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Charlottesville

$140+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$199
(Delta)

One-way from

$140
(Delta)

Popular in

June

Cheapest in

January

Average price

$458
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. 15% potential increase in price ($73 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 September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/114:23 pmMDW - CHO
1 stop5h 26mDelta
Wed 10/156:01 pmCHO - MDW
1 stop5h 13mDelta
Deal found 9/10$199
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/16:00 amMDW - CHO
1 stop6h 48mDelta
Wed 10/156:01 pmCHO - MDW
1 stop5h 13mDelta
Deal found 9/9$219
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 10/114:23 pmMDW - CHO
1 stop5h 26mDelta
Tue 10/146:01 pmCHO - MDW
1 stop5h 13mDelta
Deal found 9/9$309
This Delta deal was found by Cheapflights users on 9/9. 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.
Tue 9/306:00 amMDW - CHO
1 stop4h 24mDelta
Wed 10/155:35 amCHO - MDW
1 stop5h 05mDelta
Deal found 9/9$319
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 9/196:00 amMDW - CHO
1 stop4h 24mDelta
Mon 9/225:40 amCHO - MDW
1 stop5h 00mDelta
Deal found 9/10$369
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 11/16:00 amMDW - CHO
1 stop4h 11mDelta
Sun 11/25:35 amCHO - MDW
1 stop5h 10mDelta
Deal found 9/9$464
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 10/26:00 amMDW - CHO
1 stop6h 48mDelta
Sat 10/114:05 pmCHO - MDW
1 stop7h 09mDelta
Deal found 9/10$519
This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 11/276:00 amMDW - CHO
1 stop5h 36mDelta
Mon 12/16:00 amCHO - MDW
1 stop6h 52mDelta
Deal found 9/11$554
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 12/246:00 amMDW - CHO
1 stop5h 30mDelta
Sun 12/285:30 pmCHO - MDW
1 stop5h 46mDelta
Deal found 9/10$569
This Delta deal was found by Cheapflights users on 9/9. 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.
Tue 9/301:08 pmMDW - CHO
2 stops8h 53mDelta
Tue 10/146:01 pmCHO - MDW
1 stop5h 13mDelta
Deal found 9/9$766

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 September 11, 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

Sat 10/11

4:23 pm-10:49 pm

1 stop5h 26m

Charlottesville Albemarle

Wed 10/15

6:01 pm-10:14 pm

1 stop5h 13m

$199

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 3/7

10:35 am-4:45 pm

1 stop5h 10m

Charlottesville Albemarle

Tue 3/10

6:00 am-9:56 am

1 stop4h 56m

$289

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Tue 9/30

10:35 am-5:02 pm

1 stop5h 27m

Charlottesville Albemarle

Tue 10/14

6:01 pm-10:14 pm

1 stop5h 13m

$319

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 11/1

6:00 am-11:11 am

1 stop4h 11m

Charlottesville Albemarle

Sun 11/2

5:35 am-9:45 am

1 stop5h 10m

$464

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 10/2

6:00 am-1:48 pm

1 stop6h 48m

Charlottesville Albemarle

Sat 10/11

4:05 pm-10:14 pm

1 stop7h 09m

$519

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Wed 12/24

6:00 am-12:30 pm

1 stop5h 30m

Charlottesville Albemarle

Sun 12/28

5:30 pm-10:16 pm

1 stop5h 46m

$569

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Tue 9/23

6:00 am-11:24 am

1 stop4h 24m

$140

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 10/18

6:00 am-11:11 am

1 stop4h 11m

$140

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sun 10/5

6:00 am-11:24 am

1 stop4h 24m

$926

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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.

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.

  • How long is the flight from Chicago Midway Airport to Charlottesville?

    A quick flight from Chicago Midway Airport to Charlottesville can take about 5h 26m. Delta provides one of the quickest options available for as low as $199. The distance from Chicago Midway Airport to Charlottesville is about 552 mi.

  • 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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