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Cheap flights from Charlotte Douglas to Chicago Midway

Compare Charlotte Douglas to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Charlotte Douglas to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Charlotte Douglas to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.P9,481 per passenger.Departing Thu, 3 Jul, returning Thu, 10 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Charlotte Douglas on Thu, 3 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 10 Jul, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,481, select.
Chicago.P9,481 per passenger.Departing Mon, 28 Jul, returning Sat, 9 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Charlotte Douglas on Mon, 28 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 9 Aug, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,481, select.
Chicago.P9,481 per passenger.Departing Fri, 8 Aug, returning Mon, 11 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Charlotte Douglas on Fri, 8 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 11 Aug, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,481, select.
Chicago.P9,793 per passenger.Departing Sat, 16 Aug, returning Mon, 18 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charlotte Douglas on Sat, 16 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 18 Aug, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,793, select.
Chicago.P9,850 per passenger.Departing Wed, 3 Sep, returning Thu, 4 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charlotte Douglas on Wed, 3 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 4 Sep, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,850, select.
Chicago.P9,850 per passenger.Departing Tue, 22 Jul, returning Tue, 29 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charlotte Douglas on Tue, 22 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 29 Jul, arriving in Charlotte Douglas.Price includes taxes and charges.From P9,850, select.
Chicago.P10,238 per passenger.Departing Sat, 30 Aug, returning Mon, 1 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Charlotte Douglas on Sat, 30 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 1 Sep, arriving in Charlotte Douglas.Price includes taxes and charges.From P10,238, select.
Chicago.P10,515 per passenger.Departing Fri, 13 Jun, returning Mon, 16 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Charlotte Douglas on Fri, 13 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 16 Jun, arriving in Charlotte Douglas.Price includes taxes and charges.From P10,515, select.

Find the cheapest month to fly from Charlotte Douglas to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Charlotte Douglas to Chicago Midway flights are currently cheapest in July.
May
from P10,918
Jun
from P10,515
Jul
from P9,481
Aug
from P9,481
Sep
from P9,850
Oct
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Nov
from P10,619
Dec
from P22,487
Jan
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Feb
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Mar
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Apr
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Direct flights from Charlotte Douglas to Chicago Midway

Charlotte Douglas to Chicago Midway: Alternative routes

Compare routes from Charlotte Douglas to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Charlotte to Chicago: Flight information

The things to know before you go.
Cheapest flight foundP9,481
Cheapest month to flyJuly
Average flight time2 hrs, 3 mins
Most popular airlineSouthwest Airlines
Average flights per week14

Finding cheap flights from Charlotte Douglas to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Charlotte Douglas to Chicago Midway is P9,478. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 3 minutes is the average flight time from Charlotte Douglas to Chicago Midway.
Southwest Airlines flies direct from Charlotte Douglas to Chicago Midway.
As of May 2025, there are 14 flights per week flying from Charlotte Douglas to Chicago Midway.
The cheapest month to fly from Charlotte Douglas to Chicago Midway is usually May 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Charlotte Douglas Airport to Chicago Midway Airport on Monday, 28 July 2025.
Yes – the average flight time is 2 hours and 3 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

Travelling from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW): what you need to know

  • Around 2 hours is how long you'll be travelling on a direct flight from Charlotte Douglas International Airport to Chicago Midway International Airport.

  • Chicago's timezone is UTC-5, making Chicago one hour behind Charlotte.

  • Flights from CLT to MDW start from 06:05 — the earliest with Southwest Airlines. The last service of the day is at 20:45 with Southwest Airlines. In total, you can choose from 12 weekly Charlotte Douglas International Airport to Chicago Midway International Airport flights.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules to live by. Make sure you're at the airport on time to board your CLT to MDW flight.

  • Be prepared for longer queues in popular months such as August. Arriving up to four hours in advance for an international flight and two hours for domestic departures will give you ample time for security and boarding.

  • Southwest Airlines offers direct flights from Charlotte Douglas International Airport to Chicago Midway International Airport. Book with this popular carrier, then get ready to discover the sights in Chicago — and maybe even more of United States if you have time.

  • The airline with the highest number of bookings on this route is Southwest Airlines.

  • Among carriers operating CLT to MDW flights, Southwest Airlines has the highest rate of on-time arrivals.

  • Consider adding a stopover when booking your ticket from Charlotte Douglas International Airport to Chicago Midway International Airport. Simply deselect 'Direct flights only' to break up your trip, or perhaps see a new city along the way. Here's where you can stop between CLT and MDW:

    • Cleveland Hopkins International Airport

    • Pittsburgh International Airport

    • Detroit Metropolitan Wayne County Airport

How to find the cheapest flights from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)

  • The cheapest price we've seen for a one-way Charlotte Douglas International Airport to Chicago Midway International Airport flight is P4,896. A return plane ticket right now is P9,478. Depending on the availability and when you book, these fares may change.

  • Score cheap tickets from CLT to MDW by booking at least six months ahead. According to our research, that's the sweet spot for bagging a bargain.

  • Plan your trip for May. That's the cheapest month for flights from Charlotte Douglas International Airport to Chicago Midway International Airport. If you're flexible with your dates, use the 'Whole month' tool to see the cheapest price across every month.

  • Save time searching for cheap flights from CLT to MDW by setting up a Price Alert. We'll send you an email or notification through the app when a lower fare becomes available.

  • Discover the ideal flight for you by using the filters. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Charlotte Douglas International Airport to Chicago Midway International Airport, use the 'Sort by' function. You can also filter results by airline, departure and arrival times, and number of stops.

Handy information about Charlotte Douglas International Airport (CLT)

  • You'll find CLT at 5501 Josh Birmingham Parkway.

  • 77.67% of flights leaving from Charlotte Douglas International Airport land at their destination on schedule.

  • Central Charlotte to Charlotte Douglas International Airport is approximately 14 kilometres. Depending on traffic, it'll take you about 20 minutes to get there if you're driving, ride-sharing or catching a cab.

  • The trip on public transport takes roughly 4 hours 55 minutes.

  • Taking an early flight from Charlotte Douglas International Airport to Chicago Midway International Airport? Avoid the last-minute rush to the terminal (and enjoy a little extra shut-eye) by picking one of these hotels near CLT:

Arriving at Chicago Midway International Airport (MDW)

  • If you're landing on a late Charlotte Douglas International Airport to Chicago Midway International Airport flight, few things beat the convenience of being near the terminal. Grab your luggage from the carousel and then be tucked up in bed shortly after at one of these hotels near MDW:

  • Hit the road running by picking up a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and explore beyond Chicago's main sights.

  • Secure the lowest price by booking your ride from Chicago Midway International Airport around four weeks before your travel date.

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • The street address for MDW is 5700 South Cicero.

  • Chicago Midway International Airport is roughly 19 kilometres from the centre of Chicago. Driving there takes about 20 minutes.

  • Getting there by public transport takes around 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Charlotte Douglas International Airport to Chicago Midway International Airport is May, while July is the most popular. Pick the best time to visit Chicago based on whether you prefer a more fast-paced or easygoing experience.

  • Lock in your flight from Charlotte Douglas International Airport to Chicago Midway International Airport for July if you want to visit Chicago during its warmest month. Expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for cheap tickets from CLT to MDW around that time if you want to travel when it's cooler.

Explore more of United States

  • You've seen Chicago, now it's time to explore more of United States. Journey about 451 kilometres south-east to Columbus to check off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you've got a jam-packed schedule ahead.

  • Indianapolis is another sought-after destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

More travel options

Plan the rest of your trip from Charlotte to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.