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Cheap flights from Raleigh to Chicago

33 nonstop flights a week, 4 of them today. Operated by 3 airlines, about 2h 27m in the air, 641 mi (1,032 km). Tickets from $155.

Flights from Raleigh to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Filters

Best fares from Raleigh to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $155 16 November 2026, nonstop Cheapest nonstop $155 16 November 2026, American Airlines Cheapest in the next 7 days $155 16 November, Mon Cheapest month November 2026 tickets from $155

Raleigh to Chicago at a glance

flight time, from 2h to 15h 20m
2h 27m
straight-line distance
641 mi (1,032 km)
flights a week
33
flights today
4
first and last departure
05:50 - 08:10
lowest price, nonstop, 16 November
$155
airlines
3

Raleigh to Chicago flight schedule

33 flights a week, 4 today, 43 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
AA 1587
American Airlines
05:50 Raleigh-Durham International, terminal 2
07:30 , terminal 3
2h 40m
Sat
Airbus A319
AA 1587
American Airlines
06:01 Raleigh-Durham International, terminal 2
07:40 , terminal 3
2h 39m
Mon, Thu, Fri, Sun
Airbus A319
AA 377
American Airlines
06:02 Raleigh-Durham International, terminal 2
07:37 , terminal 3
2h 35m
Daily
Airbus A319
UA 2638
United Airlines
06:15 Raleigh-Durham International, terminal 2
07:41 , terminal 1
2h 26m
Mon, Tue, Wed, Thu, Fri, Sat
Boeing 737-800
UA 2638
United Airlines
06:30 Raleigh-Durham International, terminal 2
07:56 , terminal 1
2h 26m
Sun
Boeing 737
WN 3620
Southwest Airlines
07:50 Raleigh-Durham International, terminal 1
09:00 Chicago Midway International
2h 10m
Sat
Boeing 737
WN 3620
Southwest Airlines
08:00 Raleigh-Durham International, terminal 1
09:05 Chicago Midway International
2h 5m
Mon, Thu, Fri, Sun
Boeing 737
UA 2620
United Airlines
08:05 Raleigh-Durham International, terminal 2
09:32 , terminal 1
2h 27m
Daily
Airbus A319
WN 3620
Southwest Airlines
08:05 Raleigh-Durham International, terminal 1
09:10 Chicago Midway International
2h 5m
Mon, Tue, Wed, Thu
Boeing 737
WN 3620
Southwest Airlines
08:10 Raleigh-Durham International, terminal 1
09:15 Chicago Midway International
2h 5m
Sat
Boeing 737

