$288+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Oct 10 — Oct 171
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
Cheapest
Best
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 September 10, 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 September 10, 2026.
This Delta deal was found by Cheapflights users on 9/9. 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 12/36:59 pm -
1 stop4h 56m
Sun 12/66:00 am -
1 stop6h 52m
Deal found 9/9![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/166:58 pm -
1 stop4h 35m
Tue 10/206:04 am -
1 stop6h 54m
Deal found 9/6![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/7. 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 9/156:54 pm -
1 stop4h 50m
Tue 9/225:11 pm -
1 stop5h 09m
Deal found 9/7![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 9/10. 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 10/226:58 pm -
1 stop4h 35m
Sat 10/244:19 pm -
1 stop4h 58m
Deal found 9/10![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 9/8. 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 10/16:54 pm -
1 stop4h 50m
Sun 10/116:04 am -
1 stop6h 54m
Deal found 9/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 9/7. 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 9/226:54 pm -
1 stop4h 50m
Sat 9/269:29 am -
2 stops11h 37m
Deal found 9/7![Delta logo]()
$509
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 September 10, 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 September 10, 2026.
This Delta deal was found by Cheapflights users on 9/9. 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 12/36:59 pm -
1 stop4h 56m
Sun 12/66:00 am -
1 stop6h 52m
Deal found 9/9![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/166:58 pm -
1 stop4h 35m
Tue 10/206:04 am -
1 stop6h 54m
Deal found 9/6![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/10. 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 10/226:58 pm -
1 stop4h 35m
Sat 10/244:19 pm -
1 stop4h 58m
Deal found 9/10![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 9/8. 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 10/16:54 pm -
1 stop4h 50m
Sun 10/116:04 am -
1 stop6h 54m
Deal found 9/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 9/7. 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 9/226:00 am -
2 stops7h 39m
Sat 9/269:59 am -
2 stops11h 07m
Deal found 9/7![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 9/8. 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 10/96:58 pm -
1 stop4h 35m
Sun 10/116:04 am -
1 stop6h 54m
Deal found 9/8![Delta logo]()
$618
This Delta deal was found by Cheapflights users on 9/9. 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 10/86:00 am -
1 stop6h 54m
Wed 10/146:04 am -
1 stop6h 54m
Deal found 9/9![Delta logo]()
$643
This Delta deal was found by Cheapflights users on 9/9. 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 11/56:00 am -
2 stops7h 47m
Sun 11/81:27 pm -
2 stops9h 03m
Deal found 9/9![Delta logo]()
$697
Last-minute flights from Charleston to MidwayDiscover last-minute flight deals from Charleston to Midway. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Midway. Data last updated September 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 9/156:54 pm -
1 stop4h 50m
Tue 9/225:11 pm -
1 stop5h 09m
Deal found 9/6![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 9/7. 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 9/226:54 pm -
1 stop4h 50m
Sat 9/269:29 am -
2 stops11h 37m
Deal found 9/7![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 9/8. 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 10/16:54 pm -
1 stop4h 50m
Sun 10/116:04 am -
1 stop6h 54m
Deal found 9/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/166:58 pm -
1 stop4h 35m
Tue 10/206:04 am -
1 stop6h 54m
Deal found 9/6![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/10. 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 10/226:58 pm -
1 stop4h 35m
Sat 10/244:19 pm -
1 stop4h 58m
Deal found 9/10![Delta logo]()
$418
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 September 10, 2026.
Search for one-way flight options from Charleston to Midway. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/42:43 pm -
2 stops28h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 9/256:00 am -
1 stop6h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/8. 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 10/46:54 pm -
1 stop4h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$434
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $288 (Delta) |
Popular in | July |
Cheapest in | February |
Average price | $248 |
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 September 10, 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
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Thu 12/3
6:59 pm-10:55 pm
1 stop4h 56m
Chicago Midway
Sun 12/6
6:00 am-1:52 pm
1 stop6h 52m
$288
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 10/16
6:58 pm-10:33 pm
1 stop4h 35m
Chicago Midway
Tue 10/20
6:04 am-1:58 pm
1 stop6h 54m
$308
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 9/25
6:00 am-11:44 am
1 stop6h 44m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$353
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Thu 10/22
6:58 pm-10:33 pm
1 stop4h 35m
Chicago Midway
Sat 10/24
4:19 pm-10:17 pm
1 stop4h 58m
$418
Quickest round-trip
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Sun 10/4
6:54 pm-10:44 pm
1 stop4h 50m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$434
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Thu 10/1
6:54 pm-10:44 pm
1 stop4h 50m
Chicago Midway
Sun 10/11
6:04 am-1:58 pm
1 stop6h 54m
$488
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Tue 9/22
6:00 am-12:39 pm
2 stops7h 39m
Chicago Midway
Sat 9/26
9:59 am-10:06 pm
2 stops11h 07m
$514
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Fri 10/9
6:58 pm-10:33 pm
1 stop4h 35m
Chicago Midway
Sun 10/11
6:04 am-1:58 pm
1 stop6h 54m
$618
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Thu 10/8
6:00 am-11:54 am
1 stop6h 54m
Chicago Midway
Wed 10/14
6:04 am-1:58 pm
1 stop6h 54m
$643
CharlestonChicago
CRW Charleston Yeager - MDW Chicago Midway
CRWMDW
Charleston Yeager
Thu 11/5
6:00 am-12:47 pm
2 stops7h 47m
Chicago Midway
Sun 11/8
1:27 pm-11:30 pm
2 stops9h 03m
$697
Sorted 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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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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