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Cheap flights from Raleigh to Chicago from $53

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 2/10. 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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Find the cheapest flights from Raleigh to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Raleigh to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Raleigh to Chicago.

Cheap last minute flights

Planning a quick getaway from Raleigh to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Raleigh to Chicago

Find recent round-trip train or bus tickets from Raleigh to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:20 pm - 12:17 amRDU-MDW
7h 57m1 stop
7:15 am - 4:20 pmMDW-RDU
8h 05m1 stop
$106Frontier
Find Deal
Mon, Jan 27 - Thu, Jan 30
9:59 pm - 2:42 pmRDU-MDW
17h 43m1 stop
4:04 pm - 6:56 amMDW-RDU
13h 52m1 stop
$107Frontier
Find Deal
Thu, Feb 6 - Thu, Feb 13
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:15 pm - 10:16 pmORD-RDU
2h 01mnonstop
$117American Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:30 am - 7:40 amRDU-MDW
2h 10mnonstop
7:10 pm - 10:00 pmMDW-RDU
1h 50mnonstop
$117Southwest
Find Deal
Mon, Feb 3 - Mon, Feb 10
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:34 pm - 10:40 pmORD-RDU
2h 06mnonstop
$152American Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
6:45 am - 7:55 amRDU-MDW
2h 10mnonstop
7:10 pm - 10:00 pmMDW-RDU
1h 50mnonstop
$152Southwest
Find Deal
Fri, Feb 28 - Mon, Mar 3
6:33 am - 8:05 amRDU-ORD
2h 32mnonstop
6:30 am - 2:09 pmORD-RDU
6h 39m1 stop
$161United Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
6:33 am - 8:05 amRDU-ORD
2h 32mnonstop
6:30 am - 2:09 pmORD-RDU
6h 39m1 stop
$177United Airlines
Find Deal
Mon, Jan 27 - Thu, Jan 30
5:30 am - 9:16 amRDU-ORD
4h 46m1 stop
6:45 am - 12:16 pmORD-RDU
4h 31m1 stop
$196Delta
Find Deal
Wed, Jan 15 - Mon, Jan 20
6:20 am - 10:12 amRDU-MDW
4h 52m1 stop
6:00 am - 11:36 amMDW-RDU
4h 36m1 stop
$196Delta
Find Deal
Wed, Jan 15 - Thu, Jan 23
4:27 pm - 12:39 amRDU-ORD
9h 12m1 stop
$53Frontier
Find Deal
Mon, Feb 10
4:27 pm - 10:46 pmRDU-MDW
7h 19m1 stop
$53Frontier
Find Deal
Mon, Feb 10
6:33 am - 8:05 amRDU-ORD
2h 32mnonstop
$59United Airlines
Find Deal
Thu, Jan 23
7:05 am - 8:20 amRDU-MDW
2h 15mnonstop
$59Southwest
Find Deal
Sat, Jan 25
6:33 am - 8:05 amRDU-ORD
2h 32mnonstop
$93United Airlines
Find Deal
Fri, Jan 10
6:30 am - 7:40 amRDU-MDW
2h 10mnonstop
$93Southwest
Find Deal
Fri, Jan 10
5:30 am - 9:16 amRDU-ORD
4h 46m1 stop
$98Delta
Find Deal
Sun, Feb 16
6:20 am - 11:59 amRDU-MDW
6h 39m1 stop
$98Delta
Find Deal
Wed, Jan 22
10:10 am - 11:32 amRDU-ORD
2h 22mnonstop
$179American Airlines
Find Deal
Mon, Jan 6
5:00 am - 8:32 amRDU-ORD
4h 32m1 stop
