$283+ Cheap flights from Charleston, WV (CRW) 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Nov 28 — Dec 51
Round-trip
1 adult, Economy
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Find cheap flights from Charleston 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 Charleston to Midway
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Last-minute
One-way
Cheapest flights from Charleston to MidwayExplore the most affordable flight options available from Charleston to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2026.
Explore the most affordable flight options available from Charleston to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2026.
This Delta deal was found by Cheapflights users on 10/24. 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 11/196:58 pm -
1 stop4h 56m
Thu 11/264:13 pm -
1 stop5h 06m
Deal found 10/24![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 10/26. 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 11/224:37 pm -
1 stop7h 17m
Thu 11/264:13 pm -
1 stop5h 06m
Deal found 10/26![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/26. 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 11/116:00 am -
2 stops7h 51m
Tue 11/1712:30 pm -
2 stops10h 13m
Deal found 10/26![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/28. 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 11/126:58 pm -
1 stop4h 56m
Mon 11/165:13 pm -
1 stop5h 30m
Deal found 10/28![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 10/27. 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 11/244:37 pm -
1 stop7h 17m
Thu 12/36:00 am -
1 stop6h 52m
Deal found 10/27![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 10/26. 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 11/411:11 am -
2 stops7h 49m
Tue 11/1710:34 am -
2 stops12h 09m
Deal found 10/26![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 10/27. 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 11/214:48 pm -
1 stop7h 06m
Fri 11/274:13 pm -
1 stop5h 06m
Deal found 10/27![Delta logo]()
$388
Best flights from Charleston to MidwayDiscover carefully curated flight deals from Charleston to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2026.
Discover carefully curated flight deals from Charleston to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2026.
This Delta deal was found by Cheapflights users on 10/25. 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 12/116:59 pm -
1 stop4h 55m
Sun 12/136:00 am -
1 stop6h 52m
Deal found 10/25![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 10/26. 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 11/224:37 pm -
1 stop7h 17m
Thu 11/264:13 pm -
1 stop5h 06m
Deal found 10/26![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/24. 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 11/244:37 pm -
1 stop7h 17m
Thu 12/35:12 pm -
1 stop5h 28m
Deal found 10/24![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 10/26. 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 11/166:00 am -
2 stops7h 51m
Mon 11/2310:34 am -
2 stops11h 25m
Deal found 10/26![Delta logo]()
$519
This Delta deal was found by Cheapflights users on 10/26. 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 11/214:48 pm -
1 stop7h 06m
Wed 11/255:13 pm -
1 stop17h 44m
Deal found 10/26![Delta logo]()
$550
This Delta deal was found by Cheapflights users on 10/28. 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 11/214:48 pm -
1 stop7h 06m
Fri 11/274:13 pm -
1 stop5h 06m
Deal found 10/28![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 10/26. 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 stops7h 51m
Fri 11/2712:05 pm -
2 stops9h 14m
Deal found 10/26![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 10/26. 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 -
2 stops7h 51m
Fri 11/2712:05 pm -
2 stops9h 14m
Deal found 10/26![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 10/24. 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 11/1011:20 am -
1 stop5h 58m
Thu 11/1211:27 am -
1 stop5h 51m
Deal found 10/24![Delta logo]()
$686
Last-minute flights from Charleston to MidwayDiscover last-minute flight deals from Charleston to Midway. Data last updated October 29, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Midway. Data last updated October 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/26. 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 11/411:11 am -
2 stops7h 49m
Tue 11/1710:34 am -
2 stops12h 09m
Deal found 10/26![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 10/26. 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 11/116:00 am -
2 stops7h 51m
Tue 11/1712:30 pm -
2 stops10h 13m
Deal found 10/26![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/28. 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 11/126:58 pm -
1 stop4h 56m
Mon 11/165:13 pm -
1 stop5h 30m
Deal found 10/28![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 10/24. 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 11/196:58 pm -
1 stop4h 56m
Thu 11/264:13 pm -
1 stop5h 06m
Deal found 10/24![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 10/27. 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 11/214:48 pm -
1 stop7h 06m
Fri 11/274:13 pm -
1 stop5h 06m
Deal found 10/27![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 10/26. 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 11/224:37 pm -
1 stop7h 17m
Thu 11/264:13 pm -
1 stop5h 06m
Deal found 10/26![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/27. 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 11/244:37 pm -
1 stop7h 17m
Thu 12/36:00 am -
1 stop6h 52m
Deal found 10/27![Delta logo]()
$373
One-way flights from Charleston to MidwaySearch for one-way flight options from Charleston to Midway. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
Search for one-way flight options from Charleston to Midway. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
This Delta deal was found by Cheapflights users on 10/26. 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 11/224:37 pm -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 10/23. 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 1/155:40 pm -
1 stop5h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 10/27. 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 11/64:35 pm -
1 stop6h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Delta logo]()
$403
Find flight deals from Charleston to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CRW) 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 October 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $328 (Delta) |
One-way from | $283 (Delta) |
Popular in | July |
Cheapest in | February |
Average price | $473 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston 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 October 29, 2026.
Use the filters below to find and compare flights from Charleston to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 1/15
5:40 pm-10:10 pm
1 stop5h 30m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$314
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 12/11
6:59 pm-10:54 pm
1 stop4h 55m
Chicago Midway
Sun 12/13
6:00 am-1:52 pm
1 stop6h 52m
$328
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Sun 11/22
4:37 pm-10:54 pm
1 stop7h 17m
Chicago Midway
Thu 11/26
4:13 pm-10:19 pm
1 stop5h 06m
$343
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Tue 11/24
4:37 pm-10:54 pm
1 stop7h 17m
Chicago Midway
Thu 12/3
5:12 pm-11:40 pm
1 stop5h 28m
$373
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 11/6
4:35 pm-10:33 pm
1 stop6h 58m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$403
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Mon 11/16
6:00 am-12:51 pm
2 stops7h 51m
Chicago Midway
Mon 11/23
10:34 am-10:59 pm
2 stops11h 25m
$519
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Sat 11/21
4:48 pm-10:54 pm
1 stop7h 06m
Chicago Midway
Wed 11/25
5:13 pm-11:57 am
1 stop17h 44m
$550
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Sat 11/21
4:48 pm-10:54 pm
1 stop7h 06m
Chicago Midway
Fri 11/27
4:13 pm-10:19 pm
1 stop5h 06m
$583
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Mon 11/23
6:00 am-12:51 pm
2 stops7h 51m
Chicago Midway
Fri 11/27
12:05 pm-10:19 pm
2 stops9h 14m
$634
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Tue 11/24
6:00 am-12:51 pm
2 stops7h 51m
Chicago Midway
Fri 11/27
12:05 pm-10:19 pm
2 stops9h 14m
$634
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Charleston 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 Charleston to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Charleston, West Virginia-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 Charleston, West Virginia-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charleston, West Virginia-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Charleston, West Virginia-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 Charleston, West Virginia-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 Charleston to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Charleston with our price prediction graph.
CRW-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 Charleston 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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