 2:58 pmCLE-MDW
9h 43m1 stop
$320Frontier
Find Deal
Sun, Jan 12 - Mon, Jan 13
10:58 am - 8:20 pmMDW-CLE
8h 22m1 stop
12:11 pm - 12:17 amCLE-MDW
13h 06m1 stop
$321Frontier
Find Deal
Sun, Jan 12 - Fri, Jan 17
12:43 pm - 6:56 amMDW-CLE
17h 13m1 stop
7:27 pm - 11:44 amCLE-MDW
17h 17m1 stop
$414Frontier
Find Deal
Thu, Jan 9 - Wed, Jan 15
6:00 am - 12:32 pmMDW-CLE
5h 32m1 stop
7:05 am - 12:46 pmCLE-MDW
6h 41m1 stop
$591Delta
Find Deal
Mon, Jan 13 - Tue, Jan 14
6:00 am - 12:32 pmMDW-CLE
5h 32m1 stop
7:05 am - 1:08 pmCLE-MDW
7h 03m2 stops
$596Delta
Find Deal
Mon, Jan 13 - Tue, Jan 14
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$607Southwest
Find Deal
Thu, Jan 9 - Wed, Jan 15
7:25 pm - 9:40 pmMDW-CLE
1h 15mnonstop
2:50 pm - 9:25 pmCLE-MDW
7h 35m1 stop
$617Southwest
Find Deal
Thu, Jan 9 - Wed, Jan 15
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
8:00 am - 4:50 pmCLE-MDW
9h 50m2 stops
$622Southwest
Find Deal
Thu, Jan 9 - Wed, Jan 15
10:57 am - 4:17 pmMDW-CLE
4h 20m1 stop
6:25 am - 8:54 amCLE-MDW
3h 29m1 stop
$627Delta
Find Deal
Fri, Jan 10 - Wed, Jan 15
5:55 pm - 8:10 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$663Southwest
Find Deal
Sat, Jan 11 - Tue, Jan 14
5:55 pm - 8:10 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$214Southwest
Find Deal
Sat, Feb 1 - Mon, Feb 3
7:25 pm - 9:40 pmMDW-CLE
1h 15mnonstop
7:00 pm - 7:20 pmCLE-MDW
1h 20mnonstop
$245Southwest
Find Deal
Tue, Jan 28 - Thu, Jan 30
12:50 pm - 3:00 pmMDW-CLE
1h 10mnonstop
6:35 am - 7:05 amCLE-MDW
1h 30mnonstop
$246Southwest
Find Deal
Sat, Feb 15 - Sun, Feb 16
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
11:40 am - 12:05 pmCLE-MDW
1h 25mnonstop
$251Southwest
Find Deal
Wed, Feb 5 - Thu, Feb 6
9:30 am - 11:40 amMDW-CLE
1h 10mnonstop
7:30 pm - 7:50 pmCLE-MDW
1h 20mnonstop
$257Southwest
Find Deal
Thu, Feb 13 - Sat, Feb 15
6:55 pm - 9:10 pmMDW-CLE
1h 15mnonstop
6:25 pm - 6:50 pmCLE-MDW
1h 25mnonstop
$259Southwest
Find Deal
Sat, Feb 22 - Mon, Feb 24
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
5:30 pm - 5:50 pmCLE-MDW
1h 20mnonstop
$271Southwest
Find Deal
Thu, Jan 30 - Sat, Feb 1
7:00 pm - 9:10 pmMDW-CLE
1h 10mnonstop
6:35 am - 6:55 amCLE-MDW
1h 20mnonstop
$284Southwest
Find Deal
Wed, Mar 26 - Fri, Mar 28
11:25 am - 1:35 pmMDW-CLE
1h 10mnonstop
7:05 am - 7:35 amCLE-MDW
1h 30mnonstop
$297Southwest
Find Deal
Sat, Feb 8 - Sun, Feb 9
10:35 am - 12:50 pmMDW-CLE
1h 15mnonstop
5:30 pm - 5:50 pmCLE-MDW
1h 20mnonstop
$304Southwest
Find Deal
Thu, Jan 23 - Sat, Jan 25

Frontier flights from Chicago Midway Airport to Cleveland

Our best Frontier deals on Chicago Midway Airport to Cleveland flight tickets
Frontier
Feb 22
MDW4:19 pmChicago Midway
8h 09m
1 stop
CLE1:28 amCleveland Hopkins Intl
Mar 1
CLE3:37 pmCleveland Hopkins Intl
8h 14m
1 stop
MDW10:51 pmChicago Midway
Frontier
Jan 23
MDW7:25 amChicago Midway
11h 42m
1 stop
CLE8:07 pmCleveland Hopkins Intl
Jan 25
CLE9:59 pmCleveland Hopkins Intl
13h 03m
1 stop
MDW10:02 amChicago Midway
Frontier
Feb 22
MDW4:19 pmChicago Midway
8h 09m
1 stop
CLE1:28 amCleveland Hopkins Intl
Feb 24
CLE8:25 pmCleveland Hopkins Intl
19h 47m
1 stop
MDW3:12 pmChicago Midway

Delta flights from Chicago Midway Airport to Cleveland

Our best Delta deals on Chicago Midway Airport to Cleveland flight tickets
Delta
Feb 5
MDW10:57 amChicago Midway
4h 23m
1 stop
CLE4:20 pmCleveland Hopkins Intl
Feb 6
CLE6:25 amCleveland Hopkins Intl
3h 26m
1 stop
MDW8:51 amChicago Midway
Delta
Feb 15
MDW11:25 amChicago Midway
10h 22m
2 stops
CLE10:47 pmCleveland Hopkins Intl
Feb 16
CLE7:05 amCleveland Hopkins Intl
4h 42m
1 stop
MDW10:47 amChicago Midway
Delta
Jan 28
MDW6:00 amChicago Midway
5h 32m
1 stop
CLE12:32 pmCleveland Hopkins Intl
Jan 30
CLE7:05 amCleveland Hopkins Intl
7h 03m
2 stops
MDW1:08 pmChicago Midway

See travel insights to Cleveland from

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 day to depart on your flight to Cleveland?

The cheapest day to depart from Chicago Midway Airport to Cleveland is on a Saturday when prices can be found for as low as $266. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Monday is $429.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest Chicago Midway Airport to Cleveland flights are usually those with departure times in the evening. Our users have found flights to Cleveland in the evening for as low as $279. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $320.

What is the cheapest Chicago Midway to Cleveland Hopkins Intl flight route?

Fly from Chicago Midway to Cleveland Hopkins Intl for the best Chicago Midway - Cleveland Hopkins Intl flight prices

What cabin class options are available on Chicago Midway to Cleveland Hopkins Intl flights?

There are 1 cabin classes available to choose from on Chicago Midway to Cleveland Hopkins Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$55

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 $55. The best round-trip flight deal from Chicago Midway Airport to Cleveland found on momondo in the last 72 hours is $109.
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
4,648 reviews
Search Southwest flights
  • Southwest Flights From Chicago Midway Airport to Cleveland

    Across 10 Southwest flights from Chicago Midway Airport to Cleveland this week, the average price was $400, with the best Southwest deals starting from $188 round-trip. 4,648 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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