$213American Airlines
Find Deal
Fri, Mar 28
5:15 am - 11:04 amRDU-ORD
6h 49m1 stop
10:15 pm - 9:12 amORD-RDU
9h 57m1 stop
Sun, Dec 29 - Thu, Jan 2
12:01 pm - 8:50 pmRDU-ORD
9h 49m1 stop
8:12 pm - 7:29 amORD-RDU
10h 17m1 stop
$278Frontier
Find Deal
Thu, Dec 26 - Fri, Jan 10
5:50 am - 11:21 amRDU-MDW
6h 31m1 stop
6:00 am - 11:36 amMDW-RDU
4h 36m1 stop
$557Delta
Find Deal
Fri, Dec 27 - Tue, Jan 7
7:15 am - 8:20 amRDU-MDW
2h 05mnonstop
8:30 am - 11:25 amMDW-RDU
1h 55mnonstop
$567Southwest
Find Deal
Thu, Dec 26 - Wed, Jan 1
1:20 pm - 2:20 pmRDU-MDW
2h 00mnonstop
6:05 pm - 8:55 pmMDW-RDU
1h 50mnonstop
$571Southwest
Find Deal
Fri, Dec 27 - Tue, Jan 7
6:15 pm - 10:06 pmRDU-MDW
4h 51m1 stop
5:51 pm - 11:31 pmMDW-RDU
4h 40m1 stop
$586Delta
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:15 am - 7:43 amRDU-ORD
2h 28mnonstop
6:35 pm - 9:42 pmORD-RDU
2h 07mnonstop
$602United Airlines
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:00 am - 9:55 amRDU-ORD
4h 55m1 stop
6:35 pm - 9:42 pmORD-RDU
2h 07mnonstop
$612United Airlines
Find Deal
Sat, Dec 28 - Tue, Dec 31
3:55 pm - 5:27 pmRDU-ORD
2h 32mnonstop
4:05 pm - 9:57 pmORD-RDU
4h 52m1 stop
$636American Airlines
Find Deal
Thu, Dec 26 - Mon, Jan 6
4:12 pm - 8:07 pmRDU-ORD
4h 55m1 stop
8:40 am - 11:59 amORD-RDU
2h 19mnonstop
$737American Airlines
Find Deal
Fri, Dec 27 - Sat, Jan 4
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:15 pm - 10:16 pmORD-RDU
2h 01mnonstop
$117American Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:30 am - 7:40 amRDU-MDW
2h 10mnonstop
7:10 pm - 10:00 pmMDW-RDU
1h 50mnonstop
$117Southwest
Find Deal
Mon, Feb 3 - Mon, Feb 10
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:15 pm - 10:16 pmORD-RDU
2h 01mnonstop
$118American Airlines
Find Deal
Wed, Feb 12 - Sat, Feb 15
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:15 pm - 10:16 pmORD-RDU
2h 01mnonstop
$119American Airlines
Find Deal
Wed, Feb 12 - Sat, Feb 15
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:34 pm - 10:40 pmORD-RDU
2h 06mnonstop
$151American Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
6:00 am - 7:22 amRDU-ORD
2h 22mnonstop
7:34 pm - 10:40 pmORD-RDU
2h 06mnonstop
$152American Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
6:45 am - 7:55 amRDU-MDW
2h 10mnonstop
7:10 pm - 10:00 pmMDW-RDU
1h 50mnonstop
$152Southwest
Find Deal
Fri, Feb 28 - Mon, Mar 3
6:30 am - 8:00 amRDU-ORD
2h 30mnonstop
7:20 am - 10:27 amORD-RDU
2h 07mnonstop
$288United Airlines
Find Deal
Fri, Feb 14 - Mon, Feb 17
3:01 pm - 4:38 pmRDU-ORD
2h 37mnonstop
12:37 pm - 3:35 pmORD-RDU
1h 58mnonstop
$304Frontier
Find Deal
Sun, Jun 15 - Thu, Jun 19
6:33 am - 8:05 amRDU-ORD
2h 32mnonstop
7:20 am - 10:27 amORD-RDU
2h 07mnonstop
$365United Airlines
Find Deal
Thu, Feb 6 - Thu, Feb 13

