CLT - MDW

$129 Find Cheap Flights from Charlotte to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$245
Typical prices: $265-$391
Frontier
Tue 12/4Thu 12/6
CLT - MDW • 1 stop
Cheapest non-stop
$257
Typical prices: $272-$394
Southwest
Sun 1/14Thu 1/18
CLT - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 03m
Direct flights
+1
Direct flights
+1
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 43% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $151 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 4h 19m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charlotte to Midway (CLT-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlotte to Midway

Fri, Dec 4 - Sun, Dec 6
Frontier Logo
6:05 am - 2:41 pmCLT  Charlotte Douglas-MDW Chicago Midway
9h 36m1 stop Orlando
Frontier Logo
8:37 pm - 11:49 pmMDW  Chicago Midway-CLT Charlotte Douglas
26h 12m1 stop Orlando
$245Frontier
Fri, Dec 11 - Sun, Dec 13
Frontier Logo
6:05 am - 5:16 pmCLT  Charlotte Douglas-MDW Chicago Midway
12h 11m1 stop Orlando
Frontier Logo
8:37 pm - 11:49 pmMDW  Chicago Midway-CLT Charlotte Douglas
26h 12m1 stop Orlando
$246Frontier
Thu, Jan 14 - Mon, Jan 18
Frontier Logo
6:00 am - 7:42 pmCLT  Charlotte Douglas-MDW Chicago Midway
14h 42m1 stop Orlando
Frontier Logo
8:47 pm - 12:21 amMDW  Chicago Midway-CLT Charlotte Douglas
26h 34m1 stop Orlando
$248Frontier
Tue, Dec 15 - Tue, Dec 15
Southwest Logo
7:40 am - 8:45 amCLT  Charlotte Douglas-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
12:45 pm - 6:40 pmMDW  Chicago Midway-CLT Charlotte Douglas
4h 55m1 stop Nashville Intl
$249Southwest
Wed, Nov 18 - Sat, Nov 21
Southwest Logo
1:30 pm - 6:55 pmCLT  Charlotte Douglas-MDW Chicago Midway
6h 25m1 stop Baltimore/Washington
Southwest Logo
6:55 pm - 9:55 pmMDW  Chicago Midway-CLT Charlotte Douglas
2h 00mnonstop
$249Southwest
Thu, Dec 3 - Tue, Dec 8
Southwest Logo
6:50 pm - 7:50 pmCLT  Charlotte Douglas-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
9:40 am - 5:40 pmMDW  Chicago Midway-CLT Charlotte Douglas
7h 00m1 stop Lambert-St Louis
$249Southwest
Fri, Nov 20 - Sun, Nov 22
Frontier Logo
6:00 am - 7:47 pmCLT  Charlotte Douglas-MDW Chicago Midway
14h 47m1 stop Orlando
Frontier Logo
8:42 pm - 12:34 amMDW  Chicago Midway-CLT Charlotte Douglas
26h 52m1 stop Orlando
$250Frontier
Wed, Nov 18 - Mon, Nov 23
Delta Logo
6:00 am - 9:46 amCLT  Charlotte Douglas-MDW Chicago Midway
4h 46m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:30 am - 4:05 pmMDW  Chicago Midway-CLT Charlotte Douglas
5h 35m1 stop Detroit Metropolitan Wayne County
$259Delta
Sat, Nov 21 - Thu, Nov 26
Delta Logo
6:00 am - 9:46 amCLT  Charlotte Douglas-MDW Chicago Midway
4h 46m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:05 pm - 7:38 pmMDW  Chicago Midway-CLT Charlotte Douglas
6h 33m1 stop Detroit Metropolitan Wayne County
$259Delta
Thu, Nov 19 - Mon, Nov 23
Delta Logo
9:32 am - 12:51 pmCLT  Charlotte Douglas-MDW Chicago Midway
4h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:30 am - 4:05 pmMDW  Chicago Midway-CLT Charlotte Douglas
5h 35m1 stop Detroit Metropolitan Wayne County
$259Delta
Booking Insights

Price, demand and travel trends for Charlotte to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Charlotte to Chicago Midway Airport?

