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Flights from Raleigh to Chicago

Book direct flights from Raleigh to Chicago: One way flights from $119, round trip flights from $240. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        RDU 6:11 PM
        2h 58m
        Nonstop
        ORD 8:09 PM
        Raleigh - Chicago | Wed, May 27 | American Airlines
        MDW 2:40 PM
        1h 50m
        Nonstop
        RDU 5:30 PM
        Chicago - Raleigh | Fri, May 29 |
        $240 $334
        28% off
        28% off
        $334 $240
      • RDU 3:35 PM
        7h 38m
        1 stop
        ORD 10:13 PM
        Raleigh - Chicago | Fri, Jun 26 | Delta Air Lines
        ORD 5:22 PM
        5h 6m
        1 stop
        RDU 11:28 PM
        Chicago - Raleigh | Mon, Jun 29 | Delta Air Lines
        $152 $334
        54% off
        54% off
        $334 $152
      • RDU 12:54 PM
        10h 8m
        1 stop
        MDW 10:02 PM
        Raleigh - Chicago | Thu, Jun 4 | Frontier Airlines
        ORD 9:48 PM
        12h 43m
        1 stop
        RDU 11:31 AM
        Chicago - Raleigh | Wed, Jun 10 | Frontier Airlines
        $197 $334
        41% off
        41% off
        $334 $197
      • RDU 12:33 PM
        7h 56m
        1 stop
        ORD 7:29 PM
        Raleigh - Chicago | Fri, Jun 5 | Frontier Airlines
        MDW 6:00 AM
        4h 59m
        1 stop
        RDU 11:59 AM
        Chicago - Raleigh | Tue, Jun 9 | Frontier Airlines
        $205
        39% off
        $334 $205
      • RDU 12:26 PM
        9h 11m
        1 stop
        ORD 8:37 PM
        Raleigh - Chicago | Sun, May 24 | Frontier Airlines
        ORD 1:50 PM
        9h 34m
        1 stop
        RDU 12:24 AM
        Chicago - Raleigh | Thu, May 28 | Frontier Airlines
        $217
        35% off
        $334 $217
      • RDU 6:15 AM
        5h 57m
        1 stop
        MDW 11:12 AM
        Raleigh - Chicago | Sun, Jun 7 | Frontier Airlines
        ORD 5:29 PM
        19h 12m
        1 stop
        RDU 1:41 PM
        Chicago - Raleigh | Fri, Jun 12 | Frontier Airlines
        $217
        35% off
        $334 $217
      • RDU 12:33 PM
        8h 8m
        1 stop
        ORD 7:41 PM
        Raleigh - Chicago | Wed, May 27 | Frontier Airlines
        MDW 6:55 PM
        1h 50m
        Nonstop
        RDU 9:45 PM
        Chicago - Raleigh | Fri, May 29 |
        $217
        35% off
        $334 $217
      • RDU 6:15 AM
        5h 54m
        1 stop
        MDW 11:09 AM
        Raleigh - Chicago | Wed, Jul 1 | Frontier Airlines
        ORD 5:13 PM
        15h 12m
        1 stop
        RDU 9:25 AM
        Chicago - Raleigh | Wed, Jul 8 | Frontier Airlines
        $223
        33% off
        $334 $223
      • RDU 5:30 PM
        6h 35m
        1 stop
        ORD 11:05 PM
        Raleigh - Chicago | Wed, Jul 15 | Frontier Airlines
        ORD 1:50 PM
        9h 35m
        1 stop
        RDU 12:25 AM
        Chicago - Raleigh | Wed, Jul 22 | Frontier Airlines
        $225
        33% off
        $334 $225
      • RDU 6:15 AM
        5h 49m
        1 stop
        MDW 11:04 AM
        Raleigh - Chicago | Sat, May 30 | Frontier Airlines
        ORD 5:11 PM
        15h 10m
        1 stop
        RDU 9:21 AM
        Chicago - Raleigh | Mon, Jun 1 | Frontier Airlines
        $228
        32% off
        $334 $228
      • RDU 11:47 AM
        9h 3m
        1 stop
        ORD 7:50 PM
        Raleigh - Chicago | Sat, Jul 4 | Frontier Airlines
        ORD 9:57 PM
        12h 34m
        1 stop
        RDU 11:31 AM
        Chicago - Raleigh | Wed, Jul 8 | Frontier Airlines
        $229
        31% off
        $334 $229
      • RDU 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Raleigh - Chicago | Sat, May 23 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        RDU 4:00 PM
        Chicago - Raleigh | Mon, May 25 | Normal Airline
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      • Cheapest nonstop
        RDU 8:05 AM
        2h 26m
        Nonstop
        ORD 9:31 AM
        Raleigh - Chicago | Wed, Jul 1 | United Airlines
        $119 $166
        28% off
        28% off
        $166 $119
      • RDU 6:15 AM
        5h 54m
        1 stop
        MDW 11:09 AM
        Raleigh - Chicago | Mon, Jun 29 | Frontier Airlines
        $60 $166
        64% off
        64% off
        $166 $60
      • RDU 6:15 AM
        14h 38m
        1 stop
        ORD 7:53 PM
        Raleigh - Chicago | Mon, Jul 13 | Frontier Airlines
        $66 $166
        60% off
        60% off
        $166 $66
      • RDU 6:15 AM
        16h 53m
        1 stop
        MDW 10:08 PM
        Raleigh - Chicago | Wed, Jul 8 | Frontier Airlines
        $68
        59% off
        $166 $68
      • RDU 6:15 AM
        16h 53m
        1 stop
        MDW 10:08 PM
        Raleigh - Chicago | Sat, Jul 18 | Frontier Airlines
        $68
        59% off
        $166 $68
      • RDU 6:15 AM
        14h 35m
        1 stop
        ORD 7:50 PM
        Raleigh - Chicago | Wed, Jun 24 | Frontier Airlines
        $69
        57% off
        $166 $69
      • RDU 6:15 AM
        16h 56m
        1 stop
        MDW 10:11 PM
        Raleigh - Chicago | Sat, Jul 4 | Frontier Airlines
        $70
        57% off
        $166 $70
      • RDU 12:54 PM
        10h 17m
        1 stop
        MDW 10:11 PM
        Raleigh - Chicago | Tue, Jun 30 | Frontier Airlines
        $78
        53% off
        $166 $78
      • RDU 6:15 AM
        5h 54m
        1 stop
        MDW 11:09 AM
        Raleigh - Chicago | Wed, Jul 1 | Frontier Airlines
        $80
        52% off
        $166 $80
      • RDU 11:47 AM
        11h 21m
        1 stop
        MDW 10:08 PM
        Raleigh - Chicago | Sat, Jul 11 | Frontier Airlines
        $87
        48% off
        $166 $87
      • RDU 6:15 AM
        16h 53m
        1 stop
        MDW 10:08 PM
        Raleigh - Chicago | Thu, Jul 9 | Frontier Airlines
        $88
        47% off
        $166 $88
      • RDU 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Raleigh - Chicago | Sat, May 23 | Normal Airline
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Displayed flight fares from Raleigh to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com price insights on flights from Raleigh to Chicago

