What is the cheapest day to fly from Charlottesville to Chicago Midway Airport?

Travelers seeking maximum savings on their Charlottesville to Chicago Midway Airport flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

How far in advance should I book a flight from Charlottesville to Chicago Midway Airport?

Users have found that booking a flight from Charlottesville to Chicago Midway Airport at least 41 days early can save you up to 83% on average compared to booking a flight this week. If booking 41 days before your flight isn’t an option for you, users have found flights from Charlottesville to Chicago Midway Airport for as little as $359 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $399 for flights departing within the next 3 days.

What is the cheapest month to fly from Charlottesville to Chicago Midway Airport?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Charlottesville in February are about $383 on average during February, but can be found for as low as $209.

What is the cheapest time of day to fly from CHO to MDW?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charlottesville to Chicago Midway Airport as you normally would.

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

For a flight from Charlottesville to Chicago Midway, you will be flying from Albemarle. Charlottesville Albemarle (CHO) is just 7.6 mi from the center of the city. Albemarle is the only Charlottesville airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Charlottesville Albemarle on a regular basis.

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

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

How can I find direct flights from Charlottesville to Midway?

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

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

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

$229+ Flights from Charlottesville to Chicago Midway Airport

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Cheap flight deals from Charlottesville to Midway

Round-trip from	$229 (Delta)
Popular in	June
Cheapest in	February
Average price	$421

From Charlottesville Albemarle to Chicago Midway

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($53 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($12 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 Charlottesville to Midway

Cheapest flights from Charlottesville to Midway
Explore the most affordable flight options available from Charlottesville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Wed 8/135:41 pmCHO - MDW

1 stop5h 03mDelta

Wed 8/206:04 amMDW - CHO

1 stop4h 07mDelta

Deal found 7/3

$229

Best flights from Charlottesville to Midway
Discover carefully curated flight deals from Charlottesville to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Wed 8/135:41 pmCHO - MDW

1 stop5h 03mDelta

Wed 8/206:04 amMDW - CHO

1 stop4h 07mDelta

Deal found 7/1

$229

Last-minute flights from Charlottesville to Midway
Discover last-minute flight deals from Charlottesville to Midway. Data last updated July 3, 2025 and is based on user searches.

Thu 7/1011:02 amCHO - MDW

1 stop5h 35mDelta

Sun 7/136:00 amMDW - CHO

1 stop4h 20mDelta

Deal found 7/3

$549

Wed 8/135:41 pmCHO - MDW

1 stop5h 03mDelta

Wed 8/206:04 amMDW - CHO

1 stop4h 07mDelta

Deal found 7/3

$229

One-way flights from Charlottesville to Midway
Search for one-way flight options from Charlottesville to Midway. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Wed 7/235:48 amCHO - MDW

1 stop4h 57mDelta

Deal found 7/1

$234

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

Wed 8/13

5:41 pm-9:44 pm

1 stop5h 03m

Chicago Midway

Wed 8/20

6:04 am-11:11 am

1 stop4h 07m

$229

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

Wed 7/23

5:48 am-9:45 am

1 stop4h 57m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Charlottesville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Charlottesville 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 Charlottesville to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Charlottesville to Chicago Midway Airport (average of $160). Flying from Charlottesville to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway

Peruse reviews from past customers who have flown with Delta from Charlottesville to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,982 reviews

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

7,982 reviews

Delta

8.0

Very good

7,982 reviews

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

What airport do you fly from for flights from Charlottesville to Chicago Midway?
For a flight from Charlottesville to Chicago Midway, you will be flying from Albemarle. Charlottesville Albemarle (CHO) is just 7.6 mi from the center of the city. Albemarle is the only Charlottesville airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Charlottesville Albemarle on a regular basis.
Can I find deals for flights from Charlottesville to Midway that include hotel bookings?
Yes. In addition to deals on Charlottesville to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Charlottesville to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlottesville to Midway.
Can I find deals for business class flights from Charlottesville to Midway?
Yes. Cheapflights offers flight deals from Charlottesville to Midway 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 Charlottesville to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Charlottesville to Chicago Midway Airport (average of $160). Flying from Charlottesville to Chicago Midway Airport in November is currently the most expensive (average of $249). 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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$229+ Cheap flights from Charlottesville (CHO) to Midway (MDW)

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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Charlottesville to Midway with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

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Cheap flight deals from Charlottesville to Midway

Round-trip from

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Find flight deals from Charlottesville to Midway

Cheapest flights from Charlottesville to MidwayExplore the most affordable flight options available from Charlottesville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from Charlottesville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Charlottesville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Charlottesville with our price prediction graph.

Cheapflights Insights

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

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

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 3, 2025.

Peruse reviews from past customers who have flown with Delta from Charlottesville to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to Midway. 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 from for flights from Charlottesville to Chicago Midway?

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

How can I find direct flights from Charlottesville to Midway?

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

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

Traveling to a place near Charlottesville?

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Cheapest flights from Charlottesville to Midway
Explore the most affordable flight options available from Charlottesville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.