Image Credits: Adnan Islam
Published April 15, 2026 by

Cheap Flights: Chicago to Baltimore, Charleston, Houston, Charlotte, Jacksonville, Myrtle Beach, Sarasota, or Raleigh $167-$173 round-trip [May-February] – Delta

[04/15/2026 @ 01:12 PM CT] Deal time-stamp.
[2026-04-18 07:32:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Deals are usually valid 24 to 72 hours after posting, but can expire at any time (see time-stamp).

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Or book with these sites: Priceline, Skyscanner, Expedia, Travelocity, Tripadvisor, Orbitz, CheapTickets, Kayak.

Delta has round-trip flights from Chicago (MDW/ORD) to Baltimore, Charleston, Houston, Charlotte, Jacksonville, Myrtle Beach, Sarasota, or Raleigh (BWI, CHS, IAH, CLT, JAX, MYR, SRQ, RDU) for $167-$173 with a connection. Flights May to February. Weekends available.

Delta allows one carry-on bag and one personal item for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

If you travel on Delta often, consider getting their credit card. Most of their cards allow for a free checked bag perk and a 15% discount on points redemptions.

You can usually save more money by booking your flight+hotel together as a package instead of separately.

Do a search on Tripadvisor to find guides, tours, restaurants, attractions, and cool things to do. It’s a good resource to use for planning your day-to-day itinerary while on vacation.

We post new flight deals often! You can check out our other deals by returning to the Front Page of our website: escape.flights (linked).

Here are some other offers that we think are worth mentioning. List updated 04/21/2026.

We now track coupon codes, discount codes, gift card discounts, and credit card offers that have a better value than their historical averages.


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Use the example date links on our website to pull up the fare.

Baltimore fares: [2026-04-18 07:32:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Charleston, South Carolina fares: [2026-04-16 14:03:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Houston fares: [2026-04-18 07:11:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Charlotte, North Carolina fares: [2026-04-16 13:36:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Jacksonville, Florida fares: [2026-04-16 14:12:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Myrtle Beach fares: [2026-04-17 08:13:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

  • Chicago to Myrtle Beach - Example Dates: (Expedia) Jan 05 - Jan 12 / Jan 06 - Jan 13 / Other dates: There may be more dates available than the ones we list here, use the "flexible date" button on Expedia to find similar fares.

Sarasota fares: [2026-04-16 14:04:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

Raleigh fares: [2026-04-17 07:49:00] This fare IS NO LONGER BEING MONITORED because the deal has expired, been removed, or became too old. If it goes back online we will send out another notification.

When you are ready to book your flight or hotel, please use the links on our site to begin your booking process so we receive credit for the referral.

  • Tips: The Chase Sapphire Preferred® Card allows for 1-to-1 point transfers to several airline loyalty programs. Booking with points is a good alternative to paying with cash when the price of airfare is high. Here is the current list of Chase Sapphire transfer partners: United, Southwest, jetBlue, British Airways, Iberia, Singapore Airlines, Emirates, Air France, KLM, Virgin Atlantic, Aer Lingus, and Air Canada.
  • Tips: Use Tripadvisor to create a Hotel “short list”. First, plug in your dates and destination. Then select “Sort by Traveler Ranked”. Finally, select the “Traveler Ranking” filter to show “only 4* and up”. Use this resulting “short list” of hotels to find the cheapest one with a high ranking.
  • Tips: Hotel rates for Weekend dates are usually higher than the rates for Sunday through Thursday. Tripadvisor has a color-coded date calendar, red when the average hotel price for that day is more expensive, green for less expensive. You can use this to get an overview of what dates in the month are at a discount.
  • Tips: Different booking websites will often have differing routes, prices, and availability. Before you finalize your purchase, do a quick check on BookingBuddy, Skyscanner, and Kayak to see if any other site or airline is offering a better deal.


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Flights departing from a different city:

Other Useful Links:

  • [Budget Travel] – list all the posts that deal with Budget Travel (filter out all the flight deal posts)

Ren P. Artemio

Ren P. Artemio

Ren is the Chief Director of Nap Times at Escape Houston, Escape ATX, Cheap DFW, and Escape Flights. He really likes researching airfare and the travel industry, especially when it means getting a cheap flight to anywhere (he's not picky).

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