Cheap flights from Raleigh to Chicago

Flights overview

Useful information for finding cheap flights from Raleigh to Chicago and booking your next trip
Cheapest round-trip flights $88
Frontier Nonstop 3 hr Fri, May 1 — Mon, May 4
The cheapest round-trip flight from Raleigh to Chicago is currently $88
Cheapest one-way flight $44
Frontier Nonstop 3 hr Fri, Apr 17
The cheapest one-way flight from Raleigh to Chicago is currently $44
Last-minute weekend getaway $360
Frontier 1 stop 17 hr Thu, Mar 12 — Mon, Mar 16
The cheapest last-minute weekend getaway from Raleigh to Chicago is currently $360
Cheapest business class flights $286
Frontier Nonstop 3 hr Fri, May 1 — Mon, May 4
The cheapest business class round-trip flight from Raleigh to Chicago is currently $286
Fastest flight 1 hr 55 min The fastest nonstop flight from Raleigh to Chicago takes 1 hr 55 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Raleigh to Chicago is typically December. The most expensive month to fly is typically March.
December
Cheapest
Typical prices: $100–300
March
Most expensive
Typical prices: $175–295

Popular airlines from Raleigh to Chicago

  • American
    Nonstop
    from $193
    Typical price: $185–390
    43 weekly nonstop flights
    RDU - ORD Every day
    545 weekly connecting flights
    RDU - ORD Every day
  • Southwest
    Nonstop
    from $180
    Typical price: $185–435
    15 weekly nonstop flights
    RDU - MDW Every day
    1524 weekly connecting flights
    RDU - MDW, ORD Every day
  • United
    Nonstop
    from $180
    Typical price: $175–385
    26 weekly nonstop flights
    RDU - ORD Every day
    171 weekly connecting flights
    RDU - ORD Every day
  • Delta
    from $200
    Typical price: $210–550
    789 weekly connecting flights
    RDU - MDW, ORD Every day
  • Frontier
    Nonstop
    from $88
    Typical price: $140–280
    2 weekly nonstop flights
    RDU - ORD Every Thu, Sun
    55 weekly connecting flights
    RDU - MDW, ORD Every day
  • Spirit
    Typical price: $195–510
    23 weekly connecting flights
    RDU - ORD Every day

Popular airports near Raleigh

  • Raleigh-Durham International Airport (RDU)
    Raleigh United States 21 min 11 mi
  • Charlotte Douglas International Airport (CLT)
    Charlotte United States 2 hr 41 min 135 mi
  • Piedmont Triad International Airport (GSO)
    Greensboro United States 1 hr 27 min 76 mi
  • Richmond International Airport (RIC)
    Richmond United States 2 hr 33 min 139 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 59 min 165 mi

Frequently asked questions about flying from Raleigh to Chicago

The cheapest flights from Raleigh to Chicago are usually in December. Typical ticket prices in December range from $100 to $300.
The cheapest round-trip flight from Raleigh to Chicago recently found on Google Flights was with Frontier from $88. The cheapest one-way flight was with Frontier from $44.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Raleigh to Chicago is $193, flying from Apr 18 to Apr 20.
  • The cheapest Southwest flight from Raleigh to Chicago is $180, flying from Apr 18 to Apr 19.
  • The cheapest United flight from Raleigh to Chicago is $180, flying from Apr 25 to Apr 26.
  • The cheapest Delta flight from Raleigh to Chicago is $200, flying from Apr 18 to Apr 19.
  • The cheapest Frontier flight from Raleigh to Chicago is $88, flying from May 1 to May 4.
The cheapest round-trip flight from Raleigh to Chicago starts at $88 from Fri, May 1 to Mon, May 4. The cheapest one-way flight starts at $44 and departs on Fri, Apr 17.
1 hr 55 min is the shortest flight time from Raleigh to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Raleigh to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Raleigh to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Raleigh to Chicago.

In terms of nonstop flights, American is the most popular. American offers 43 nonstop flights and 545 connecting flights per week. American flies from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 15 nonstop flights and 1,524 connecting flights per week. Southwest flies from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Raleigh to Chicago are:
  • United offers 26 nonstop flights and 171 connecting flights per week. United flies from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 789 connecting flights per week. Delta flies from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Frontier offers 2 nonstop flights and 55 connecting flights per week. Frontier flies from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Spirit offers 23 connecting flights per week. Spirit flies from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Raleigh and Chicago.
The cheapest round-trip flight from Raleigh to Chicago recently found on Google Flights was with Frontier from $88. The cheapest one-way flight was with Frontier from $44.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Raleigh to Chicago is $193, flying from Apr 18 to Apr 20.
  • The cheapest Southwest flight from Raleigh to Chicago is $180, flying from Apr 18 to Apr 19.
  • The cheapest United flight from Raleigh to Chicago is $180, flying from Apr 25 to Apr 26.
  • The cheapest Delta flight from Raleigh to Chicago is $200, flying from Apr 18 to Apr 19.
  • The cheapest Frontier flight from Raleigh to Chicago is $88, flying from May 1 to May 4.
Southwest, American, United and Frontier fly direct from Raleigh to Chicago.
  • There are 43 American direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 15 Southwest direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 26 United direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 2 Frontier direct flights from Raleigh to Chicago per week. Flights are available on Thursday and Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Raleigh and Chicago at price $360 is offered by Frontier from Thu, Mar 12 to Mon, Mar 16.
Southwest, American, United and Frontier fly direct from Raleigh to Chicago.
  • There are 43 American direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 15 Southwest direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 26 United direct flights from Raleigh to Chicago per week. Flights are available every day.
  • There are 2 Frontier direct flights from Raleigh to Chicago per week. Flights are available on Thursday and Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Raleigh to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Raleigh and Chicago start at $88 from Fri, May 1 to Mon, May 4 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Raleigh to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Raleigh and Chicago start at $286 from Fri, May 1 to Mon, May 4 with Frontier.
The cheapest economy class round-trip flights between Raleigh and Chicago start at $88 from Fri, May 1 to Mon, May 4.
To book business class trips from Raleigh to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Raleigh and Chicago starts at $360 from Thu, Mar 12 to Mon, Mar 16 with Frontier.
The cheapest last-minute deal between Raleigh and Chicago at price $360 is offered by Frontier from Thu, Mar 12 to Mon, Mar 16.
To find last-minute flight deals from Raleigh to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

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