Title: £146 Cheap Flights from Charleston to Chicago (CHS to MDW) - Expedia.co.uk ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £146 Cheap Flights from Charleston (CHS) to Chicago (MDW) [View £146 flight on Sun, 7 Dec 2025](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:CHS,to:MDW,departure:07/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:145.70&airProductToken=AQpwCjYIxJgBEgQxNjY0GOKRASDgXCizif8CMIiK_wI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFXTkEwQkMKNgjEmAESBDI0MTcY4Fwg7LABKICL_wIw84v_AjhFQAFYAWoJTUFJTkJBU0lDcghYQVdOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Charleston Intl. Airport (CHS) to Chicago Midway Airport (MDW) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:chs,to:mdw,departure:18/11/2025TANYT&leg2=from:mdw,to:chs,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:chs,to:mdw,departure:18/11/2025TANYT&leg2=from:mdw,to:chs,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:chs,to:mdw,departure:18/11/2025TANYT&leg2=from:mdw,to:chs,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from Charleston (CHS) to Chicago (MDW) Prices were available within the past 7 days and start at £146 for one-way flights and £258 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, 7 Dec - Tue, 9 Dec CHS Charleston MDW Chicago £258 Return found 6 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CHS,to:MDW,departure:07/12/2025TANYT&leg2=from:MDW,to:CHS,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:258.00&airProductToken=AQpwCjYIxJgBEgQzMDU1GOKRASDgXCixiP8CMPyI_wI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFXTkEwQkMKNgjEmAESBDEwNjMY4Fwg7LABKIOK_wIw-or_AjhFQAFYAWoJTUFJTkJBU0lDcghYQVdOQTBCQwpyCjcIxJgBEgQ1Mjk4GOywASDjtAEogqP_AjDJo_8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNCNEJDCjcIxJgBEgQ1NTEzGOO0ASDikQEo7KP_AjD0pP8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNCNEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, 7 Dec - Tue, 9 Dec CHS Charleston MDW Chicago £292 Return found 6 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CHS,to:MDW,departure:07/12/2025TANYT&leg2=from:MDW,to:CHS,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:291.30&airProductToken=AQpwCjYIxJgBEgQyMTI0GOKRASDgXCjyiP8CMMSJ_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVEFWT0EwQkMKNgjEmAESBDI0MTcY4Fwg7LABKICL_wIw84v_AjhFQAFYAWoJTUFJTkJBU0lDcghUQVZPQTBCQwpwCjYIxJgBEgQyMDYwGOywASDgXCiBpf8CMICm_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNgjEmAESBDI4NTAY4Fwg4pEBKPum_wIwwqf_AjhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, 7 Dec - Tue, 9 Dec CHS Charleston MDW Chicago £311 Return found 6 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CHS,to:MDW,departure:07/12/2025TANYT&leg2=from:MDW,to:CHS,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:310.70&airProductToken=AQpwCjYIxJgBEgQzMDU1GOKRASDgXCixiP8CMPyI_wI4WEAAWAFqCU1BSU5DTEFTQ3IIWEFXTkEwTUUKNgjEmAESBDEwNjMY4Fwg7LABKIOK_wIw-or_AjhYQAFYAWoJTUFJTkNMQVNDcghYQVdOQTBNRQpyCjcIxJgBEgQ1Mjk4GOywASDjtAEogqP_AjDJo_8COFZAAFgBaglNQUlOQ0xBU0NyCFZBVlNCNE1FCjcIxJgBEgQ1NTEzGOO0ASDikQEo7KP_AjD0pP8COFZAAVgBaglNQUlOQ0xBU0NyCFZBVlNCNE1FEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, 7 Dec - Tue, 9 Dec CHS Charleston MDW Chicago £344 Return found 6 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CHS,to:MDW,departure:07/12/2025TANYT&leg2=from:MDW,to:CHS,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:344.00&airProductToken=AQpwCjYIxJgBEgQyMTI0GOKRASDgXCjyiP8CMMSJ_wI4VEAAWAFqCU1BSU5DTEFTQ3IIVEFWT0EwTUUKNgjEmAESBDI0MTcY4Fwg7LABKICL_wIw84v_AjhUQAFYAWoJTUFJTkNMQVNDcghUQVZPQTBNRQpwCjYIxJgBEgQyMDYwGOywASDgXCiBpf8CMICm_wI4VkAAWAFqCU1BSU5DTEFTQ3IIVkFWU0I0TUUKNgjEmAESBDI4NTAY4Fwg4pEBKPum_wIwwqf_AjhWQAFYAWoJTUFJTkNMQVNDcghWQVZTQjRNRRIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ## Find the cheapest month to fly from Charleston (CHS) to Chicago (MDW) ### August is typically the cheapest month to fly From £101 - £389 per traveller. ## Frequently asked questions ### How much is a flight from Charleston Intl. Airport (CHS) to Midway Airport? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price available for a round-trip flight from Charleston Intl. Airport (CHS) to Midway Airport was £258. Cheap tickets don't last forever, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Charleston Intl. Airport to Midway Intl. Airport (MDW)? > Each airline has a different set of terms and conditions. If you decide to cancel your getaway, visit our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from CHS to Chicago Airport that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Charleston Intl. Airport (CHS) to MDW flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from CHS to Chicago Airport? > A flight distance of just 1,200 kilometres separates North Charleston and Chicago. Once you're in the air, you won't get a chance to do much more than browse the magazine in your seat-back pocket. ### Which airlines fly direct from Charleston Intl. Airport to Midway Intl. Airport (MDW)? > Check out the fares with Southwest Airlines (WN) if you want to travel directly from Charleston Intl. Airport to Chicago Airport. This popular airline offers 56 flights every month, so you're sure to find one that fits your schedule. ### Are CHS to Chicago Airport flight tickets cheaper when they're purchased at the last minute? > Booking your trip from CHS to Midway Intl. Airport (MDW) last minute could be your ticket to a cheap deal. However, you might miss out on a flight altogether! If you'd prefer to err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to a year in advance. If your preferred air carrier hasn't released tickets yet, check back frequently as deals are updated all the time on Expedia. ## Travel information | Origin airport | Charleston Intl. | | --- | --- | | Destination airport | Midway Intl. | | Return price | £258 | | Distance | 1193 km | | Average flight time | 3 hours 6 mins | ## Book with confidence ### Compare flights from Charleston to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Charleston to Chicago. Operating between them flights per day, 9 airlines cover the route. And fly direct, getting you to Midway Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Charleston Intl. to Midway Intl..   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from Charleston Intl. (CHS) to Midway Intl. (MDW) The easiest way to view the best deals on flights from Charleston to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Charleston Intl. to Midway Intl. start at just £258 and range up to £344.   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Charleston and Chicago - booking your flight during December, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Charleston to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Charleston Intl. to Midway Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. 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