Round-trip flights from Charlotte to Chicago Midway Airport typically range from $265 to $391. The lowest price found in the past 5 days was $245, on Frontier.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Charlotte to Chicago Midway Airport. It’s 18% cheaper than the average day, while Monday is the most expensive, with prices 28% higher.

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

•February is the cheapest month to fly from Charlotte to Chicago Midway Airport at $188 round-trip.
•October ($382) and September ($356) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 103% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Charlotte to Chicago Midway Airport the cheapest?

Flights from Charlotte to Chicago Midway Airport are cheapest 6 weeks before departure. Booking in this window typically costs about 49% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Charlotte to Chicago Midway Airport flights

Low season

February

Cheapest flight

$129
Beat the crowds with an average 53% drop in travelers.
The most popular month to fly with an average 101% increase in travelers.
One-way 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

Your Charlotte to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Charlotte to Chicago Midway Airport?

    These are the earliest and latest flight times available from Charlotte to Chicago Midway Airport:

    • Earliest: departs at 7:05 am and lands at 9:08 am
    • Latest: departs at 9:00 pm and lands at 11:03 pm.

    The flight takes about 2h 03m.

  • What cabin classes can I book on flights from Charlotte to Chicago Midway Airport?

    Only Economy Class is available on flights from Charlotte to Chicago Midway Airport.

  • How long is a flight from Charlotte to Chicago Midway Airport?

    A nonstop flight from Charlotte to Chicago Midway Airport takes 2h 03m, covering 583 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Charlotte to Chicago Midway Airport flight?

    Round-trip flights from Charlotte to Chicago Midway Airport range from $265 to $391, with an average of $328 over the past 12 months. Anything below $265 counts as a good deal.

  • How expensive are last-minute Charlotte to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 49% above the $328 route average. Book 6 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Charlotte to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $151 round-trip via Orlando (MCO), compared to $333 for nonstop.

  • What is the standard checked-bag allowance on flights from Charlotte to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Charlotte to Chicago Midway Airport?

    The Boeing 737-800 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Airbus A321-100/200 variants.

  • How are flight departures from Charlotte to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Charlotte to Chicago Midway Airport flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

  • Have flight prices from Charlotte to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $245 to $1,576. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Charlotte to Chicago Midway Airport looking right now?

    One-way fares from Charlotte to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $130, which is 38% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Charlotte to Chicago Midway Airport?

    Flights from Charlotte to Chicago Midway Airport usually depart from Charlotte Douglas (CLT) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Charlotte to Chicago Midway Airport pass through?

    One-stop flights from Charlotte to Chicago Midway Airport most commonly connect through:

    • Detroit Metropolitan Wayne County (DTW) - 67% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 22% of one-stop connections
    • Orlando (MCO) - 11% of one-stop connections

  • Can I save money by using flexible dates for flights from Charlotte to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 37% on flights from Charlotte to Chicago Midway Airport. Tuesday is the cheapest departure day at $269 round-trip on average, while Monday is the most expensive at $421, a difference of $152.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Charlotte to Chicago Midway Airport?

    Only Southwest operates flights between Charlotte and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Charlotte to Chicago Midway Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 19m, compared with 4h 20m via Atlanta Hartsfield-Jackson (ATL) and 15h 51m via Orlando (MCO).

  • What is the time difference between Charlotte and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Charlotte (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Charlotte to Chicago Midway Airport flights?

    Among airlines operating Charlotte to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Charlotte to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag in Economy Class class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Charlotte to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Monday. On this route, Tuesday flights average $269, about $152 less than Monday fares (36% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 6 weeks before you fly. On this route, that window historically saves about 49% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Charlotte to Chicago Midway Airport trip for February. Fares historically average $188 round-trip in that month - typically $194 less than the most expensive month, which is October (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Orlando Airport (MCO) can be cheaper than flying direct. The cheapest layover option averages $151 round-trip on this route - about $182 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Charlotte to Chicago Midway Airport?

 
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

More options for your flight from Charlotte to Midway

Complete your trip to Chicago with a hotel stay or car rental

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