CLT - MDW

$69 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 2/21. 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

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
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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

Thu, Oct 30 - Mon, Nov 3
Frontier Logo
8:48 am - 2:33 pmCLT-MDW
6h 45m1 stop
Frontier Logo
9:15 am - 9:56 pmMDW-CLT
11h 41m1 stop
$108Frontier
Find Deal
Mon, Nov 10 - Mon, Nov 17
Frontier Logo
11:37 am - 5:15 pmCLT-MDW
6h 38m1 stop
Frontier Logo
9:15 am - 9:56 pmMDW-CLT
11h 41m1 stop
$121Frontier
Find Deal
Thu, Nov 13 - Sun, Nov 16
Frontier Logo
8:48 am - 2:33 pmCLT-MDW
6h 45m1 stop
Frontier Logo
10:12 am - 8:25 pmMDW-CLT
9h 13m1 stop
$137Frontier
Find Deal
Tue, Nov 11 - Tue, Nov 18
Southwest Logo
6:10 am - 7:15 amCLT-MDW
2h 05mnonstop
Southwest Logo
6:00 pm - 8:50 pmMDW-CLT
1h 50mnonstop
$139Southwest
Find Deal
Mon, Nov 24 - Thu, Nov 27
Southwest Logo
6:55 pm - 11:30 pmCLT-MDW
5h 35m1 stop
Southwest Logo
1:30 pm - 4:20 pmMDW-CLT
1h 50mnonstop
$147Southwest
Find Deal
Wed, Nov 12 - Wed, Nov 19
Southwest Logo
6:10 am - 7:15 amCLT-MDW
2h 05mnonstop
Southwest Logo
1:30 pm - 4:20 pmMDW-CLT
1h 50mnonstop
$149Southwest
Find Deal
Wed, Dec 10 - Sat, Dec 13
Delta Logo
9:28 am - 12:34 pmCLT-MDW
4h 06m1 stop
Delta Logo
9:29 am - 4:13 pmMDW-CLT
5h 44m1 stop
$177Delta
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Thu, Dec 11 - Sun, Dec 14
Delta Logo
6:00 am - 8:54 amCLT-MDW
3h 54m1 stop
Delta Logo
6:00 am - 1:27 pmMDW-CLT
6h 27m1 stop
$183Delta
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Sun, Nov 16 - Tue, Nov 18
Multiple Airlines Logo
9:20 pm - 8:32 amCLT-MDW
12h 12m1 stop
Multiple Airlines Logo
6:26 pm - 6:54 pmMDW-CLT
23h 28m2 stops
$194Multiple Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
Multiple Airlines Logo
11:07 am - 2:33 pmCLT-MDW
28h 26m1 stop
Multiple Airlines Logo
1:56 pm - 8:49 amMDW-CLT
41h 53m2 stops
$204Multiple Airlines
Find Deal

Everything you should know

Top airlines
Frontier
Cheapest • from $108 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 21% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$108
Overall average: $224
Frontier
Thu 10/30Mon 11/3
CLT - MDW • 1 stop
Cheapest non-stop
$139
Typical prices: $186-$374
Southwest
Tue 11/11Tue 11/18
CLT - MDW • Non-stop
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!
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, Sunday 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 February, where tickets cost $216 (return) on average. On the other hand, the most expensive months are May and July, where the average cost of round-trip tickets is $342 and $307 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.

No, with an average price for the route of $233, prices are generally cheapest when you fly direct.

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 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$69
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 5% 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 $69 for a one-way ticket and $108 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, Delta, and Alaska Airlines 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 $289 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 $216 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 $171 or less one-way and $307 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 4238 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

2.0 MediocrePrincess, Oct 2025MSY - DAL
Read more Southwest reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.

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

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