$269+ Cheap flights from Charlottesville (CHO) to Midway (MDW)
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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MDW
Sep 10 — Sep 171
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
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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
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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 August 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 August 11, 2026.
This Delta deal was found by Cheapflights users on 8/6. 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 9/26:00 am -
1 stop4h 59m
Wed 9/96:05 am -
1 stop4h 13m
Deal found 8/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/7. 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.
Sat 8/224:26 pm -
1 stop7h 10m
Tue 8/256:05 am -
1 stop4h 27m
Deal found 8/7![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 12/256:00 am -
1 stop4h 52m
Wed 12/305:25 pm -
1 stop4h 24m
Deal found 8/11![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 8/10. 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 8/206:00 am -
1 stop4h 59m
Mon 8/246:05 am -
1 stop6h 47m
Deal found 8/10![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 8/10. 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 8/215:38 pm -
1 stop5h 58m
Mon 8/246:05 am -
1 stop6h 47m
Deal found 8/10![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/24:30 pm -
1 stop7h 06m
Thu 9/106:05 am -
1 stop4h 13m
Deal found 8/11![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 8/215:38 pm -
1 stop5h 58m
Tue 8/256:05 am -
1 stop6h 47m
Deal found 8/7![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 9/114:20 pm -
1 stop7h 24m
Sun 9/136:05 am -
1 stop4h 13m
Deal found 8/7![Delta logo]()
$515
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 11/35:31 pm -
1 stop6h 02m
Thu 11/56:04 am -
1 stop4h 10m
Deal found 8/10![Delta logo]()
$537
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 August 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 August 11, 2026.
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/24:30 pm -
1 stop7h 06m
Wed 9/94:30 pm -
1 stop4h 26m
Deal found 8/11![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/10. 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.
Sat 12/55:39 pm -
1 stop6h 17m
Thu 12/316:00 am -
1 stop7h 27m
Deal found 8/10![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/10. 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 11/115:39 pm -
1 stop6h 17m
Sat 11/1411:28 am -
1 stop4h 29m
Deal found 8/10![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/7. 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.
Sat 9/54:26 pm -
1 stop7h 10m
Sat 9/126:05 am -
1 stop4h 18m
Deal found 8/7![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/24:30 pm -
1 stop7h 06m
Thu 9/106:05 am -
1 stop4h 13m
Deal found 8/11![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 8/8. 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 8/216:50 am -
2 stops12h 11m
Mon 8/245:10 pm -
1 stop5h 25m
Deal found 8/8![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 9/114:20 pm -
1 stop7h 24m
Sun 9/136:05 am -
1 stop4h 13m
Deal found 8/7![Delta logo]()
$515
Last-minute flights from Charlottesville to MidwayDiscover last-minute flight deals from Charlottesville to Midway. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Midway. Data last updated August 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/10. 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 8/206:00 am -
1 stop4h 59m
Mon 8/246:05 am -
1 stop6h 47m
Deal found 8/10![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 8/10. 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 8/215:38 pm -
1 stop5h 58m
Mon 8/246:05 am -
1 stop6h 47m
Deal found 8/10![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 8/215:38 pm -
1 stop5h 58m
Tue 8/256:05 am -
1 stop6h 47m
Deal found 8/7![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 8/7. 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.
Sat 8/224:26 pm -
1 stop7h 10m
Tue 8/256:05 am -
1 stop4h 27m
Deal found 8/7![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/6. 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 9/26:00 am -
1 stop4h 59m
Wed 9/96:05 am -
1 stop4h 13m
Deal found 8/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/10. 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 9/24:30 pm -
1 stop7h 06m
Thu 9/106:05 am -
1 stop4h 13m
Deal found 8/10![Delta logo]()
$439
This KAYAK deal was found by Cheapflights users on 8/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am -
1 stop4h 59m
Fri 9/45:10 pm -
1 stop5h 25m
Deal found 8/10![Delta logo]()
$540
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 9/114:20 pm -
1 stop7h 24m
Sun 9/136:05 am -
1 stop4h 13m
Deal found 8/7![Delta logo]()
$515
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 August 11, 2026.
Search for one-way flight options from Charlottesville to Midway. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Delta deal was found by Cheapflights users on 8/10. 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 9/26:00 am -
1 stop4h 59m
Deal found 8/10![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/9. 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.
Sun 9/276:00 am -
1 stop4h 50m
Deal found 8/9![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 8/10. 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 10/95:31 pm -
1 stop6h 02m
Deal found 8/10![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 8/10. 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 9/46:00 am -
1 stop4h 59m
Deal found 8/10![Delta logo]()
$550
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Delta) |
One-way from | $269 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $419 |
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 2,558,603 searches. Data last updated August 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
Wed 9/2
4:30 pm-10:36 pm
1 stop7h 06m
Chicago Midway
Wed 9/9
4:30 pm-9:56 pm
1 stop4h 26m
$299
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sat 12/5
5:39 pm-10:56 pm
1 stop6h 17m
Chicago Midway
Thu 12/31
6:00 am-2:27 pm
1 stop7h 27m
$299
Quickest round-trip
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Wed 11/11
5:39 pm-10:56 pm
1 stop6h 17m
Chicago Midway
Sat 11/14
11:28 am-4:57 pm
1 stop4h 29m
$299
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sat 9/5
4:26 pm-10:36 pm
1 stop7h 10m
Chicago Midway
Sat 9/12
6:05 am-11:23 am
1 stop4h 18m
$299
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Wed 9/2
4:30 pm-10:36 pm
1 stop7h 06m
Chicago Midway
Thu 9/10
6:05 am-11:18 am
1 stop4h 13m
$439
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Fri 8/21
6:50 am-6:01 pm
2 stops12h 11m
Chicago Midway
Mon 8/24
5:10 pm-11:35 pm
1 stop5h 25m
$514
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Fri 9/11
4:20 pm-10:44 pm
1 stop7h 24m
Chicago Midway
Sun 9/13
6:05 am-11:18 am
1 stop4h 13m
$515
Cheapest one-way
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Wed 9/2
6:00 am-9:59 am
1 stop4h 59m
$269
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sat 10/10
11:59 am-6:00 pm
2 stops7h 01m
$359
Quickest one-way
CharlottesvilleChicago
CHO Charlottesville Albemarle - MDW Chicago Midway
CHOMDW
Charlottesville Albemarle
Sun 9/27
6:00 am-9:50 am
1 stop4h 50m
$450
Showing 1-10 of 11 resultsSorted by cheapest first
- 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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