Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Charlottesville from $229

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Charlottesville departing on 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Charlottesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:19 amMDW-CHO
4h 19m1 stop
Delta Logo
6:00 am - 9:54 amCHO-MDW
4h 54m1 stop
$229Delta
Find Deal
Fri, Dec 5 - Sun, Dec 7
Delta Logo
4:13 pm - 10:51 pmMDW-CHO
5h 38m1 stop
Delta Logo
6:00 am - 9:56 amCHO-MDW
4h 56m1 stop
$344Delta
Find Deal
Sat, Mar 7 - Wed, Mar 11
Delta Logo
4:13 pm - 10:51 pmMDW-CHO
5h 38m1 stop
Delta Logo
6:00 am - 6:34 pmCHO-MDW
13h 34m2 stops
$392Delta
Find Deal
Sat, Mar 7 - Wed, Mar 11
Delta Logo
6:00 am - 2:10 pmMDW-CHO
7h 10m1 stop
Delta Logo
5:30 pm - 10:44 pmCHO-MDW
6h 14m1 stop
$399Delta
Find Deal
Thu, Feb 19 - Sun, Feb 22
Delta Logo
6:00 am - 11:19 amMDW-CHO
4h 19m1 stop
Delta Logo
6:00 am - 9:54 amCHO-MDW
4h 54m1 stop
$467Delta
Find Deal
Wed, Dec 10 - Thu, Dec 11
Delta Logo
6:00 am - 11:20 amMDW-CHO
4h 20m1 stop
Delta Logo
6:00 am - 9:52 amCHO-MDW
4h 52m1 stop
$479Delta
Find Deal
Sun, Nov 23 - Thu, Nov 27
Delta Logo
9:50 am - 4:57 pmMDW-CHO
6h 07m1 stop
Delta Logo
5:37 pm - 10:22 pmCHO-MDW
5h 45m1 stop
$623Delta
Find Deal
Fri, Jan 2 - Sun, Jan 4
Delta Logo
6:00 am - 11:20 amMDW-CHO
4h 20m1 stop
Delta Logo
6:00 am - 9:52 amCHO-MDW
4h 52m1 stop
$644Delta
Find Deal
Sun, Nov 23 - Fri, Nov 28
Delta Logo
9:50 am - 4:57 pmMDW-CHO
6h 07m1 stop
Delta Logo
11:15 am - 4:20 pmCHO-MDW
6h 05m1 stop
$653Delta
Find Deal
Fri, Jan 2 - Sun, Jan 4
Delta Logo
9:50 am - 4:57 pmMDW-CHO
6h 07m1 stop
Delta Logo
5:37 pm - 10:22 pmCHO-MDW
5h 45m1 stop
$717Delta
Find Deal
Fri, Dec 26 - Mon, Dec 29

Delta flights from Chicago Midway Airport to Charlottesville

Our best Delta deals on Chicago Midway Airport to Charlottesville flight tickets
Delta
Dec 5
MDW6:00 amChicago Midway
4h 19m
1 stop
CHO11:19 amCharlottesville Albemarle
Dec 7
CHO6:00 amCharlottesville Albemarle
4h 54m
1 stop
MDW9:54 amChicago Midway
$229
Find similar
Delta
Mar 7
MDW4:13 pmChicago Midway
5h 38m
1 stop
CHO10:51 pmCharlottesville Albemarle
Mar 11
CHO6:00 amCharlottesville Albemarle
4h 56m
1 stop
MDW9:56 amChicago Midway
$344
Find similar
Delta
Mar 7
MDW4:13 pmChicago Midway
5h 38m
1 stop
CHO10:51 pmCharlottesville Albemarle
Mar 11
CHO6:00 amCharlottesville Albemarle
13h 34m
2 stops
MDW6:34 pmChicago Midway
$392
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated November 10, 2025.
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

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 12/5

6:00 am-11:19 am

1 stop4h 19m

Charlottesville Albemarle

Sun 12/7

6:00 am-9:54 am

1 stop4h 54m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 3/7

4:13 pm-10:51 pm

1 stop5h 38m

Charlottesville Albemarle

Wed 3/11

6:00 am-9:56 am

1 stop4h 56m

$344

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 3/7

4:13 pm-10:51 pm

1 stop5h 38m

Charlottesville Albemarle

Wed 3/11

6:00 am-6:34 pm

2 stops13h 34m

$392

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 2/19

6:00 am-2:10 pm

1 stop7h 10m

Charlottesville Albemarle

Sun 2/22

5:30 pm-10:44 pm

1 stop6h 14m

$399

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Wed 12/10

6:00 am-11:19 am

1 stop4h 19m

Charlottesville Albemarle

Thu 12/11

6:00 am-9:54 am

1 stop4h 54m

$467

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sun 11/23

6:00 am-11:20 am

1 stop4h 20m

Charlottesville Albemarle

Thu 11/27

6:00 am-9:52 am

1 stop4h 52m

$479

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 1/2

9:50 am-4:57 pm

1 stop6h 07m

Charlottesville Albemarle

Sun 1/4

5:37 pm-10:22 pm

1 stop5h 45m

$623

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sun 11/23

6:00 am-11:20 am

1 stop4h 20m

Charlottesville Albemarle

Fri 11/28

6:00 am-9:52 am

1 stop4h 52m

$644

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 1/2

9:50 am-4:57 pm

1 stop6h 07m

Charlottesville Albemarle

Sun 1/4

11:15 am-4:20 pm

1 stop6h 05m

$653

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 12/26

9:50 am-4:57 pm

1 stop6h 07m

Charlottesville Albemarle

Mon 12/29

5:37 pm-10:22 pm

1 stop5h 45m

$717

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

See travel insights to Charlottesville from

How to get the cheapest flight ticket from Chicago Midway Airport to Charlottesville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Charlottesville?

The cheapest day to depart from Chicago Midway Airport to Charlottesville is on a Thursday. Travelers who choose to depart for Charlottesville on a Thursday will often find tickets for as low as $391. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $597.

What is the cheapest time of day to depart on your flight to Charlottesville?

Flying to Charlottesville from Chicago Midway Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as $397 when looking at flights departing in the morning. Flights at noon are often more expensive with an average ticket price of $415.

When to book flights from Chicago Midway Airport to Charlottesville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Charlottesville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Charlottesville (MDW to CHO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Charlottesville

Direct flights

None
There are no direct flights from Chicago Midway Airport to Charlottesville. There are no popular flight routes from Chicago Midway Airport to Charlottesville.
Search flight deals

  • How far is Chicago Midway to Charlottesville Albemarle by plane?

    A flight from Chicago Midway to Charlottesville Albemarle will travel around 554.6 mi. Flights usually cover this in 4h 19m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Charlottesville Albemarle Airport?

    Prices for flights from Chicago Midway Airport to Charlottesville Albemarle Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Charlottesville Albemarle Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Charlottesville Albemarle Airport.

  • What documentation or ID do you need to fly to Charlottesville Albemarle Airport?

    The required travel and health documents for your Charlottesville Albemarle Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Charlottesville Albemarle Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Charlottesville?

Book flights to Charlottesville if you plan to visit one of these locations
Orange
Keswick

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Charlottesville?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Charlottesville. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Charlottesville with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Charlottesville flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Charlottesville?

Once you have performed a search for Chicago to Charlottesville flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Charlottesville right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Charlottesville now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Charlottesville and let you know when they change.

An easier way to manage your Charlottesville trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 12/10
Wed 12/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States