$54 Cheap Flights from Raleigh to Chicago
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Flights from Raleigh to Chicago
Cheap flight deals from Raleigh to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstop
RDU 6:00 AM2h 21mNonstopORD 7:21 AMRaleigh - Chicago | Sat, Apr 12 | American Airlines
ORD 4:00 PM2hNonstopRDU 7:00 PMChicago - Raleigh | Sat, Apr 19 | American Airlines$136 $17522% OFF22% OFF$175 $136 -
RDU 3:38 PM2h 30mNonstopORD 5:08 PMRaleigh - Chicago | Thu, May 29 | Frontier Airlines
ORD 11:32 AM2h 7mNonstopRDU 2:39 PMChicago - Raleigh | Thu, Jun 5 | Frontier Airlines$139 $17822% OFF22% OFF$178 $139 -
RDU 4:57 PM7h 27m1 stopsMDW 11:24 PMRaleigh - Chicago | Tue, Apr 1 | Frontier Airlines
MDW 2:45 PM8h 9m1 stopsRDU 11:54 PMChicago - Raleigh | Tue, Apr 8 | Frontier Airlines$103 $13222% OFF22% OFF$132 $103
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RDU 8:55 PM17h 36m1 stopsMDW 1:31 PMRaleigh - Chicago | Mon, Apr 7 | Frontier Airlines
MDW 1:23 PM6h 59m1 stopsRDU 9:22 PMChicago - Raleigh | Mon, Apr 14 | Frontier Airlines$10622% OFF$136 $106
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RDU 5:20 PM7h 55m1 stopsORD 12:15 AMRaleigh - Chicago | Tue, Apr 15 | Frontier Airlines
MDW 3:20 PM6h 28m1 stopsRDU 10:48 PMChicago - Raleigh | Tue, Apr 22 | Frontier Airlines$11022% OFF$141 $110
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RDU 6:03 PM5h 27m1 stopsORD 10:30 PMRaleigh - Chicago | Thu, Apr 10 | Frontier Airlines
MDW 5:15 AM5h 47m1 stopsRDU 12:02 PMChicago - Raleigh | Thu, Apr 17 | Frontier Airlines$11122% OFF$142 $111
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RDU 6:00 AM8h 31m1 stopsMDW 1:31 PMRaleigh - Chicago | Wed, Apr 9 | Frontier Airlines
MDW 2:26 PM8h 2m1 stopsRDU 11:28 PMChicago - Raleigh | Wed, Apr 16 | Frontier Airlines$11222% OFF$144 $112
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RDU 5:54 PM5h 32m1 stopsMDW 10:26 PMRaleigh - Chicago | Thu, Apr 24 | Frontier Airlines
MDW 1:26 PM18h 45m1 stopsRDU 9:11 AMChicago - Raleigh | Mon, Apr 28 | Frontier Airlines$11622% OFF$149 $116
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RDU 5:40 AM7h 28m1 stopsMDW 12:08 PMRaleigh - Chicago | Mon, Apr 21 | Frontier Airlines
MDW 3:20 PM6h 28m1 stopsRDU 10:48 PMChicago - Raleigh | Tue, Apr 29 | Frontier Airlines$11622% OFF$149 $116
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RDU 6:00 AM11h 22m1 stopsORD 4:22 PMRaleigh - Chicago | Wed, Apr 16 | Frontier Airlines
MDW 3:20 PM6h 28m1 stopsRDU 10:48 PMChicago - Raleigh | Tue, Apr 22 | Frontier Airlines$11722% OFF$150 $117
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RDU 6:15 AM4h 36m1 stopsMDW 9:51 AMRaleigh - Chicago | Tue, Apr 8 | Frontier Airlines
MDW 2:45 PM8h 9m1 stopsRDU 11:54 PMChicago - Raleigh | Tue, Apr 8 | Frontier Airlines$11922% OFF$152 $119
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RDU 7:43 PM20h 46m1 stopsMDW 3:29 PMRaleigh - Chicago | Wed, Apr 2 | Frontier Airlines
MDW 7:50 AM8h 48m1 stopsRDU 5:38 PMChicago - Raleigh | Tue, Apr 8 | Frontier Airlines$11922% OFF$153 $119
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RDU 1:00 PM17h 25m1 stopsCHI Invalid DateRaleigh - Chicago | Thu, Apr 3 | Normal Airline
CHI 3:00 PM6hNonstopRDU 4:00 PMChicago - Raleigh | Sat, Apr 5 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
RDU 6:00 AM2h 21mNonstopORD 7:21 AMRaleigh - Chicago | Sat, May 24 | American Airlines$70 $9022% OFF22% OFF$90 $70
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RDU 6:00 AM18h 11m1 stopsORD 11:11 PMRaleigh - Chicago | Thu, May 1 | Frontier Airlines$54 $6922% OFF22% OFF$69 $54
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RDU 6:15 AM4h 36m1 stopsMDW 9:51 AMRaleigh - Chicago | Tue, Apr 8 | Frontier Airlines$55 $7122% OFF22% OFF$71 $55
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RDU 3:49 PM4h 56m1 stopsMDW 7:45 PMRaleigh - Chicago | Tue, Apr 15 | Frontier Airlines$5622% OFF$72 $56
