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AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidway AFB MunicipalMidwayStay options near the arrival city for the same travel date.
2185 Marriott Dr, 60118
1 Night • 3 Star
1200 Bank Drive, 60173
1 Night • 3 Star
8000 Capitol Drive, 60090
1 Night • 3 Star
3003 Corporate West Dr, 60532
1 Night • 4 Star
Selected flight highlights for 03 Oct 2026.
Live forecast for both cities, 14 Sep to 17 Sep.
Forecast data from MET Norway, CC BY 4.0.
Fares and hotel rates usually run higher around these dates. Booking earlier — or shifting a day or two — often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here — check the exact date for your travel year.
Every option we can actually book for you, compared on price and journey time.
Air distance is about 1,199 km.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Compare fares, stops, baggage and refundability across the airlines flying this route.
| Fastest flight duration | 3h 48m · Delta Air Lines |
|---|---|
| First departure of the day | 06:00 · Delta Air Lines |
| Last departure of the day | 18:26 · Delta Air Lines |
| Options in this snapshot | 17 |
| Airport codes | Charleston–CHS, Chicago–MDW |
Fares and timings are indicative — the exact price is confirmed with the airline when you search.
Around 17 flights appear in the dated route snapshot. Departures run through the day — the first flight leaves around 06:00 and the last around 18:26. The fastest flight takes about 3h 48m.
Lowest fare by departure window: Morning from $239, Afternoon from $239, Evening from $239. These observations do not predict the cheapest departure window on other dates.
Search your travel dates to compare current fares — prices update continuously with airline inventory.
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
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Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.
Chicago is served by two major airports:
• O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
• Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center
Chicago offers a wide range of accommodation options to suit every budget:
• The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
• The Drake Hotel - Historic hotel with elegant rooms and top-notch service
• Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
• HI Chicago Hostel - Budget-friendly option with modern amenities
When it comes to dining, Chicago is a food lover's paradise:
• Alinea - Renowned for its innovative and artistic dishes
• Lou Malnati's Pizzeria - Famous for its deep-dish pizza
• Girl & the Goat - Popular spot for creative small plates
• Portillo's - Iconic for its Chicago-style hot dogs
Getting around Chicago is convenient with various transportation options:
• Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
• Metra - Commuter rail system connecting the suburbs to the city
• Taxis and Rideshares - Widely available across the city
• Divvy Bikes - Bike-sharing program with numerous docking stations
Chicago boasts numerous attractions that should not be missed:
• Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
• The Art Institute of Chicago - Houses an impressive collection of artworks
• Navy Pier - Entertainment hub with rides, restaurants, and shops
• Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
• Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
Chicago experiences a continental climate with distinct seasons:
• Winter (December to February) - Cold and snowy, ideal for winter sports
• Spring (March to May) - Mild temperatures and blooming flowers
• Summer (June to August) - Warm and humid, perfect for outdoor activities
• Autumn (September to November) - Cool and crisp, great for sightseeing
The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.
Compare the available Charleston to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
| Coupon code | Offer | Max saving |
|---|---|---|
| FLYX20 | Up to 20% Off on Flights | ₹1,500 |
Check coupon eligibility and the final discount on the review page before you pay. View full terms.
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. Across the dates currently loaded for Charleston to Chicago, Saturday shows the lowest fare at $239. That is an observed snapshot for these dates, not a rule that holds every week.
The direct air distance between Charleston (CHS) and Chicago (MDW) is about 1,199 km. Actual flight time varies with the routing the airline files and with winds on the day.
Not for the dates currently loaded - every Charleston to Chicago option showing right now has at least one stop. Non-stop service can differ by season and by day, so it is worth checking nearby dates before you decide.
Delta Air Lines is showing on this route for the dates currently loaded. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
Every option currently loaded has at least one stop, and the shortest total journey time is about 3h 48m including the layover. Non-stop service on this route can vary by season and by day.
The lowest fare showing on Charleston to Chicago for the dates currently loaded is $239. Fares on the same dates run up to $459, depending on airline, timing and fare type. Airline pricing moves continuously, so treat this as a dated observation rather than a fixed price.
For the dates currently loaded the first departure is around 06:00 and the last is around 18:26, local time at Charleston. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay - if it has moved, you see the new figure before any payment.
Check the airport codes CHS–MDW, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price — run a search to see what is available for your own dates.
Last checked .
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
For payment, ticket issuance or a change request, see FlyX support. About FlyX.
Planning more than the flight? Our United States guide covers the visa process for Indian passport holders, best time to go, how long to plan for, and which places are worth the days you have. Long-haul city breaks and national parks.
The CHS to MDW cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Approx route distance: 1,199.41 km.
The date strip opens the complete search result for the route and selected date.
Shortlist by price, stops, departure time and refundable fare preference.
Continue to Booking opens the verified fare choices, including baggage and refundability, before review.
| Cheapest Fare | Fare | Date | Airline | Departure |
|---|---|---|---|---|
| Lowest Airfare Today | $239 | 03/10/2026 | Delta Air Lines | 06:00 |
| Cheapest Airfare Within 30 Days | $234 | 12/10/2026 | Delta Air Lines | 06:00 |
| Cheapest Airfare Within 90 Days | $227 | 11/12/2026 | Delta Air Lines | 06:00 |
Planning to fly from Charleston to Chicago? FlyX lets you compare flight rates, airline timings, layovers, and baggage allowances all in one simple list. From quick non-stop routes to flexible connecting options, finding and booking cheap air tickets has never been easier.
The aerial distance between Charleston and Chicago is approximately 1,199 KM. The flight duration ranges from 3H :48 M up to 17H :44 M depending on whether you book a non-stop flight or a connecting schedule with layovers.
Around 17 flights operate on this route, providing plenty of choices for your travel window. The earliest morning flight departs from Charleston at 06:00, while the last night flight leaves at 18:26. Flights depart from AFB Municipal and land at Midway.
| Flight Details | Information |
|---|---|
| Route | Charleston to Chicago |
| Aerial Distance | 1,199 KM |
| Flight Duration | 3H :48 M - 17H :44 M |
| Airport Codes | Charleston - CHS, Chicago - MDW |
| Total Flights Available | 17 flights (0 direct) |
| First Flight Departure | Departs at 06:00 |
| Last Flight Departure | Departs at 18:26 |
| Early Morning Flights (12 AM - 8 AM) | 7 direct/indirect flights |
| Morning Flights (8 AM - 12 PM) | 4 direct/indirect flights |
| Afternoon Flights (12 PM - 4 PM) | 4 direct/indirect flights |
| Evening Flights (4 PM - 8 PM) | 2 direct/indirect flights |
| Night Flights (8 PM - 12 AM) | 0 direct/indirect flights |