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Charlottesville

$229+ Cheap flights from Midway (MDW) to Charlottesville (CHO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHO
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

Popular in

September

Cheapest in

January

Average price

$479
Provider with most accurate pricing for Chicago Midway-Charlottesville Albemarle flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Charlottesville Albemarle flights.
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From Chicago Midway to Charlottesville Albemarle
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Highest demand for flights based on searches. 14% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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 12/46:00 amMDW - CHO
1 stop4h 19mDelta
Sat 12/66:00 amCHO - MDW
1 stop4h 54mDelta
Deal found 10/27$229
This Delta deal was found by Cheapflights users on 10/27. 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 11/136:00 amMDW - CHO
1 stop4h 20mDelta
Thu 11/206:00 amCHO - MDW
1 stop6h 52mDelta
Deal found 10/27$249
This Delta deal was found by Cheapflights users on 10/25. 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 12/46:00 amMDW - CHO
1 stop4h 19mDelta
Mon 12/86:00 amCHO - MDW
1 stop4h 54mDelta
Deal found 10/25$304
This Delta deal was found by Cheapflights users on 10/27. 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 11/84:23 pmMDW - CHO
1 stop5h 26mDelta
Mon 11/106:06 pmCHO - MDW
1 stop6h 34mDelta
Deal found 10/27$344
This Delta deal was found by Cheapflights users on 10/27. 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 12/106:00 amMDW - CHO
1 stop7h 23mDelta
Thu 12/116:05 pmCHO - MDW
1 stop6h 42mDelta
Deal found 10/27$405
This Delta deal was found by Cheapflights users on 10/28. 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 12/126:00 amMDW - CHO
1 stop7h 23mDelta
Fri 12/196:00 amCHO - MDW
1 stop4h 54mDelta
Deal found 10/28$424
This Delta deal was found by Cheapflights users on 10/26. 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.
Sun 11/236:00 amMDW - CHO
1 stop4h 20mDelta
Thu 11/276:00 amCHO - MDW
1 stop4h 52mDelta
Deal found 10/26$514
This Delta deal was found by Cheapflights users on 10/28. 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.
Sun 11/236:00 amMDW - CHO
1 stop4h 20mDelta
Fri 11/286:00 amCHO - MDW
1 stop4h 52mDelta
Deal found 10/28$534
This Delta deal was found by Cheapflights users on 10/28. 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.
Sun 11/166:00 amMDW - CHO
1 stop7h 24mDelta
Tue 11/186:06 pmCHO - MDW
1 stop6h 34mDelta
Deal found 10/28$552
This Delta deal was found by Cheapflights users on 10/26. 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 11/246:00 amMDW - CHO
1 stop4h 20mDelta
Thu 11/276:00 amCHO - MDW
1 stop4h 52mDelta
Deal found 10/26$574
This Delta deal was found by Cheapflights users on 10/26. 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 12/265:05 pmMDW - CHO
1 stop4h 55mDelta
Tue 12/305:37 pmCHO - MDW
1 stop5h 45mDelta
Deal found 10/26$584

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 October 28, 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

Fri 12/5

6:00 am-11:19 am

1 stop4h 19m

Charlottesville Albemarle

Sat 12/6

6:00 am-9:54 am

1 stop4h 54m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 12/4

6:00 am-11:19 am

1 stop4h 19m

Charlottesville Albemarle

Sat 12/6

6:00 am-9:54 am

1 stop4h 54m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 12/5

6:00 am-2:23 pm

1 stop7h 23m

Charlottesville Albemarle

Sun 12/7

6:00 am-9:54 am

1 stop4h 54m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 12/4

6:00 am-2:23 pm

1 stop7h 23m

Charlottesville Albemarle

Sun 12/7

6:00 am-9:54 am

1 stop4h 54m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 11/13

6:00 am-11:20 am

1 stop4h 20m

Charlottesville Albemarle

Thu 11/20

6:00 am-11:52 am

1 stop6h 52m

$249

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 12/4

6:00 am-11:19 am

1 stop4h 19m

Charlottesville Albemarle

Mon 12/8

6:00 am-9:54 am

1 stop4h 54m

$304

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 12/5

5:13 pm-10:46 pm

1 stop4h 33m

Charlottesville Albemarle

Mon 12/8

6:00 am-9:54 am

1 stop4h 54m

$304

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 1/29

10:53 am-4:48 pm

1 stop4h 55m

Charlottesville Albemarle

Sun 2/1

5:30 pm-10:26 pm

1 stop5h 56m

$344

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 2/5

6:00 am-2:14 pm

1 stop7h 14m

Charlottesville Albemarle

Mon 2/9

5:30 pm-10:26 pm

1 stop5h 56m

$369

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Wed 12/10

6:00 am-2:23 pm

1 stop7h 23m

Charlottesville Albemarle

Thu 12/11

6:05 pm-11:47 pm

1 stop6h 42m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 12 results
1
2

Compare providers for flights from Midway to Charlottesville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Charlottesville in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Charlottesville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Charlottesville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Charlottesville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Charlottesville flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Charlottesville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $57). Flying from Chicago Midway Airport to Charlottesville in April is currently the most expensive (average of $169). 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 4h 19m. Delta provides one of the quickest options available for as low as $229. 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $57). Flying from Chicago Midway Airport to Charlottesville in April is currently the most expensive (average of $169). 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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