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Charlottesville

$290+ Cheap flights from Midway (MDW) to Charlottesville (CHO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHO
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Midway to Charlottesville

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Charlottesville (CHO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 29, 2025.

Round-trip from

$344
(Delta)

One-way from

$290
(Delta)

Popular in

June

Cheapest in

January

Average price

$463
From Chicago Midway to Charlottesville Albemarle
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One-way flight from Chicago Midway to Charlottesville Albemarle
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Highest demand for flights based on searches. 14% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Midway to Charlottesville

Cheapest flights from Midway to Charlottesville
Explore the most affordable flight options available from Midway to Charlottesville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:35 amMDW - CHO
1 stop5h 41mDelta
Tue 10/284:05 pmCHO - MDW
1 stop7h 09mDelta
Deal found 7/29$297

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Charlottesville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Charlottesville that are best for you.

Fly from

Midway

Fly to

Charlottesville

Route

Depart

Return

Price

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 9/11

6:00 am-11:24 am

1 stop4h 24m

Charlottesville Albemarle

Mon 9/15

5:42 pm-9:36 pm

1 stop4h 54m

$344

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 8/21

6:04 am-1:51 pm

1 stop6h 47m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Best time to book a flight from Midway to Charlottesville

Have a flexible travel schedule? Discover the best time to fly to Charlottesville from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Charlottesville

What is the cheapest month to book a flight from Chicago Midway Airport to Charlottesville?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $275). Flying from Chicago Midway Airport to Charlottesville in April is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Charlottesville

Get insights into the airlines that provide service to Charlottesville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Charlottesville. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Delta from Chicago Midway Airport to Charlottesville by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to Charlottesville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Charlottesville from Chicago Midway?

    If you book a flight to Charlottesville from Chicago Midway, you will be flying to Albemarle, which is the city’s only airport. Charlottesville Albemarle (CHO) is located 7.6 mi from the center of Charlottesville. There are 0 flights from Chicago Midway to Albemarle per day from 0 different airlines.

  • Can I find deals for flights from Midway to Charlottesville that include hotel bookings?

    Yes. In addition to deals on Midway to Charlottesville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Charlottesville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Charlottesville.

  • Can I find deals for business class flights from Midway to Charlottesville?

    Yes. Cheapflights offers flight deals from Midway to Charlottesville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Charlottesville?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $275). Flying from Chicago Midway Airport to Charlottesville in April is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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