Use the Orange Line train for a quick, cost-effective trip to MDW. It runs almost 24 hours and reaches downtown Chicago in under 30 minutes.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $146 (CheapOair) |
One-way from | $68 (Kiwi.com) |
Popular in | November |
Cheapest in | August |
Average price | $287 |
Good round-trip deal | $237 or less |
Good one-way deal | $79 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Mon 1/12
6:10 am-5:03 pm
1 stop9h 53m
Raleigh-Durham
Thu 1/15
10:11 pm-9:09 am
1 stop11h 58m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Wed 1/21
1:20 pm-11:51 pm
1 stop9h 31m
Raleigh-Durham
Fri 1/23
6:10 am-11:45 am
1 stop6h 35m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Sat 2/14
8:00 am-8:30 pm
1 stop11h 30m
Raleigh-Durham
Sat 2/21
3:25 pm-2:26 pm
1 stop24h 01m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Thu 1/8
12:41 pm-12:12 am
1 stop10h 31m
Raleigh-Durham
Sun 1/11
6:10 am-11:31 am
1 stop6h 21m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Thu 12/25
8:50 am-5:05 pm
1 stop7h 15m
Raleigh-Durham
Wed 12/31
6:35 pm-7:35 pm
Nonstop2h 00m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Sat 2/14
6:15 pm-9:05 pm
Nonstop1h 50m
Raleigh-Durham
Sat 2/21
6:30 pm-7:35 pm
Nonstop2h 05m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Tue 1/20
1:25 pm-4:15 pm
Nonstop1h 50m
Raleigh-Durham
Thu 1/22
6:15 am-11:35 am
1 stop6h 20m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Sun 1/18
1:25 pm-4:15 pm
Nonstop1h 50m
Raleigh-Durham
Mon 1/19
7:10 pm-10:30 pm
1 stop4h 20m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Sun 1/18
9:13 am-7:24 pm
2 stops9h 11m
Raleigh-Durham
Mon 1/19
3:22 pm-10:19 pm
1 stop7h 57m
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Wed 2/18
6:40 pm-12:09 am
1 stop4h 29m
Raleigh-Durham
Sun 2/22
5:30 am-8:53 am
1 stop4h 23m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Raleigh (average of $139). Flying from Chicago Midway Airport to Raleigh in November is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Chicago Midway Airport to Raleigh is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 14% on airfare.
Travelers seeking maximum savings on their Chicago Midway Airport to Raleigh flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$277 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$174 | Average$327 | FlexibilityNo cancel fee | On-time63% |