Cheap flights from Charlotte to Chicago from $134
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 12/8. 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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Not ready to book? to track prices.Southwest flights from Charlotte to Chicago Midway Airport
Our best Southwest deals on Charlotte to Chicago Midway Airport flight tickets
Delta flights from Charlotte to Chicago Midway Airport
Our best Delta deals on Charlotte to Chicago Midway Airport flight tickets
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Fly from
Fly to
Route
Depart
Return
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Wed 10/28
11:15 am-3:30 pm
1 stop5h 15m
Chicago Midway
Sat 10/31
1:35 pm-4:25 pm
Nonstop1h 50m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Fri 12/4
1:30 pm-7:45 pm
2 stops7h 15m
Chicago Midway
Wed 12/9
11:30 am-9:00 pm
2 stops8h 30m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Thu 11/19
9:32 am-12:51 pm
1 stop4h 19m
Chicago Midway
Mon 11/23
9:30 am-4:05 pm
1 stop5h 35m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Fri 11/6
8:55 pm-12:10 am
1 stop4h 15m
Chicago Midway
Mon 11/9
8:45 am-7:25 pm
1 stop9h 40m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Fri 12/11
7:25 pm-1:05 am
1 stop6h 40m
Chicago Midway
Tue 12/15
1:15 pm-8:00 pm
2 stops5h 45m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Fri 1/29
10:02 am-7:42 pm
1 stop10h 40m
Chicago Midway
Sat 1/30
6:01 am-6:11 pm
1 stop11h 10m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Tue 11/17
12:05 pm-11:22 am
1 stop24h 17m
Chicago Midway
Thu 11/19
12:20 pm-12:53 am
1 stop11h 33m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Tue 11/3
1:19 pm-6:00 pm
1 stop5h 41m
Chicago Midway
Sat 11/7
4:19 pm-11:54 pm
1 stop6h 35m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Thu 11/19
9:32 am-12:51 pm
1 stop4h 19m
Chicago Midway
Mon 11/23
9:30 am-4:05 pm
1 stop5h 35m
CharlotteChicago
CLT Charlotte Douglas - MDW Chicago Midway
CLTMDW
Charlotte Douglas
Sun 11/22
10:42 pm-7:47 pm
1 stop22h 05m
Chicago Midway
Sat 11/28
8:42 pm-12:34 am
1 stop26h 52m
See travel insights to Chicago from
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 typical price of a round-trip flight between Charlotte and Chicago Midway Airport?
Prices are currently typical for flights on this route.
Typical prices usually range from $259 to $389.The lowest price recently found on this route was $261.
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Charlotte, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Charlotte during the month December is also very affordable. Most momondo users find prices during this month for around $315.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Charlotte. The lowest ticket price found for a Saturday departure recently was $393. 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 $479.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Charlotte in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $407 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $445. 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
What cabin class options are available on Charlotte to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Charlotte to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Charlotte to Chicago Midway Airport flights?
No. A direct flight is the cheapest option for a flight between Charlotte to Chicago Midway Airport.
What is the cheapest airline that flies from Charlotte Douglas to Chicago Midway?
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 79% 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 October 2026, there are 1 flights per day flying from Charlotte to Chicago Midway Airport. The most common time of day flights depart is 7:00AM, with 50% of flights taking off at noon.
How many flights depart from Charlotte to Chicago Midway Airport on average per week?
As of October 2026, 10 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 20% 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
Frequently asked questions about flying 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 55m, 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 October 2026, there are 2 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 Airbus A321-100/200 (23.97% of total bookings). The next most popular plane models are Boeing 737-800 (23.26%), Boeing 737 MAX 8 (15.04%), and Boeing 737 (7.38%).
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 93% of all bookings. The subsequent popular airline is Frontier at 7%.
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 $122 | Free Cancellation | Rating 5.6 2,551 reviews | |||
| PriceFrom $237 | Free Cancellation | Rating 7.9 4,224 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 $237. Generally, Southwest has 10 flights on this route every week with an average price of $364. Southwest is rated 7.9/10 by our users.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
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.