CLT - MDW

$79 Find Cheap Flights from Charlotte to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlotte to Midway departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlotte to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlotte to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$160
Overall average: $287
Multiple Airlines
Wed 4/15Wed 4/22
CLT - MDW • 1 stop
Cheapest non-stop
$217
Typical prices: $264-$373
Southwest
Fri 4/24Mon 4/27
CLT - MDW • Non-stop
Top airlines
Cheapest • from $180 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with Southwest. Average duration is 2h 05m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $210 (round-trip)
Shortest trip • 3h 42m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 41% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charlotte to Midway (CLT-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlotte to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlotte to Midway

Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
10:16 am - 1:00 pm
CLT
-
MDW
27h 44m
1 stop
Multiple Airlines Logo
7:30 am - 11:08 pm
MDW
-
CLT
14h 38m
1 stop
$160Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
10:16 am - 1:00 pm
CLT
-
MDW
27h 44m
1 stop
Multiple Airlines Logo
7:30 am - 11:08 pm
MDW
-
CLT
14h 38m
1 stop
$165Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
10:16 am - 1:00 pm
CLT
-
MDW
27h 44m
1 stop
Multiple Airlines Logo
7:30 am - 11:08 pm
MDW
-
CLT
14h 38m
1 stop
$166Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
10:16 am - 1:00 pm
CLT
-
MDW
27h 44m
1 stop
Multiple Airlines Logo
6:15 am - 8:37 pm
MDW
-
CLT
13h 22m
2 stops
$179Multiple Airlines
Fri, Apr 17 - Mon, Apr 20
Frontier Logo
8:09 pm - 4:00 pm
CLT
-
MDW
20h 51m
1 stop
Frontier Logo
9:14 am - 4:35 pm
MDW
-
CLT
6h 21m
1 stop
$180Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
4:42 pm - 10:22 pm
CLT
-
MDW
6h 40m
1 stop
Frontier Logo
9:14 am - 4:35 pm
MDW
-
CLT
6h 21m
1 stop
$181Frontier
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
10:16 am - 1:00 pm
CLT
-
MDW
27h 44m
1 stop
Multiple Airlines Logo
6:15 am - 8:37 pm
MDW
-
CLT
13h 22m
2 stops
$183Multiple Airlines
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
4:42 pm - 10:22 pm
CLT
-
MDW
6h 40m
1 stop
Frontier Logo
9:04 am - 9:37 am
MDW
-
CLT
23h 33m
1 stop
$186Frontier
Wed, Apr 15 - Fri, Apr 17
Frontier Logo
8:09 pm - 8:04 am
CLT
-
MDW
12h 55m
1 stop
Frontier Logo
9:14 am - 4:30 pm
MDW
-
CLT
6h 16m
1 stop
$191Frontier
Fri, May 1 - Fri, May 8
Frontier Logo
8:09 pm - 4:13 pm
CLT
-
MDW
21h 04m
1 stop
Frontier Logo
4:52 pm - 12:05 pm
MDW
-
CLT
18h 13m
1 stop
$193Frontier
Booking Insights

KAYAK's insights & trends for Charlotte to Midway flights

Get data-powered insights and trends into flights from Charlotte to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Charlotte to Chicago Midway Airport?

The average price of all round-trip flights from Charlotte to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Charlotte to Chicago Midway Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Charlotte to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charlotte to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charlotte to Chicago Midway Airport is January, where tickets cost $158 (return) on average. On the other hand, the most expensive months are May and February, where the average cost of round-trip tickets is $338 and $317 respectively.

Can I save money by flying with a layover from Charlotte to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $262 on average.

How far in advance should I book a flight from Charlotte to Chicago Midway Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Charlotte to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Charlotte to Chicago Midway Airport, you should book around 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$79
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from Charlotte to Chicago Midway Airport

When to book flights from Charlotte to Midway

Are your dates flexible? Find out the best times to travel from Charlotte to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Charlotte to Chicago Midway Airport flights

  • What is the cheapest flight from Charlotte to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Charlotte to Chicago Midway Airport was $79 for a one-way ticket and $151 for a round-trip.

  • Do I need a passport to fly between Charlotte and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Charlotte to Chicago Midway Airport?

    American Airlines, JetBlue, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Charlotte to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Charlotte to Chicago Midway Airport?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Charlotte to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Charlotte to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Charlotte and Chicago Midway Airport.

  • On which days can I fly direct from Charlotte to Chicago Midway Airport?

    There are nonstop flights from Charlotte to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Charlotte to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Charlotte to Chicago are Southwest and Delta. With an average price for the route of $288 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $196 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Charlotte to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlotte to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlotte to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Charlotte is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlotte to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Charlotte with another airline. Booking your flights between Charlotte and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlotte to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Charlotte up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Charlotte to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $191 or less one-way and $322 or less round-trip.

Prefer to fly direct from Charlotte to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Charlotte Douglas to Chicago Midway.
Find which airlines fly direct from Charlotte Douglas Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Charlotte Douglas to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Charlotte Douglas

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 3 airlines serving from Charlotte to Midway

 
See real verified KAYAK customer reviews for airlines flying from Charlotte to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charlotte to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Everything you need to know for your flight from Charlotte to Midway

Information on your arrival and departure airports