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Charlottesville

$254+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CHO
Apr 13 — Apr 201
Mon 4/13
Mon 4/20
1 adult, Economy
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Cheap 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 March 14, 2026.

This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 7/216:00 am
MDW
-
CHO
1 stop7h 28m
Delta
Tue 8/113:05 pm
CHO
-
MDW
1 stop7h 41m
Delta
Deal found 3/11$263
This Delta deal was found by Cheapflights users on 3/12. 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 8/196:00 am
MDW
-
CHO
1 stop4h 16m
Delta
Mon 8/243:05 pm
CHO
-
MDW
1 stop7h 41m
Delta
Deal found 3/12$269
This Delta deal was found by Cheapflights users on 3/10. 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 7/96:00 am
MDW
-
CHO
1 stop7h 28m
Delta
Sun 7/126:00 am
CHO
-
MDW
1 stop4h 51m
Delta
Deal found 3/10$289
This Delta deal was found by Cheapflights users on 3/10. 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 6/36:23 am
MDW
-
CHO
1 stop6h 23m
Delta
Sat 6/64:16 pm
CHO
-
MDW
1 stop5h 53m
Delta
Deal found 3/10$298
This Delta deal was found by Cheapflights users on 3/10. 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 7/96:00 am
MDW
-
CHO
1 stop7h 28m
Delta
Sat 7/114:00 pm
CHO
-
MDW
1 stop6h 45m
Delta
Deal found 3/10$324
This Delta deal was found by Cheapflights users on 3/10. 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.
Sun 4/266:00 am
MDW
-
CHO
1 stop4h 17m
Delta
Wed 4/296:00 am
CHO
-
MDW
1 stop4h 56m
Delta
Deal found 3/10$428
This Delta deal was found by Cheapflights users on 3/9. 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.
Fri 6/195:25 pm
MDW
-
CHO
1 stop4h 23m
Delta
Sun 6/216:00 am
CHO
-
MDW
1 stop4h 51m
Delta
Deal found 3/9$439
This Delta deal was found by Cheapflights users on 3/12. 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 8/2110:35 am
MDW
-
CHO
1 stop5h 14m
Delta
Wed 8/263:05 pm
CHO
-
MDW
1 stop7h 41m
Delta
Deal found 3/12$444
This Delta deal was found by Cheapflights users on 3/10. 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 8/2810:35 am
MDW
-
CHO
1 stop5h 14m
Delta
Sun 8/306:00 am
CHO
-
MDW
1 stop4h 50m
Delta
Deal found 3/10$454
This Delta deal was found by Cheapflights users on 3/10. 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 4/245:21 pm
MDW
-
CHO
1 stop4h 34m
Delta
Mon 4/275:54 pm
CHO
-
MDW
1 stop5h 34m
Delta
Deal found 3/10$459
This Delta deal was found by Cheapflights users on 3/9. 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.
Fri 6/55:08 pm
MDW
-
CHO
1 stop5h 36m
Delta
Mon 6/85:30 pm
CHO
-
MDW
1 stop5h 15m
Delta
Deal found 3/9$463
This Delta deal was found by Cheapflights users on 3/13. 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 7/246:00 am
MDW
-
CHO
1 stop4h 16m
Delta
Sun 7/266:00 am
CHO
-
MDW
1 stop4h 51m
Delta
Deal found 3/13$469

Find 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 March 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$263
(Delta)

One-way from

$254
(Delta)

Popular in

September

Cheapest in

February

Average price

$333
Provider with most accurate pricing for Chicago Midway-Charlottesville Albemarle flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Charlottesville Albemarle flights.
Search Deals
From Chicago Midway to Charlottesville Albemarle
Search Deals
One-way flight from Chicago Midway to Charlottesville Albemarle
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 14, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Charlottesville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 4/24

5:21 pm-10:55 pm

1 stop4h 34m

Charlottesville Albemarle

Mon 4/27

5:54 pm-10:28 pm

1 stop5h 34m

$459

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 6/4

6:23 am-1:46 pm

1 stop6h 23m

Charlottesville Albemarle

Sun 6/7

6:00 am-11:56 am

1 stop6h 56m

$499

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 5/21

6:23 am-1:46 pm

1 stop6h 23m

Charlottesville Albemarle

Sun 5/24

6:00 am-9:59 am

1 stop4h 59m

$543

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Wed 4/8

6:00 am-11:14 am

1 stop4h 14m

Charlottesville Albemarle

Fri 4/10

6:08 pm-10:31 pm

1 stop5h 23m

$603

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 4/17

5:21 pm-10:55 pm

1 stop4h 34m

Charlottesville Albemarle

Mon 4/20

5:54 pm-10:28 pm

1 stop5h 34m

$688

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sun 5/3

6:00 am-1:50 pm

1 stop6h 50m

Charlottesville Albemarle

Mon 5/4

5:54 pm-10:28 pm

1 stop5h 34m

$699
Quickest round-trip

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sun 4/12

6:00 am-11:14 am

1 stop4h 14m

Charlottesville Albemarle

Wed 4/29

6:00 am-9:56 am

1 stop4h 56m

$793

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 4/16

6:00 am-11:17 am

1 stop4h 17m

Charlottesville Albemarle

Mon 4/20

5:54 pm-10:28 pm

1 stop5h 34m

$844

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 6/19

1:00 pm-10:35 pm

2 stops8h 35m

Charlottesville Albemarle

Sun 6/21

6:00 am-9:51 am

1 stop4h 51m

$1,002
Cheapest one-way

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Mon 4/20

6:00 am-1:50 pm

1 stop6h 50m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 17 resultsSorted by cheapest first
1
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  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Charlottesville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Charlottesville flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $88). Flying from Chicago Midway Airport to Charlottesville in March is currently the most expensive (average of $185). 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 34m. Delta provides one of the quickest options available for as low as $459. 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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Charlottesville (average of $88). Flying from Chicago Midway Airport to Charlottesville in March is currently the most expensive (average of $185). 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.

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