Which month has the cheapest one-way flights from to Chicago?

The average price of one-way flights from to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from to Chicago is February, with an average price of $107; while the month with the highest flight price is usually June, with an average price of up to $268.

$268
$188
$107
$27
    Cheapest
  • $172
    May
  • $268
    Jun
  • $170
    Jul
  • $158
    Aug
  • $217
    Sep
  • $126
    Oct
  • $160
    Nov
  • $138
    Dec
  • $121
    Jan
  • $107
    Feb
  • $168
    Mar
  • $176
    Apr

When is the cheapest day to fly from Raleigh to Chicago during Memorial Day?

Data is based on the lowest one-way price from Raleigh to Chicago during Memorial Day on Trip.com in the past 3 days.

Memorial Day is scheduled for May 25. The cheapest flights from Raleigh to Chicago are available on May 27, with fares starting at $109.

$483
$296
$109
0
    Cheapest
  • $483
    21
    May
  • $395
    22
  • $483
    23
  • $399
    24
  • $378
    25
  • $118
    26
  • $109
    27

Frequently Asked Questions

  • What are the cheapest flights from Raleigh to Chicago (RDU-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as $60 on Cheapest nonstop routes (e.g. RDU to MDW on Mon, Jun 29), while Delta Air Lines offers Cheapest nonstop round-trips from $152 departing on Fri, Jun 26 and returning on Mon, Jun 29.
  • At the moment, you can catch a nonstop flight from Raleigh to Chicago with the following airlines, including: Frontier Airlines American Airlines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 2 hours 41 minutes to fly from Raleigh (RDU) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Raleigh 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.
  • Based on Trip.com data in the past 4 weeks, there is 3 flight per week flying from Raleigh to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/-/T/F/S -- AA2849 (07:25) United Airlines: S/M/T/-/-/-/- -- UA3517 (08:33)
  • To find best deals on flights from Raleigh 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 Mon, Jun 29, with one-way flights priced at just $60.
    · 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.
  • The cheapest months to fly from Raleigh to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our May flight calendar, it's currently cheapest to fly from Raleigh to Chicago on May 26, 2026 with Frontier Airlines, with prices starting at $162.
  • You can land at any one of the following hubs in Chicago, with Raleigh-Durham International Airport to Chicago O'Hare International Airport (RDU-ORD) is by far the most common option on this route: Chicago O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Raleigh is 1h.
  • 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.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
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.
Cancellation/change due to a flight schedule change:
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.