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Cheap Flights from Chicago Midway to Cleveland Hopkins International

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Compare Chicago Midway to Cleveland Hopkins International flight deals

Find the cheapest month or even day of the year to fly to Cleveland Hopkins International

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Flight deals from Chicago Midway to Cleveland Hopkins International

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Cleveland Hopkins International? Find the lowest prices on one-way and return tickets right here.
Cleveland.136 € per passenger.Departing Thu, 5 Jun, returning Mon, 9 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 5 Jun, arriving in Cleveland Hopkins International.Inbound direct flight with Southwest Airlines departs from Cleveland Hopkins International on Mon, 9 Jun, arriving in Chicago Midway.Price includes taxes and charges.From 136 €, select.
Cleveland.141 € per passenger.Departing Wed, 2 Jul, returning Mon, 7 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Jul, arriving in Cleveland Hopkins International.Inbound direct flight with Southwest Airlines departs from Cleveland Hopkins International on Mon, 7 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 141 €, select.
Cleveland.142 € per passenger.Departing Sat, 23 Aug, returning Thu, 28 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 23 Aug, arriving in Cleveland Hopkins International.Inbound indirect flight with Frontier Airlines, departs from Cleveland Hopkins International on Thu, 28 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 142 €, select.
Cleveland.171 € per passenger.Departing Fri, 23 May, returning Tue, 27 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 23 May, arriving in Cleveland Hopkins International.Inbound indirect flight with Frontier Airlines, departs from Cleveland Hopkins International on Tue, 27 May, arriving in Chicago Midway.Price includes taxes and charges.From 171 €, select.
Cleveland.177 € per passenger.Departing Sat, 24 May, returning Sun, 25 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 24 May, arriving in Cleveland Hopkins International.Inbound direct flight with Southwest Airlines departs from Cleveland Hopkins International on Sun, 25 May, arriving in Chicago Midway.Price includes taxes and charges.From 177 €, select.
Cleveland.187 € per passenger.Departing Wed, 6 Aug, returning Tue, 12 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 6 Aug, arriving in Cleveland Hopkins International.Inbound direct flight with Southwest Airlines departs from Cleveland Hopkins International on Tue, 12 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 187 €, select.
Cleveland.196 € per passenger.Departing Wed, 25 Jun, returning Wed, 2 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 25 Jun, arriving in Cleveland Hopkins International.Inbound indirect flight with Frontier Airlines, departs from Cleveland Hopkins International on Wed, 2 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 196 €, select.
Cleveland.200 € per passenger.Departing Sun, 27 Jul, returning Sun, 3 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 27 Jul, arriving in Cleveland Hopkins International.Inbound indirect flight with Frontier Airlines, departs from Cleveland Hopkins International on Sun, 3 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 200 €, select.

Find the cheapest month to fly from Chicago Midway to Cleveland Hopkins International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Cleveland Hopkins International flights are currently cheapest in June.
May
from 171 €
Jun
from 136 €
Jul
from 141 €
Aug
from 142 €
Sep
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Oct
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Nov
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Dec
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Jan
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Feb
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Mar
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Apr
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Direct flights from Chicago Midway to Cleveland Hopkins International

Chicago Midway to Cleveland Hopkins International: Alternative routes

Compare routes from Chicago Midway to Cleveland below. You may find an airport to fly into that's cheaper, faster, or easier than Cleveland Hopkins International.

Chicago to Cleveland: Flight information

The things to know before you go.
Cheapest flight found136 €
Cheapest month to flyJune
Average flight time1 hr, 14 mins
Most popular airlineSouthwest Airlines
Average flights per week20

Finding cheap flights from Chicago Midway to Cleveland Hopkins International: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Cleveland Hopkins International is 136 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 14 minutes is the average flight time from Chicago Midway to Cleveland Hopkins International.
Southwest Airlines flies direct from Chicago Midway to Cleveland Hopkins International.
As of May 2025, there are 20 flights per week flying from Chicago Midway to Cleveland Hopkins International.
The cheapest month to fly from Chicago Midway to Cleveland Hopkins International is usually May 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Cleveland Hopkins International Airport on Thursday, 5 June 2025.
Yes – the average flight time is 1 hour and 14 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Cleveland Hopkins International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Cleveland is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Cleveland Hopkins International.

Travelling from Chicago Midway International Airport (MDW) to Cleveland Hopkins International Airport (CLE): what you need to know

  • Hop on a direct flight from Chicago Midway International Airport to Cleveland Hopkins International Airport and you'll be in the air for an average of 1 hour 10 minutes.

  • Cleveland's timezone is UTC-4, making Cleveland one hour ahead of Chicago.

  • Each week, there are 17 Chicago Midway International Airport to Cleveland Hopkins International Airport flights. To take off as early as possible, go for the 08:25 Southwest Airlines flight. If you'd rather make the most of your day before you fly, the last departure is at 22:45 with Southwest Airlines.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your MDW to CLE flight.

  • Flying during a peak time like July? Public holidays and other popular seasons can mean longer queues at security. Be extra cautious and get there up to four hours ahead of an international flight and two hours before a domestic departure.

  • Southwest Airlines has direct flights from Chicago Midway International Airport to Cleveland Hopkins International Airport. Book with this popular carrier, then get ready to check out the sights in Cleveland — and maybe even more of United States if your schedule allows.

  • The airline most travellers prefer to fly with on this route is Southwest Airlines.

  • The most punctual carrier that offers MDW to CLE flights is Southwest Airlines. Its services arrive as scheduled 79.75% of the time.

  • Think about adding a stopover when booking your ticket from Chicago Midway International Airport to Cleveland Hopkins International Airport. Just deselect 'Direct flights only' to break up your trip, or enjoy a detour to a new and interesting place. Check out these options between MDW and CLE:

    • Detroit Metropolitan Wayne County Airport

    • Baltimore/Wash International Thurgood Marshall Airport

    • Nashville International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Cleveland Hopkins International Airport (CLE)

  • 71 € is currently the lowest price for a one-way Chicago Midway International Airport to Cleveland Hopkins International Airport flight. A return flight starts at 136 €. These fares can change based on availability and demand.

  • To pick up cheap tickets from MDW to CLE, book your journey seven months ahead of your planned departure.

  • The cheapest month for flights from Chicago Midway International Airport to Cleveland Hopkins International Airport is June. Use the 'Whole month' tool to see the lowest airfares if you have a flexible schedule.

  • Finding cheap flights from MDW to CLE is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll notify you when a new discounted fare appears.

  • Lock in the ideal flight for you by using the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago Midway International Airport to Cleveland Hopkins International Airport, use the 'Sort by' function. You can also filter results by arrival and departure times, airline, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

  • MDW's address is 5700 South Cicero.

  • When it comes to the on-time performance of Chicago Midway International Airport, 77.88% of flights arrive within the scheduled timeframe.

  • Central Chicago to Chicago Midway International Airport is approximately 19 kilometres. Depending on traffic, it'll take about 20 minutes to get there if you're ride-sharing, catching a cab or driving.

  • You can expect a journey time of around 45 minutes when using public transport.

  • Get your break off to a hassle-free start by staying near MDW. Whether you have an early flight from Chicago Midway International Airport to Cleveland Hopkins International Airport or want to avoid feeling rushed, these stays have you covered:

Arriving at Cleveland Hopkins International Airport (CLE)

Getting from Cleveland Hopkins International Airport (CLE) to central Cleveland

  • You'll find CLE at 5300 Riverside Drive.

  • From Cleveland Hopkins International Airport, Cleveland is approximately 24 kilometres away. It takes around 25 minutes to reach the centre by car.

  • If you're using public transport, expect a journey time of around 1 hour 25 minutes.

When to fly to Cleveland Hopkins International Airport (CLE)

  • July is the busiest month for flights from Chicago Midway International Airport to Cleveland Hopkins International Airport. To skip the crowds, travel to Cleveland in May.

  • Lock in your flight from Chicago Midway International Airport to Cleveland Hopkins International Airport for July if you want to visit Cleveland during its warmest month. Expect temperatures of between 15ºC (59ºF) and 28ºC (82ºF).

  • Search for cheap tickets from MDW to CLE in January if you like cooler conditions. Temperatures are at their lowest around then, ranging between -10ºC (14ºF) and 4ºC (39ºF) on average.

Explore more of United States

  • Chicago is just one of the many places in United States waiting to be discovered after you've seen Cleveland. Around 499 kilometres away to the west, well-known attractions include Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier.

  • Columbus is another must-experience destination in United States and is around 209 kilometres south-west of Cleveland. No trip is complete without visiting Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

Plan the rest of your trip from Chicago to Cleveland

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.