Cheap Flights from Raleigh/Durham to Chicago (RDU to MDW) from $248.00

Planning a trip from Raleigh/Durham to Chicago? Globitude Travels brings you unbeatable airfare options whether you are traveling for business, visiting family, or exploring the Windy City. Fly out of Raleigh-Durham International Airport and land at Chicago Midway International Airport with low fares starting at just $117. Book your seat today and discover legendary architecture, deep-dish pizza, and vibrant Midwest culture.

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Cheapest fares from Raleigh/Durham to Chicago

Lowest fare found per airline on the RDU → MDW route, with our discounted phone-deal price.

Airline	Cabin	Found fare	Our discounted fare	Fare found on
Frontier	Economy	~~$414.98~~	$248.99	Sep 13, 2026	Book
Southwest	Economy	~~$470.00~~	$282.00	Sep 13, 2026	Book
Delta Air Lines	Economy	~~$530.40~~	$318.24	Sep 13, 2026	Book

Discounted fares are negotiated phone deals from our vendor network and may not appear in online search results — call 1-856-513-6369 to lock one in. Fares were found on the dates shown, are per person in USD, and change with availability.

Flying from Raleigh-Durham to Chicago Midway

Traveling from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) is a fast, hassle-free way to reach the heart of Chicago. MDW sits just southwest of downtown, offering travelers quick access to the Loop via the CTA Orange Line. Because Midway is compact compared to larger hubs, passengers often enjoy shorter walking distances and faster baggage claim times.

Chicago features distinct seasons, from balmy summer lakefront strolls to crisp, snowy winter days, so packing appropriate layers is always wise. Once on the ground, immerse yourself in legendary neighborhoods like the Loop, Pilsen, and the West Loop, where you can indulge in Chicago-style hot dogs, deep-dish pizza, and world-class museums.

Money-saving tips for this route

Book your tickets at least three to four weeks ahead of your departure date to catch Frontier fares starting from $117.
Take the CTA Orange Line train directly from Midway Airport to downtown Chicago to avoid highway traffic and pricey taxi fares.
Review airline baggage allowances before heading to RDU, especially when flying ultra-low-cost carriers like Frontier.
Choose Tuesday or Wednesday departures on Southwest or Delta to find lower fares and less crowded cabins.

Frequently asked questions

Which airlines fly from Raleigh/Durham to Chicago Midway?

Globitude Travels offers flights on this route operated by Frontier, Southwest, and Delta Air Lines.

What is generally the cheapest month to book flights to Chicago?

Late winter months, particularly January and February, generally offer the lowest fares of the year, provided you avoid holiday weekends.

What are the airport codes and names for this route?

You will depart from Raleigh-Durham International Airport (RDU) in North Carolina and land at Chicago Midway International Airport (MDW) in Illinois.

Are flights between RDU and MDW nonstop or connecting?

Depending on the carrier and departure day selected, you can find both convenient nonstop routes and connecting itineraries.

Can I book my RDU to MDW flight by phone with Globitude Travels?

Yes, you can contact the Globitude Travels customer service team by phone to receive personalized assistance and complete your booking.

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Why book with Globitude Travels

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Globitude Travels is an independent travel agency — call 1-856-513-6369 or use the search above to compare live fares on this route. See our terms, privacy policy, refund policy and service fees for full details, or contact us any time.

Page updated September 14, 2026 · fare data refreshed automatically from live flight searches.