$79+ Cheap flights from Midway (MDW) to Cleveland (CLE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CLE
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Cleveland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Cleveland
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Best
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Cheapest flights from Midway to ClevelandExplore the most affordable flight options available from Midway to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Midway to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop1h 15m
Mon 10/199:00 pm -
1 stop3h 55m
Deal found 9/21![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:45 am -
Nonstop1h 15m
Thu 10/296:00 am -
2 stops7h 45m
Deal found 9/20![Southwest logo]()
$132
This Priceline deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:12 pm -
1 stop6h 14m
Sat 10/173:46 pm -
1 stop8h 57m
Deal found 9/19![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
2 stops6h 05m
Wed 10/287:05 pm -
1 stop4h 10m
Deal found 9/22![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 am -
Nonstop1h 15m
Mon 10/198:20 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:40 am -
2 stops6h 05m
Sat 10/315:45 am -
2 stops8h 05m
Deal found 9/22![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:27 pm -
1 stop4h 09m
Tue 10/2011:03 am -
1 stop6h 44m
Deal found 9/21![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
2 stops6h 05m
Fri 10/238:20 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:50 am -
1 stop4h 05m
Mon 10/264:50 pm -
1 stop3h 25m
Deal found 9/22![Southwest logo]()
$164
Best flights from Midway to ClevelandDiscover carefully curated flight deals from Midway to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Midway to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop1h 15m
Mon 10/199:00 pm -
1 stop3h 55m
Deal found 9/21![Southwest logo]()
$127
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:29 pm -
1 stop4h 36m
Wed 12/24:00 pm -
1 stop3h 01m
Deal found 9/22![Delta logo]()
$208
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:50 am -
Nonstop1h 20m
Mon 11/98:10 pm -
1 stop3h 35m
Deal found 9/18![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
2 stops6h 05m
Wed 10/287:05 pm -
1 stop4h 10m
Deal found 9/22![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:25 pm -
1 stop4h 25m
Thu 10/296:00 am -
2 stops7h 45m
Deal found 9/20![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:25 am -
Nonstop1h 15m
Sat 10/249:10 am -
Nonstop1h 20m
Deal found 9/22![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:45 am -
1 stop5h 05m
Mon 10/122:40 pm -
Nonstop1h 15m
Deal found 9/18![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:55 pm -
2 stops6h 20m
Mon 11/98:55 pm -
1 stop4h 15m
Deal found 9/18![Southwest logo]()
$208
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:50 am -
Nonstop1h 20m
Tue 12/17:10 pm -
Nonstop1h 25m
Deal found 9/21![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:25 pm -
1 stop4h 25m
Sat 10/176:20 am -
2 stops9h 30m
Deal found 9/19![Southwest logo]()
$294
Last-minute flights from Midway to ClevelandDiscover last-minute flight deals from Midway to Cleveland. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Cleveland. Data last updated September 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:27 pm -
1 stop4h 09m
Tue 10/2011:03 am -
1 stop6h 44m
Deal found 9/21![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop1h 15m
Mon 10/199:00 pm -
1 stop3h 55m
Deal found 9/21![Southwest logo]()
$127
This Priceline deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:12 pm -
1 stop6h 14m
Sat 10/173:46 pm -
1 stop8h 57m
Deal found 9/19![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 am -
Nonstop1h 15m
Mon 10/198:20 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
2 stops6h 05m
Wed 10/287:05 pm -
1 stop4h 10m
Deal found 9/22![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
2 stops6h 05m
Fri 10/238:20 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:50 am -
1 stop4h 05m
Mon 10/264:50 pm -
1 stop3h 25m
Deal found 9/22![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:45 am -
Nonstop1h 15m
Thu 10/296:00 am -
2 stops7h 45m
Deal found 9/20![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:40 am -
2 stops6h 05m
Sat 10/315:45 am -
2 stops8h 05m
Deal found 9/22![Southwest logo]()
$147
One-way flights from Midway to ClevelandSearch for one-way flight options from Midway to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Midway to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:44 pm -
1 stop4h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$79
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:07 am -
1 stop11h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$82
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:45 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$86
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:44 pm -
1 stop4h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$96
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:25 am -
2 stops25h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$120
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:35 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$125
This Priceline deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:23 pm -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$127
This Super.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:42 pm -
1 stop25h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$129
Find flight deals from Midway to Cleveland
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cleveland (CLE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Southwest) |
One-way from | $79 (Delta) |
Popular in | April |
Cheapest in | May |
Average price | $300 |
Good round-trip deal | $117 or less |
Good one-way deal | $119 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Cleveland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Cleveland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Wed 12/16
10:24 am-7:14 pm
1 stop7h 50m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Wed 11/18
9:30 am-3:13 pm
1 stop4h 43m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Tue 12/15
9:37 am-3:18 pm
1 stop4h 41m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Fri 11/6
7:50 am-10:10 am
Nonstop1h 20m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$86
Quickest round-trip
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Fri 10/23
7:45 am-10:00 am
Nonstop1h 15m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$86
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Thu 10/15
7:45 am-10:00 am
Nonstop1h 15m
Cleveland Hopkins Intl
Mon 10/19
9:00 pm-11:55 pm
1 stop3h 55m
$127
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Mon 11/9
7:50 am-10:10 am
Nonstop1h 20m
Cleveland Hopkins Intl
Mon 11/9
8:10 pm-10:45 pm
1 stop3h 35m
$127
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Mon 12/21
6:15 pm-11:59 pm
1 stop4h 44m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$130
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Mon 12/21
8:00 am-4:10 pm
1 stop7h 10m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
ChicagoCleveland
MDW Chicago Midway - CLE Cleveland Hopkins Intl
MDWCLE
Chicago Midway
Mon 11/2
12:55 pm-8:15 pm
2 stops6h 20m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to Cleveland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Cleveland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Cleveland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Cleveland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Cleveland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Cleveland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Cleveland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Cleveland
Have a flexible travel schedule? Discover the best time to fly to Cleveland from Midway with our price prediction graph.
MDW-CLE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Cleveland
What is the cheapest time of day to fly from MDW to CLE?
Find hourly flight availability from Midway to Cleveland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2026.
When flying from Chicago Midway Airport to Cleveland, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 51% versus a flight in the evening.
What is the cheapest day to fly from Chicago Midway Airport to Cleveland?
Use this chart to determine the cheapest time to fly round-trip from Midway to Cleveland. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Cleveland flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from Chicago Midway Airport to Cleveland?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Cleveland flights typically cost between $248 and $284 in October.The cheapest round-trip price found within the last 5 days was $127 on Southwest (Oct 15-Oct 19).
The best insider tips for Chicago Midway Airport to Cleveland flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Cleveland trip
Our travel experts
Reviews of airlines servicing Cleveland
Get insights into the airlines that provide service to Cleveland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cleveland. Reviews last updated September 22, 2026.
See what other customers who have flown with Southwest from Chicago Midway Airport to Cleveland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Cleveland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Cleveland?
Book flights to Cleveland if you plan to visit one of these locationsSandusky
Beachwood
Independence
Mansfield
Strongsville
Lakewood
Avon
Medina
Streetsboro
North Olmsted
Cuyahoga Falls
Kent
Westlake
Elyria
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Midway and Cleveland flights
Browse other Midway and Cleveland flight options. Last updated on September 22, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Cleveland
Discover the top airline that operate flights from Midway to Cleveland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$504 | FlexibilityNo cancel fee | On-time63% |