Cheap flights from Charlotte to Chicago from $59
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlotte to Chicago departing on 8/21. 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 Charlotte to Chicago Midway Airport
Our best Frontier deals on Charlotte to Chicago Midway Airport flight tickets
Delta flights from Charlotte to Chicago Midway Airport
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How to get the cheapest flight ticket from Charlotte 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 cheapest month to fly to Chicago Midway Airport?
The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Charlotte, with most prices found around $186. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Charlotte during the month February is also very affordable. Most momondo users find prices during this month for around $216.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Charlotte. The lowest ticket price found for a Wednesday departure recently was $349. 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 Charlotte because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $427.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Charlotte at noon is the least expensive time of day to depart. momondo users have found prices as low as $262 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $381. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Charlotte Douglas to Chicago Midway flight route?
Fly from Charlotte Douglas to Chicago Midway for the best Charlotte Douglas - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from Charlotte when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $269 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Charlotte for as low as $160 on momondo.
What cabin class options are available on Charlotte Douglas to Chicago Midway flights?
There are 1 cabin classes available to choose from on Charlotte Douglas to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Charlotte Douglas to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from Charlotte Douglas to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Delta and Frontier are the top three most popular airlines that fly to Chicago Midway Airport from Charlotte according to our data. Southwest is the first choice among our users, with 61% 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 Charlotte to Chicago Midway Airport on average per day?
As of July 2025, there are 1 flights per day flying from Charlotte to Chicago Midway Airport. The most common time of day flights depart is 7:00PM, with 38% of flights taking off in the evening.
How many flights depart from Charlotte to Chicago Midway Airport on average per week?
As of July 2025, 12 flights take off from Charlotte and land in Chicago Midway Airport each week. The most common flight departure day for this route is Mon, with 25% of weekly flights taking off on this day.
When to book flights from Charlotte to Chicago Midway Airport
Cheap Charlotte to Chicago Midway Airport (CLT to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Charlotte to Chicago Midway Airport
How far is Charlotte Douglas to Chicago Midway by plane?
Charlotte Douglas and Chicago Midway are 586.3 mi apart from one another. Flights usually cover this in 1h 50m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Charlotte Douglas Airport to Chicago Midway Airport?
Prices for flights from Charlotte Douglas Airport to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from Charlotte Douglas Airport to Chicago Midway Airport?
As of July 2025, there are 3 operators available to choose from for flights from Charlotte Douglas Airport to Chicago Midway Airport.
How old do you have to be to fly from Charlotte Douglas Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlotte Douglas Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway 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 Chicago Midway 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 Charlotte to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Charlotte to Chicago Midway Airport is Boeing 737-800 (17.08% of total bookings). The next most popular plane models are Airbus A321-100/200 (15.85%), Boeing 737-800 Passenger/BBJ2 (winglets) (13.02%), and Airbus A319 (10.34%).
What is the most popular airline from Charlotte to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Charlotte to Chicago Midway Airport is Southwest, representing 80% of all bookings. The subsequent popular airlines are Delta at 11% and Frontier at 9%.
Best airlines flying from Charlotte to Chicago Midway Airport
Compare and see reviews for airlines that fly from Charlotte to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $77 | Free Cancellation | Rating 5.9 3,290 reviews | |||
| PriceFrom $158 | Free Cancellation | Rating 8.0 4,272 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,983 reviews |
Southwest Flights From Charlotte to Chicago Midway Airport
The lowest priced Southwest flight from Charlotte to Chicago Midway Airport from the last 72 hours was $158. Generally, Southwest has 12 flights on this route every week with an average price of $288. Southwest is rated 8.0/10 by our users.
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Why should I use momondo to find a flight deal from Charlotte to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Charlotte.
Can I find flights from Charlotte to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Charlotte to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Charlotte to Chicago?
momondo helps you find the best flight between Charlotte and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Charlotte to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Charlotte to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.