$369+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MDW
Dec 11 — Dec 181
Round-trip
1 adult, Economy
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Find cheap flights from Charlottesville to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charlottesville to Midway
Cheapest
Best
Last-minute
One-way
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 November 11, 2026.
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 November 11, 2026.
This Delta deal was found by Cheapflights users on 11/11. 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 12/106:00 am -
1 stop7h 04m
Sun 12/136:00 am -
1 stop6h 51m
Deal found 11/11![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/8. 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 12/56:00 am -
1 stop5h 28m
Mon 12/76:00 am -
1 stop6h 51m
Deal found 11/8![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 11/8. 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 11/235:39 pm -
1 stop6h 15m
Fri 11/274:13 pm -
1 stop5h 05m
Deal found 11/8![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/8. 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 11/1912:05 pm -
1 stop5h 13m
Fri 11/276:00 am -
1 stop4h 20m
Deal found 11/8![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 11/9. 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 11/176:00 am -
1 stop5h 24m
Sat 11/216:00 am -
1 stop6h 51m
Deal found 11/9![Delta logo]()
$525
This Delta deal was found by Cheapflights users on 11/10. 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 12/66:00 am -
1 stop7h 04m
Tue 12/811:28 am -
1 stop4h 31m
Deal found 11/10![Delta logo]()
$607
Best flights from Charlottesville to MidwayDiscover 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 November 11, 2026.
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 November 11, 2026.
This Delta deal was found by Cheapflights users on 11/10. 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 4/2311:50 am -
1 stop5h 35m
Sun 4/256:00 am -
1 stop4h 17m
Deal found 11/10![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/11. 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 12/106:00 am -
1 stop7h 04m
Sun 12/136:00 am -
1 stop6h 51m
Deal found 11/11![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/8. 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 2/45:57 pm -
1 stop6h 58m
Sun 2/76:00 am -
1 stop6h 58m
Deal found 11/8![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/8. 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 12/56:00 am -
1 stop5h 28m
Mon 12/76:00 am -
1 stop6h 51m
Deal found 11/8![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 11/8. 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 2/55:57 pm -
1 stop6h 58m
Sun 2/712:44 pm -
2 stops9h 19m
Deal found 11/8![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 1/286:00 am -
2 stops8h 01m
Sat 1/3010:51 am -
1 stop5h 42m
Deal found 11/9![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 11/9. 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 3/35:56 pm -
1 stop5h 49m
Sun 3/79:30 am -
2 stops6h 15m
Deal found 11/9![Delta logo]()
$629
This Delta deal was found by Cheapflights users on 11/8. 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 11/237:00 am -
2 stops10h 39m
Fri 11/276:00 am -
1 stop4h 20m
Deal found 11/8![Delta logo]()
$644
Last-minute flights from Charlottesville to MidwayDiscover last-minute flight deals from Charlottesville to Midway. Data last updated November 11, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Midway. Data last updated November 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/9. 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 11/176:00 am -
1 stop5h 24m
Sat 11/216:00 am -
1 stop6h 51m
Deal found 11/9![Delta logo]()
$525
This Delta deal was found by Cheapflights users on 11/8. 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 11/1912:05 pm -
1 stop5h 13m
Fri 11/276:00 am -
1 stop4h 20m
Deal found 11/8![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 11/8. 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 11/235:39 pm -
1 stop6h 15m
Fri 11/274:13 pm -
1 stop5h 05m
Deal found 11/8![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/8. 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 12/56:00 am -
1 stop5h 28m
Mon 12/76:00 am -
1 stop6h 51m
Deal found 11/8![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 11/10. 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 12/66:00 am -
1 stop7h 04m
Tue 12/811:28 am -
1 stop4h 31m
Deal found 11/10![Delta logo]()
$607
This Delta deal was found by Cheapflights users on 11/11. 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 12/106:00 am -
1 stop7h 04m
Sun 12/136:00 am -
1 stop6h 51m
Deal found 11/11![Delta logo]()
$369
One-way flights from Charlottesville to MidwaySearch for one-way flight options from Charlottesville to Midway. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
Search for one-way flight options from Charlottesville to Midway. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
This Delta deal was found by Cheapflights users on 11/8. 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 11/226:00 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 11/7. 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 11/236:00 am -
2 stops11h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 11/7. 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 11/255:39 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 11/7. 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 11/246:00 am -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 11/8. 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 11/196:00 am -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 11/11. 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.
Mon 3/155:30 pm -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/11![Delta logo]()
$448
Find flight deals from Charlottesville to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to Midway (MDW). 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 November 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $369 (Delta) |
Popular in | August |
Cheapest in | January |
Average price | $370 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charlottesville to Midway 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 7,457,451 searches. Data last updated November 11, 2026.
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
Cheapest round-trip
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Fri 4/23
11:50 am-4:25 pm
1 stop5h 35m
Chicago Midway
Sun 4/25
6:00 am-11:17 am
1 stop4h 17m
$369
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Thu 12/10
6:00 am-12:04 pm
1 stop7h 04m
Chicago Midway
Sun 12/13
6:00 am-1:51 pm
1 stop6h 51m
$369
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Thu 2/4
5:57 pm-11:55 pm
1 stop6h 58m
Chicago Midway
Sun 2/7
6:00 am-1:58 pm
1 stop6h 58m
$369
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sun 11/22
6:00 am-11:59 am
1 stop6h 59m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$384
Quickest round-trip
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Mon 11/23
6:00 am-10:24 am
1 stop5h 24m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$384
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sat 12/5
6:00 am-10:28 am
1 stop5h 28m
Chicago Midway
Mon 12/7
6:00 am-1:51 pm
1 stop6h 51m
$389
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Wed 11/25
5:39 pm-10:54 pm
1 stop6h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$404
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Tue 11/24
6:00 am-12:51 pm
2 stops7h 51m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$428
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Thu 11/19
6:00 am-10:24 am
1 stop5h 24m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$438
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Mon 3/15
11:50 am-6:37 pm
2 stops7h 47m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$453
Showing 1-10 of 14 resultsSorted by cheapest first
Compare providers for flights from Charlottesville to Midway
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 Charlottesville to Midway in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Charlottesville-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charlottesville-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Charlottesville-Chicago Midway Airport 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 Charlottesville-Chicago Midway Airport 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 Charlottesville to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Charlottesville with our price prediction graph.
CHO-MDW
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.
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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