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 3620
Southwest Airlines
07:35 Raleigh-Durham International, terminal 1
08:40 Chicago Midway International
2h 5m
Seasonal
Boeing 737
AA 1587
American Airlines
07:11 Raleigh-Durham International, terminal 2
08:50 , terminal 3
2h 39m
Seasonal
Airbus A319
WN 3620
Southwest Airlines
07:05 Raleigh-Durham International, terminal 1
08:10 Chicago Midway International
2h 5m
Seasonal
Boeing 737-800
UA 1278
United Airlines
06:15 Raleigh-Durham International, terminal 2
07:44 , terminal 1
2h 29m
Seasonal
Boeing 737
UA 2638
United Airlines
08:05 Raleigh-Durham International, terminal 2
09:30 , terminal 1
2h 25m
Seasonal
Boeing 737-800
AA 1587
American Airlines
06:32 Raleigh-Durham International, terminal 2
08:03 , terminal 3
2h 31m
Seasonal
Airbus A319
AA 1587
American Airlines
06:29 Raleigh-Durham International, terminal 2
08:00 , terminal 3
2h 31m
Seasonal
Airbus A319
UA 1383
United Airlines
06:10 Raleigh-Durham International, terminal 2
20:30 , terminal 1
15h 20m
Seasonal
Airbus A319
UA 2638
United Airlines
06:12 Raleigh-Durham International, terminal 2
07:45 , terminal 1
2h 33m
Seasonal
Boeing 737
UA 2826
United Airlines
08:00 Raleigh-Durham International, terminal 2
09:34 , terminal 1
2h 34m
Seasonal
Boeing 737-800
AA 1005
American Airlines
05:28 Raleigh-Durham International, terminal 2
06:59 , terminal 3
2h 31m
Seasonal
Airbus A319
AA 1005
American Airlines
06:03 Raleigh-Durham International, terminal 2
07:30 , terminal 3
2h 27m
Seasonal
Airbus A319
AA 1005
American Airlines
06:05 Raleigh-Durham International, terminal 2
07:36 , terminal 3
2h 31m
Seasonal
Airbus A319
AA 1005
American Airlines
05:00 Raleigh-Durham International, terminal 2
06:31 , terminal 3
2h 31m
Seasonal
Airbus A319
UA 1383
United Airlines
06:28 Raleigh-Durham International, terminal 2
20:30 , terminal 1
15h 2m
Seasonal
Boeing 737-800
UA 734
United Airlines
08:00 Raleigh-Durham International, terminal 2
09:31 , terminal 1
2h 31m
Seasonal
Boeing 737-800
AA 2849
American Airlines
06:27 Raleigh-Durham International, terminal 2
07:58 , terminal 3
2h 31m
Seasonal
Airbus A319
WN 3305
Southwest Airlines
08:00 Raleigh-Durham International, terminal 1
09:00 Chicago Midway International
2h
Seasonal
Boeing 737-800
WN 3305
Southwest Airlines
07:55 Raleigh-Durham International, terminal 1
08:55 Chicago Midway International
2h
Seasonal
Boeing 737
WN 644
Southwest Airlines
05:35 Raleigh-Durham International, terminal 1
08:30 Chicago Midway International
3h 55m
Seasonal
Boeing 737-800
AA 2849
American Airlines
06:00 Raleigh-Durham International, terminal 2
07:30 , terminal 3
2h 30m
Seasonal
Airbus A319
AA 2951
American Airlines
07:05 Raleigh-Durham International, terminal 2
08:35 , terminal 3
2h 30m
Seasonal
Boeing 737-800
UA 2638
United Airlines
06:45 Raleigh-Durham International, terminal 2
07:55 , terminal 1
2h 10m
Seasonal
Boeing 737-800
AA 2992
American Airlines
07:05 Raleigh-Durham International, terminal 2
08:35 , terminal 3
2h 30m
Seasonal
Boeing 737-800
UA 2826
United Airlines
08:10 Raleigh-Durham International, terminal 2
09:36 , terminal 1
2h 26m
Seasonal
Boeing 737-800
WN 528
Southwest Airlines
07:00 Raleigh-Durham International, terminal 1
08:05 Chicago Midway International
2h 5m
Seasonal
WN 528
Southwest Airlines
07:30 Raleigh-Durham International, terminal 1
08:35 Chicago Midway International
2h 5m
Seasonal
Boeing 737
WN 528
Southwest Airlines
07:55 Raleigh-Durham International, terminal 1
09:00 Chicago Midway International
2h 5m
Seasonal
Boeing 737
AA 3071
American Airlines
07:05 Raleigh-Durham International, terminal 2
08:35 , terminal 3
2h 30m
Seasonal
Boeing 737-800
AA 4619
American Airlines
05:45 Raleigh-Durham International, terminal 2
07:29 , terminal 3
2h 44m
Seasonal
Embraer EMB 175
AA 1443
American Airlines
07:13 Raleigh-Durham International, terminal 2
08:44 , terminal 3
2h 31m
Seasonal
Airbus A319
WN 3527
Southwest Airlines
08:00 Raleigh-Durham International, terminal 1
09:00 Chicago Midway International
2h
Seasonal
Boeing 737
WN 3527
Southwest Airlines
08:10 Raleigh-Durham International, terminal 1
09:10 Chicago Midway International
2h
Seasonal
Boeing 737
WN 2490
Southwest Airlines
07:55 Raleigh-Durham International, terminal 1
08:55 Chicago Midway International
2h
Seasonal
Boeing 737
AA 1443
American Airlines
07:06 Raleigh-Durham International, terminal 2
08:30 , terminal 3
2h 24m
Seasonal
Airbus A319
AA 4619
American Airlines
07:49 Raleigh-Durham International, terminal 2
09:34 , terminal 3
2h 45m
Seasonal
Embraer EMB 175
AA 1443
American Airlines
07:03 Raleigh-Durham International, terminal 2
08:30 , terminal 3
2h 27m
Seasonal
Airbus A319
WN 3364
Southwest Airlines
07:35 Raleigh-Durham International, terminal 1
08:40 Chicago Midway International
2h 5m
Seasonal
WN 1171
Southwest Airlines
08:05 Raleigh-Durham International, terminal 1
09:10 Chicago Midway International
2h 5m
Seasonal
Boeing 737
WN 2736
Southwest Airlines
07:15 Raleigh-Durham International, terminal 1
08:20 Chicago Midway International
2h 5m
Seasonal
Boeing 737
WN 3364
Southwest Airlines
08:00 Raleigh-Durham International, terminal 1
09:05 Chicago Midway International
2h 5m
Seasonal
AA 1443
American Airlines
07:08 Raleigh-Durham International, terminal 2
08:30 , terminal 3
2h 22m
Seasonal
Airbus A319
AA 1443
American Airlines
07:04 Raleigh-Durham International, terminal 2
08:33 , terminal 3
2h 29m
Seasonal
Airbus A319

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind Raleigh. The search shows seat availability and the price for your date.

Airlines flying Raleigh to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines14 a week American Airlines12 a week Southwest Airlines7 a week

Airports

Where flights from Raleigh to Chicago depart and land

Departure from Raleigh

Raleigh-Durham International RDU

33 flights a week, terminals 1, 2, 11 mi (17 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

7 flights a week, 9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Raleigh to Chicago?
A nonstop flight takes 2 hours 27 minutes on average, from 2h to 15h 20m depending on the flight.
How far is Chicago from Raleigh?
641 mi (1,032 km) in a straight line between the cities.
Which airlines fly nonstop from Raleigh to Chicago?
United Airlines (14 a week), American Airlines (12 a week) and Southwest Airlines (7 a week).
How many flights a day are there from Raleigh to Chicago?
4 flights today and 33 a week, about 4.7 a day on average.
When are the first and last flights from Raleigh to Chicago?
The first departure is at 05:50 (AA1587), the last at 08:10 (WN3620). Local time.
What is the cheapest upcoming date to fly from Raleigh to Chicago?
16 November 2026 (Monday): from $155 one way, nonstop, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Raleigh to Chicago?
American Airlines: nonstop tickets from $155 on 16 November by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Raleigh and Chicago?
Chicago is 1 hour behind Raleigh. Schedule times on this page are local to each airport.
Which Raleigh airport do flights to Chicago leave from?
Raleigh-Durham International (33 a week).