Cheap Flights from Charleston to Chicago from $94

Frequently Asked Questions

• What are the cheapest flights from Charleston to Chicago (CRW-CHI)?

  Based on Trip.com data, Delta Air Lines offers one-way fares as low as $94 on Cheapest nonstop routes (e.g. CRW to ORD on Thu, Feb 19), while Delta Air Lines offers Cheapest nonstop round-trips from $164 departing on Tue, Mar 3 and returning on Sun, Mar 8.

• Which airlines offer direct flights from Charleston to Chicago?

  At the moment, you can catch a nonstop flight from Charleston to Chicago with the following airlines, including: United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long does it take to fly from Charleston (CRW) to Chicago (CHI) and what is the distance?

  It takes around 1 hour 54 minutes to fly from Charleston (CRW) to Chicago (CHI).

• When is the best time to book flights from Charleston to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Charleston to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Charleston to Chicago?

  Based on Trip.com data in the past 4 weeks, there is 9 flight per week flying from Charleston to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA5801 (07:32) United Airlines: S/M/T/W/T/F/S -- UA4644 (18:58)

• How can I find the best deals on flights from Charleston to Chicago?

  To find best deals on flights from Charleston to Chicago, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Thu, Feb 19, with one-way flights priced at just $94.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Charleston (CRW) to Chicago (CHI) the cheapest?

  The cheapest months to fly from Charleston to Chicago is November, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Charleston to Chicago on?

  After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Charleston to Chicago on February 19, 2026 with Delta Air Lines, with prices starting at $94.

• Which airports can I fly to for Chicago from Charleston?

  You can land at any one of the following hubs in Chicago, with Yeager Airport to O'Hare International Airport (CRW-ORD) is by far the most common option on this route: O'Hare International Airport (ORD) Midway International Airport (MDW) Chicago Rockford International Airport (RFD).

• Is there any time difference between Charleston and Chicago?

  The time difference between Chicago and Charleston is 1h.

• How do I change or cancel my ticket from Charleston to Chicago?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.