Cheap flights from Raleigh to Chicago from $69
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Raleigh to Chicago departing on 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Raleigh to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of August is, on average, the cheapest month to fly to Chicago from Raleigh, with most prices found around $177. If you’re not able to fly to Chicago in August, then July is your next best option. Flight prices from Raleigh to Chicago during July average around $197.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $356. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Raleigh to Chicago for around $552.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Raleigh to Chicago during this time can be as low as $193. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $488.
What is the cheapest Raleigh-Durham to Chicago flight route?
Fly from Raleigh-Durham to Chicago O'Hare Intl for the best Raleigh-Durham - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Raleigh when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $293 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Raleigh for as low as $222 on momondo.
What cabin class options are available on Raleigh-Durham to Chicago flights?
There are 4 cabin classes available to choose from on Raleigh-Durham to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Raleigh to Chicago flights?
No. A direct flight is the cheapest option for a flight between Raleigh to Chicago.
How have Raleigh to Chicago flight prices changed over time?
As of June 2025, prices for Raleigh to Chicago flights are approximately 12% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Raleigh-Durham to Chicago?
American Airlines, United Airlines, and Southwest are the most popular carriers operating from Raleigh-Durham to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Raleigh according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Raleigh to Chicago on average per day?
The number of flights available between Raleigh and Chicago is 24 per day as of June 2025. The most frequent departure time is 9:00AM, with 45% of daily flights leaving at noon.
How many flights depart from Raleigh to Chicago on average per week?
As of June 2025, 172 flights take off from Raleigh and land in Chicago each week. The most common flight departure day for this route is Thu, with 20% of weekly flights taking off on this day.
When to book flights from Raleigh to Chicago
Cheap Raleigh to Chicago (RDU to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Raleigh to Chicago
How far is Raleigh-Durham to Chicago by plane?
The straight-line distance from Raleigh-Durham to Chicago is 640.7 mi. In terms of flight time, this usually takes a little over 1h 55m.
When did momondo last update prices for flights from Raleigh-Durham Airport to Chicago?
Prices for flights from Raleigh-Durham Airport to Chicago were last updated today.
How many operators does momondo search for flights from Raleigh-Durham Airport to Chicago?
There are 6 operators available for flights from Raleigh-Durham Airport to Chicago as of June 2025.
How old do you have to be to fly from Raleigh-Durham Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Raleigh-Durham Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Raleigh to Chicago?
Based on momondo bookings for flights between Raleigh and Chicago, the leading plane model is Boeing 737-800, making up 18.30% of the total bookings. Other popular models include Boeing 737 MAX 8 with 15.29%, Embraer 175 with 14.63%, and Boeing 737-900 with 9.43%.
What is the most popular airline from Raleigh to Chicago?
Based on momondo bookings for flights between Raleigh and Chicago, the leading airline is American Airlines, making up 35% of the total bookings. Other popular airlines include Frontier with 26%, United Airlines with 23%, and Southwest with 16%.
Best airlines flying from Raleigh to Chicago
Compare and see reviews for airlines that fly from Raleigh to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $38 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $98 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $102 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $141 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $143 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $168 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Raleigh to Chicago
The lowest priced Southwest flight from Raleigh to Chicago from the last 72 hours was $168. Generally, Southwest has 21 flights on this route every week with an average price of $316. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Raleigh to Chicago
United Airlines is also a popular choice for this route. United Airlines flight deals for Raleigh to Chicago start from as low as $141 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $294. United Airlines operates 9 flights to Chicago from Raleigh in an average week. Users have rated it 7.4/10 across 8,790 reviews.
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Why should I use momondo to find a flight deal from Raleigh to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Raleigh to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Raleigh to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Raleigh to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Raleigh to Chicago?
Once all potential Raleigh to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Raleigh to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Raleigh to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.