$77 Cheap Flights from Charlotte (CLT) to Chicago (MDW)

View $77 flight on Sun, Nov 9, 2025Opens in a new window

Popular airlines from Charlotte-Douglas Intl. Airport (CLT) to Chicago Midway Airport (MDW)

Today's featured flight deals from Charlotte-Douglas Intl. Airport (CLT) to Chicago Midway Airport (MDW)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Charlotte to Chicago (CLT-MDW)

Prices were available within the past 7 days and start at $77 for one-way flights and $151 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Nov 11 - Thu, Nov 13
CLT
Charlotte
MDW
Chicago
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Nov 11 from Charlotte to Chicago, returning Thu, Nov 13, priced at $151 found 5 days ago
Frontier Airlines
Thu, Sep 25 - Sun, Sep 28
CLT
Charlotte
MDW
Chicago
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 25 from Charlotte to Chicago, returning Sun, Sep 28, priced at $154 just found
Frontier Airlines
Fri, Oct 31 - Sun, Nov 2
CLT
Charlotte
MDW
Chicago
$159 Roundtrip, just found
$159
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 31 from Charlotte to Chicago, returning Sun, Nov 2, priced at $159 just found
Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
CLT
Charlotte
MDW
Chicago
$159 Roundtrip, found 2 hours ago
$159
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Charlotte to Chicago, returning Sat, Nov 1, priced at $159 found 2 hours ago
Frontier Airlines
Thu, Oct 30 - Sun, Nov 2
CLT
Charlotte
MDW
Chicago
$161 Roundtrip, just found
$161
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 30 from Charlotte to Chicago, returning Sun, Nov 2, priced at $161 just found
Southwest Airlines
Sat, Nov 15 - Mon, Nov 17
CLT
Charlotte
MDW
Chicago
$163 Roundtrip, found 2 hours ago
$163
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Charlotte to Chicago, returning Mon, Nov 17, priced at $163 found 2 hours ago
Southwest Airlines
Thu, Oct 30 - Sun, Nov 2
CLT
Charlotte
MDW
Chicago
$163 Roundtrip, just found
$163
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Oct 30 from Charlotte to Chicago, returning Sun, Nov 2, priced at $163 just found
Frontier Airlines
Fri, Oct 3 - Sun, Oct 5
CLT
Charlotte
MDW
Chicago
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Charlotte to Chicago, returning Sun, Oct 5, priced at $165 found 1 hour ago
Frontier Airlines
Fri, Nov 7 - Mon, Nov 10
CLT
Charlotte
MDW
Chicago
$166 Roundtrip, found 1 hour ago
$166
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Charlotte to Chicago, returning Mon, Nov 10, priced at $166 found 1 hour ago
Delta
Thu, Oct 30 - Fri, Oct 31
CLT
Charlotte
MDW
Chicago
$176 Roundtrip, found 8 hours ago
$176
Roundtrip
found 8 hours ago
Select Delta flight, departing Thu, Oct 30 from Charlotte to Chicago, returning Fri, Oct 31, priced at $176 found 8 hours ago

Find the cheapest month to fly from Charlotte (CLT) to Chicago (MDW)

October is typically the cheapest month to fly

From $113 - $288 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $196
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $196
0
Flights from Charlotte (CLT) to Chicago (MDW)
Origin airport
Charlotte-Douglas Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$139
Distance
583 mi

Charlotte to Chicago Flights

The cheapest times to fly from Charlotte to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charlotte to Chicago are during the month of November. You can find some of the cheapest flights from Charlotte to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Charlotte to Chicago

Sunday is one of the best days to book for cheap flights from Charlotte to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Charlotte to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charlotte to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $77 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charlotte to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charlotte to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight from $77 or cheap return flight from $151 from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
November is the most affordable month to fly from CLT to MDW. Traveling outside of peak seasons is often the key to finding better fares.
Which airlines fly direct from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
Jump on a direct flight with Southwest Airlines and travel straight from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from CLT to MDW, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
On average, you'll only find 1 direct flight taking off from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW) every day. If this doesn't work for you, check out flights with layovers. Just filter your search results on Expedia to include one or two stops to find the next best option.
What are the most popular departure times for flights from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
More passengers fly between CLT and MDW at 6 AM than at any other time of day. Looking to skip the crowds? Try choosing a quieter departure window and you could save on your fare as well.
What day of the week has the most flights from CLT to MDW?
Sunday offers the most flights from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW). Consider traveling on this day and you'll have a greater chance of finding a departure that works with your plans.
What is the earliest flight from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
Take the earliest flight at around 6:20AM UTC-5, departing from Charlotte-Douglas Intl. Airport (CLT). You'll be traveling for about 2h, touching down at Midway Intl. Airport (MDW) at approximately 7:20AM UTC-6.
How long does it take to fly from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
The average flight duration from CLT to MDW is 2 hours and 5 minutes, covering a distance of 580 mi.
What is the best time to fly from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
Select a flight from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Charlotte-Douglas Intl. Airport (CLT)?
Board a direct flight from Charlotte-Douglas Intl. Airport (CLT) to Chicago and land at O'Hare Intl. Airport (ORD). Another convenient gateway to this city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW) last-minute?
Last-minute bookings from CLT to MDW are typically more expensive. To lock in the best rates, start looking for flights as soon as possible. That said, if your travel plans are flexible, you may find a cheap ticket right before you leave.
Is it cheaper to book a CLT to MDW flight and hotel package?
You can save money by booking a CLT to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. Once you've chosen your preferred flights and accommodations, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW)?
Typically, you're able to reschedule or cancel your CLT to MDW flight. However, additional fees may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you need further details, go to our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.