Oklahoma City to Chicago (OKC–MDW) — Airlines, Schedules & Connections

OKC Airport Page →
690 mi airlines 28/wk
On-time Some delays Frequent delays
Flight Schedule 11 flights Verified 9h ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
WN2561
WN Southwest
73H
5:00 AM
MDT
6:50 AM
CDT
1h 50m
M T W T F S S
Prices
WN2662
WN Southwest
7M8
5:05 AM
MDT
6:55 AM
CDT
1h 50m
M T W T F S S
Prices
WN3622
WN Southwest
7M8
5:05 AM
MDT
6:55 AM
CDT
1h 50m
M T W T F S S
Prices
WN2883
WN Southwest
7S7
2:50 PM
MDT
4:40 PM
CDT
1h 50m
M T W T F S S
Prices
WN1222
WN Southwest
7M8
3:05 PM
MDT
4:55 PM
CDT
1h 50m
M T W T F S S
Prices
WN2697
WN Southwest
737
3:45 PM
MDT
5:35 PM
CDT
1h 50m
M T W T F S S
Prices
WN2015
WN Southwest
737
3:55 PM
MDT
5:45 PM
CDT
1h 50m
M T W T F S S
Prices
WN1765
WN Southwest
73H
10:20 AM
CDT
12:30 PM
MDT
2h 10m
M T W T F S S
Prices
WN4078
WN Southwest
737
11:41 AM
CDT
1:55 PM
MDT
3h 14m
M T W T F S S
Prices
WN1098
WN Southwest
7M8
9:05 PM
CDT
11:15 PM
MDT
2h 10m
M T W T F S S
Prices
WN1587
WN Southwest
7S7
9:25 PM
CDT
11:40 PM
MDT
2h 15m
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP
2-STOP Loading...
Oklahoma City to Chicago
1 carrier, 28 flights/week nonstop.
1 Airlines 28 Flights/wk 690 mi 1h 50m nonstop +1h ahead 46 1-stop hubs

OKC–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 690 miles in approximately 1h 50m. Beyond nonstop, 46 hubs offer 1-stop connections.

Airline Landscape

All carriers operating nonstop OKC–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 28 737, 73H, 7M8, 7S7 1h50 80%
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (28 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, OKC to MDW direction.
Mon
4
flights
Tue
4
flights
Wed
4
flights
Thu
4
flights
Fri
4
flights
Sat
4
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
7
Nonstop flights
28
Outbound / wk
28
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for OKC to MDW.
1-STOP
One-Stop Connections
46
Hubs
~3h
Fastest
~26h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,328
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
OKC → MDW
80%
Generally reliable. Most flights run on time.
Departing
80%
Arriving
79%
Return
MDW → OKC
57%
Frequent delays expected. Consider flexible booking.
Departing
57%
Arriving
70%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. OKC delays → MDW delays →

Other ways to reach Chicago from Oklahoma City

Nearby airports with service to Chicago Midway International Airport.
Metric OKC→MDW TUL→MDW ICT→MDW
Distance from OKC 111 mi 156 mi
Nonstop airlines 1 1 2
Weekly flights 28 27 28
Flight time 1h 50m 1h 40m 0h 43m
Departure OTP 80%
Airports within 200 miles of OKC with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Chicago is 1 hour ahead of Oklahoma City.
OKC: MDT · MDW: CDT

When it's 6:00 PM in Oklahoma City, it's 7:00 PM in Chicago.
Distance & Flight Time
690 mi / 1,111 km
Nonstop flight time is approximately 1h 50m.

OKC–MDW Quick Facts

Key statistics for the Oklahoma City to Chicago route.
Route details
Distance690 mi / 1,111 km
Flight time1h 50m
Time difference+1 hour
Airlines (nonstop)1
Weekly flights28 out / 28 return
1-stop connections46 hubs
Origin: OKC
IATA / ICAOOKC / KOKC
TimezoneAmerica/Denver
Passengers/yr4.5M
Elevation1,295 ft / 395 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about OKC to MDW flights.
Nonstop flights from OKC Will Rogers World Airport to Chicago Midway International Airport take approximately 1h 50m. The route covers 690 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 28 nonstop flights per week from OKC to MDW. The return direction has about 28 weekly flights.
Yes, 1-stop connections are available through SDF, CMH, MCI, LNK, MKE, RIL, RDU, BZN, SAT, YYZ, IAD, ABQ, BED, SRQ, EGE, NAS, TEB, SAV, VNY, SJC, SMF, IAH, MIA, ATL, MSP, CLT, DAL, HOU, LGA, DEN, BNA, DFW, CUN, MCO, PHX, LAS, AUS, ORD, LAX, SEA, DCA, SLC, TUS, STL, ASG and JWN. These options provide additional schedule flexibility.
Chicago is 1 hour ahead of Oklahoma City.
Yes, return flights from MDW to OKC are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include TUL, ICT and DFW. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from OKC to MDW

OKC Will Rogers World Airport (OKC) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 28 weekly departures, this is a heavily served route.

OKC to MDW Flight Duration and Schedule

Nonstop flight time from OKC to MDW ranges from 1 hours 50 minutes. The route covers a distance of 690 miles (1,111 km). There are approximately 28 weekly flights outbound and 28 return, totaling 56 flights per week in both directions.

Connecting Options and Alternatives

46 one-stop connections are available, with the fastest taking approximately 3 hours via SDF. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Tulsa (TUL), Wichita (ICT) and Dallas-Fort Worth (DFW).