American Airlines flights from Raleigh to Chicago

Our best American Airlines deals on Raleigh to Chicago flight tickets
American Airlines
Feb 10
RDU6:00 amRaleigh-Durham
2h 22m
ORD7:22 amChicago O'Hare Intl
Feb 15
ORD7:15 pmChicago O'Hare Intl
2h 01m
RDU10:16 pmRaleigh-Durham
American Airlines
Jan 30
RDU6:00 amRaleigh-Durham
2h 22m
ORD7:22 amChicago O'Hare Intl
Feb 3
ORD7:34 pmChicago O'Hare Intl
2h 06m
RDU10:40 pmRaleigh-Durham
American Airlines
Feb 3
RDU6:00 amRaleigh-Durham
2h 22m
ORD7:22 amChicago O'Hare Intl
Feb 10
ORD7:34 pmChicago O'Hare Intl
2h 06m
RDU10:40 pmRaleigh-Durham

Delta flights from Raleigh to Chicago

Our best Delta deals on Raleigh to Chicago flight tickets
Delta
Jan 15
RDU5:30 amRaleigh-Durham
4h 46m
1 stop
ORD9:16 amChicago O'Hare Intl
Jan 20
ORD6:45 amChicago O'Hare Intl
4h 31m
1 stop
RDU12:16 pmRaleigh-Durham
Delta
Jan 11
RDU5:55 amRaleigh-Durham
5h 00m
1 stop
ORD9:55 amChicago O'Hare Intl
Jan 14
ORD6:45 amChicago O'Hare Intl
4h 31m
1 stop
RDU12:16 pmRaleigh-Durham
Delta
Jan 9
RDU5:15 amRaleigh-Durham
4h 20m
1 stop
ORD8:35 amChicago O'Hare Intl
Jan 11
ORD6:45 amChicago O'Hare Intl
4h 21m
1 stop
RDU12:06 pmRaleigh-Durham

See travel insights to Chicago from

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 typical price of a round-trip flight between Raleigh and Chicago?

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 $179. If you’re not able to fly to Chicago in August, then June is your next best option. Flight prices from Raleigh to Chicago during June average around $181.

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 Tuesday when prices can be found for as low as $190. 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 $248.

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 $103. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $278.

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?

The best time to book a flight to Chicago from Raleigh is 50 days out, which is when prices tend to be around $265. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $147.

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?

You could potentially save up to 10% on your flight if you consider stops on a Raleigh to Chicago flight.

How have Raleigh to Chicago flight prices changed over time?

As of December 2024, prices for Raleigh to Chicago flights are approximately 11% cheaper when compared to flights at the same time last year.

When to book flights from Raleigh to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Raleigh to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$53

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Raleigh in the past 72 hours is $53. The best round-trip flight deal from Raleigh to Chicago found on momondo in the last 72 hours is $106.
The fastest flight from Raleigh to Chicago takes 1h 55m
Direct flights go from Raleigh to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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?

  • What is the most popular airline from Raleigh to Chicago?


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
FrontierPriceFrom $38Free CancellationRating
6.1
3,468 reviews
Search Frontier flights
DeltaPriceFrom $102Free CancellationRating
8.0
8,580 reviews
Search Delta flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
9,009 reviews
Search United Airlines flights
American AirlinesPriceFrom $141Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $158Free CancellationRating
8.1
4,765 reviews
Search Southwest flights
JetBluePriceFrom $191Free CancellationRating
7.4
3,260 reviews
Search JetBlue flights
  • Southwest Flights From Raleigh to Chicago

    The lowest priced Southwest flight from Raleigh to Chicago from the last 72 hours was $158. Generally, Southwest has 26 flights on this route every week with an average price of $303. Southwest is rated 8.1/10 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 $137 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $296. United Airlines operates 17 flights to Chicago from Raleigh in an average week. Users have rated it 7.4/10 across 9,009 reviews.


Why use momondo?

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.


Choose the best way to get from Raleigh to Chicago

Buses

24h 40m
$160 one-way$226 round-trip
Nonstop · from $226

Distance to downtown

F990.8 mi

Find Buses

Raleigh to Chicago Buses

Trains

24h 37m
$95 one-way$545 round-trip
Nonstop · from $545

Distance to downtown

ZUN0.7 mi

Flights

2h 00m
$53 one-way$106 round-trip
Nonstop · from $117

Distance to downtown

MDW8.6 mi

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago