Cheap flights from Cleveland to Chicago Midway Airport from $39
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Chicago Midway Airport departing on 6/25. 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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Frontier flights from Cleveland to Chicago Midway Airport
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Delta flights from Cleveland to Chicago Midway Airport
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How to get the cheapest flight ticket from Cleveland to Chicago Midway Airport
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 typical price of a round-trip flight between Cleveland and Chicago Midway Airport?
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Cleveland, with most prices found around $188. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Cleveland during the month May is also very affordable. Most momondo users find prices during this month for around $252.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Cleveland. The lowest ticket price found for a Saturday departure recently was $377. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Cleveland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $466.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Cleveland in the evening is the least expensive time of day to depart. momondo users have found prices as low as $373 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $413. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Cleveland Hopkins Intl to Chicago Midway flight route?
Fly from Cleveland Hopkins Intl to Chicago Midway for the best Cleveland Hopkins Intl - Chicago Midway flight prices
What is the cheapest airline that flies from Cleveland Hopkins Intl to Chicago Midway?
Southwest, Frontier, and Delta are the most popular carriers operating from Cleveland Hopkins Intl to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Delta and United Airlines are the top three most popular airlines that fly to Chicago Midway Airport from Cleveland according to our data. Southwest is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Cleveland to Chicago Midway Airport on average per day?
As of April 2025, there are 2 flights per day flying from Cleveland to Chicago Midway Airport. The most common time of day flights depart is 6:00AM, with 57% of flights taking off at noon.
How many flights depart from Cleveland to Chicago Midway Airport on average per week?
The number of flights available between Cleveland and Chicago Midway Airport is 15 per week as of April 2025. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.
When to book flights from Cleveland to Chicago Midway Airport
Cheap Cleveland to Chicago Midway Airport (CLE to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Cleveland to Chicago Midway Airport
How far is Cleveland Hopkins Intl to Chicago Midway by plane?
Cleveland Hopkins Intl and Chicago Midway are 312.8 mi apart from one another. Flights usually cover this in 1h 15m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Chicago Midway Airport?
Prices for flights from Cleveland Hopkins Intl Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Chicago Midway Airport?
The number of operators available for flights from Cleveland Hopkins Intl Airport to Chicago Midway Airport is 2 as of April 2025.
How old do you have to be to fly from Cleveland Hopkins Intl Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Cleveland to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Cleveland to Chicago Midway Airport is Boeing 737-800 (14.38% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (11.30%), Boeing 737-700 Passenger/BBJ1 (winglets) (9.77%), and Boeing 737-800 Passenger/BBJ2 (winglets) (9.43%).
What is the most popular airline from Cleveland to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Cleveland to Chicago Midway Airport is Southwest, representing 92% of all bookings. The subsequent popular airline is Delta at 8%.
Best airlines flying from Cleveland to Chicago Midway Airport
Compare and see reviews for airlines that fly from Cleveland to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $156 | Free Cancellation | Rating 8.0 7,920 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Cleveland to Chicago Midway Airport
The lowest priced Southwest flight from Cleveland to Chicago Midway Airport from the last 72 hours was $172. Generally, Southwest has 15 flights on this route every week with an average price of $281. Southwest is rated 8.0/10 by our users.
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Why should I use momondo to find a flight deal from Cleveland to Chicago?
Finding the right flight to Chicago from Cleveland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Cleveland to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Cleveland on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Cleveland to Chicago?
Once all potential Cleveland to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Cleveland to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Cleveland to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.