Find cheap flights from Charlottesville to Chicago Midway Airport from $198
This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Midway departing on 8/21. 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.
Round-trip
1 adult
Economy
0 bags
Fri 6/7
Fri 6/14
Search 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 Charlottesville to Chicago, as well as popular online travel agencies
...and more
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:
Save 21% or moreCompare multiple travel sites with one search.
Filter your dealsChoose cabin class, free Wi-Fi and more.
Bundle and saveSave money when you bundle your flight + hotel.
Cheap flight deals from Charlottesville to Midway (CHO-MDW)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville 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 and deals for you by selecting your travel dates.
Flights from Charlottesville to Midway - Travel Insights & Trends
Get data-powered insights and trends into flights from Charlottesville to Midway to help you find the cheapest flights, the best time to fly and much more.
Which airlines provide the cheapest flights from Charlottesville to Chicago Midway Airport?
The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Charlottesville to Chicago Midway Airport found by KAYAK users in the last 72 hours was for $198 on Delta, followed by WestJet ($1,647). One-way flight deals have also been found from as low as $224 on Delta and from $525 on WestJet.
Flight from Charlottesville to Chicago Midway Airport
When to book flights from Charlottesville to Midway
Are your dates flexible? Find out the best times to travel from Charlottesville 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 Charlottesville to Chicago Midway Airport flights
What is the cheapest flight from Charlottesville to Chicago Midway Airport?
In the last 3 days, the lowest price for a flight from Charlottesville to Chicago Midway Airport was $224 for a one-way ticket and $198 for a round-trip.
Do I need a passport to fly between Charlottesville 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 aircraft models fly most regularly from Charlottesville to Chicago Midway Airport?
We unfortunately don’t have that data for this specific route.
Which airline alliances offer flights from Charlottesville to Chicago Midway Airport?
SkyTeam is the only airline alliance operating flights between Charlottesville and Chicago Midway Airport.
How does KAYAK find such low prices on flights from Charlottesville 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 Charlottesville to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville 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 Charlottesville 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 Charlottesville 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 Charlottesville with another airline. Booking your flights between Charlottesville 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 Charlottesville 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 Charlottesville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
See more FAQs
Book cheap flights from Charlottesville to Chicago
Recent one-way flight deals
Only flying one-way? Below are some of the best one-way flight deals from Charlottesville to Chicago found on KAYAK in the last 72 hours.
7/1Mon
1 stopDelta
4h 19mCHO-MDW
$224
7/2Tue
2 stopsDelta
12h 11mCHO-MDW
$254
5/31Fri
1 stopDelta
4h 33mCHO-MDW
$299
5/25Sat
2 stopsDelta
11h 55mCHO-MDW
$304
9/2Mon
1 stopDelta
5h 17mCHO-MDW
$314
9/2Mon
2 stopsDelta
6h 31mCHO-MDW
$319
8/18Sun
1 stopDelta
4h 12mCHO-MDW
$359
5/14Tue
1 stopDelta
4h 33mCHO-MDW
$379
5/31Fri
3 stopsWestJet
34h 56mCHO-MDW
$525
5/13Mon
3 stopsWestJet
25h 31mCHO-MDW
$606
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Last minute flights from Charlottesville to Midway
Last minute flight, train and bus deals
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Charlottesville to Chicago that are departing in the next 10 days.