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RDU 6:00 AM10h 53m1 stopsMDW 3:53 PMRaleigh - Chicago | Wed, Apr 16 | Frontier Airlines$5922% OFF$76 $59
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RDU 6:25 AM18h 22m1 stopsMDW 11:47 PMRaleigh - Chicago | Mon, May 5 | Frontier Airlines$6222% OFF$79 $62
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RDU 6:25 AM18h 7m1 stopsORD 11:32 PMRaleigh - Chicago | Tue, May 6 | Frontier Airlines$6222% OFF$80 $62
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RDU 6:57 PM27h 36m1 stopsMDW 9:33 PMRaleigh - Chicago | Tue, Apr 1 | Frontier Airlines$6222% OFF$80 $62
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RDU 10:15 PM12h 36m1 stopsORD 9:51 AMRaleigh - Chicago | Sun, May 4 | Frontier Airlines$7522% OFF$96 $75
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RDU 4:56 PM7h 3m1 stopsORD 10:59 PMRaleigh - Chicago | Fri, May 2 | Frontier Airlines$8022% OFF$103 $80
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RDU 1:00 PM17h 25m1 stopsCHI Invalid DateRaleigh - Chicago | Thu, Apr 3 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Frequently Asked Questions
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When are flight tickets from Raleigh (RDU) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Raleigh to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Raleigh (RDU) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $322. -
How long does it take to fly from Raleigh (RDU) to Chicago (CHI) and what is the distance?
It takes around 2 hours 25 minutes to fly from Raleigh (RDU) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare Intl. Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
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What are the most popular airlines that fly from Raleigh (RDU) to Chicago (CHI)?
Airlines with flights from Raleigh (RDU) to Chicago (CHI): Alaska Airlines, Lufthansa, American Airlines, Qatar Airways, Southwest Airlines, United Airlines, Frontier Airlines, Japan Airlines, All Nippon Airways and Air New Zealand.
How to find a cheap flight from Raleigh to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Raleigh to Chicago. Book your flights at the right time and save more.
Be flexible with your travel dates to get the cheapest Raleigh to Chicago ticket.
Tap "Date" in the flight search bar to browse the calendar and find airfare from Raleigh to Chicago for the next six months in 2025. If you're looking to fly within the next three months, the lowest fare is $70 for a one-way ticket on Sat, May 24.
Compare cheap Raleigh to Chicago flight deals from hundreds of airlines.
Our powerful search system compares prices from over 500 airlines. So you can find the cheapest flights from Raleigh to Chicago. The most affordable airline currently operating on this route is American Airlines.
Set up a Price Alert to track fare drops.
Set up a Price Alert for your Raleigh to Chicago route to track ticket prices effortlessly—no need to check manually every day.
Don't miss out on cheap Raleigh to Chicago flight deals and promo codes.
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Book early or wait unitl the last minute to fine the best fares.
It's always better to book early! Airlines typically release their lowest fares about a year before departure, so check as soon as flights become available. If you miss that window, you may still find great deals closer to your travel date.
Search for flights on the go.
For the best booking experience on the go, download Trip.com and search for cheap flights from Raleigh to Chicago to access exclusive deals just for you.
Flight Info | Raleigh to Chicago
| Cheapest one-way flight price | $53 |
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| Cheapest round-trip ticket price | $117 |
| Off-season for travel | March |
| Peak season for travel | June |
| Flight distance | 1,014.77 km |
| Average flight time | 2 hours 25 minutes |
| Popular airline | United Airlines |
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