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

OKC Airport Page →
690 mi airlines charter/private 29/wk
On-time Some delays Frequent delays
Flight Schedule 21 flights Verified 17m ago
Also flown by charter / private operators: NetJets Aviation, YanAir.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN594
Starts Oct 6
WN Southwest
7S7
5:00 AM
CDT
6:55 AM
CDT
1h 55m
M T W T F S S
Prices
WN419
Starts Oct 4 Seat map
WN Southwest
7M8 Seat map
5:00 AM
CDT
6:55 AM
CDT
1h 55m
M T W T F S S
Prices
WN224
Starts Oct 1
WN Southwest
7S7
5:05 AM
CDT
7:00 AM
CDT
1h 55m
M T W T F S S
Prices
WN1773
Seat map
WN Southwest
7M8 Seat map
5:15 AM
CDT
7:05 AM
CDT
1h 50m
M T W T F S S
Prices
WN360
WN Southwest
B38M
5:25 AM
CDT
7:15 AM
CDT
1h 50m
M T W T F S S
Prices
WN3052
WN Southwest
73H
5:45 AM
CDT
7:45 AM
CDT
2h
M T W T F S S
Prices
WN4807
WN Southwest
B38M
11:30 AM
CDT
1:40 PM
CDT
2h 10m
M T W T F S S
Prices
WN4865
WN Southwest
7S7
2:45 PM
CDT
4:35 PM
CDT
1h 50m
M T W T F S S
Prices
WN3240
Starts Oct 1
WN Southwest
7S7
3:15 PM
CDT
5:10 PM
CDT
1h 55m
M T W T F S S
Prices
WN3232
WN Southwest
737
3:30 PM
CDT
5:20 PM
CDT
1h 50m
M T W T F S S
Prices
WN2434
Starts Oct 4
WN Southwest
7S7
4:10 PM
CDT
6:05 PM
CDT
1h 55m
M T W T F S S
Prices
WN2941
Starts Oct 1 Seat map
WN Southwest
7M8 Seat map
9:45 AM
CDT
11:50 AM
CDT
2h 5m
50%
M T W T F S S
Prices
WN197
Starts Oct 6
WN Southwest
73H
10:00 AM
CDT
12:05 PM
CDT
2h 5m
50%
M T W T F S S
Prices
WN4799
WN Southwest
73H
10:10 AM
CDT
12:15 PM
CDT
2h 5m
50%
M T W T F S S
Prices
WN1953
WN Southwest
7S7
10:15 AM
CDT
12:20 PM
CDT
2h 5m
50%
M T W T F S S
Prices
WN332
WN Southwest
7S7
10:15 AM
CDT
12:20 PM
CDT
2h 5m
50%
M T W T F S S
Prices
WN2497
WN Southwest
7S7
10:35 AM
CDT
12:35 PM
CDT
2h
50%
M T W T F S S
Prices
WN464
Starts Sep 19 Seat map
WN Southwest
7M8 Seat map
6:25 PM
CDT
8:35 PM
CDT
2h 10m
50%
M T W T F S S
Prices
WN4866
WN Southwest
7S7
8:55 PM
CDT
10:55 PM
CDT
2h
50%
M T W T F S S
Prices
WN3269
Starts Oct 4 Seat map
WN Southwest
7M8 Seat map
10:20 PM
CDT Red-eye
12:30 AM+1
CDT
2h 10m
50%
M T W T F S S
Prices
WN3554
Starts Oct 1 Seat map
WN Southwest
7M8 Seat map
10:25 PM
CDT Red-eye
12:30 AM+1
CDT
2h 5m
50%
M T W T F S S
Prices

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
BNA Nashville 4h WN NJMWN Nashville (BNA) to Chicago flights
DAL Dallas 4h 10m WN WN Dallas (DAL) to Chicago flights
DFW Dallas-Fort Worth 4h 20m AAASAY F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
MSP Minneapolis 4h 38m AFAMDL AFDLVS Minneapolis (MSP) to Chicago flights
HOU Houston 4h 40m WNYE WN Houston (HOU) to Chicago flights
DEN Denver 4h 45m ACF9UA WN Denver (DEN) to Chicago flights
AUS Austin 4h 45m WN WN Austin (AUS) to Chicago flights
ATL Atlanta 4h 47m AAAFAM AFAMDL Atlanta (ATL) to Chicago flights
CLT Charlotte 5h 34m AABA EJAWN Charlotte (CLT) to Chicago flights
DCA Washington 6h AAWN WN Washington (DCA) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Oklahoma City to Chicago
2 carriers, 29 flights/week nonstop.
2 Airlines 690 mi 1h 55m nonstop

OKC–MDW is served by 2 airlines with nonstop service. Southwest Airlines leads the route. The flight covers 690 miles in approximately 1h 55m. Beyond nonstop, 1-stop connecting options are also available.

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, B38M 1h50-2h10 85%
TWY TWY 0 85%
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 (Winglets) – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: TWY + 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
11
Nonstop flights
29
Outbound / wk
29
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for OKC to MDW.
1-STOP
One-Stop Connections
20
Hubs
~4h
Fastest
~13h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,291
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
85%
Generally reliable. Most flights run on time.
Departing
85%
Arriving
90%
Return
MDW → OKC
91%
Generally reliable. Most flights run on time.
Departing
91%
Arriving
100%
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 2 3 3
Weekly flights 29 27 29
Flight time 1h 55m 1h 40m 1h 17m
Departure OTP 85%
Airports within 200 miles of OKC with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as Oklahoma City.
OKC: CDT · MDW: CDT

When it's 6:00 PM in Oklahoma City, it's 6:00 PM in Chicago.
Distance & Flight Time
690 mi / 1,111 km
Nonstop flight time is approximately 1h 55m gate to gate.

OKC–MDW Quick Facts

Key statistics for the Oklahoma City to Chicago route.
Route details
Distance690 mi / 1,111 km
Flight time1h 55m
Time difference0 hours
Airlines (nonstop)2
Weekly flights29 out / 29 return
1-stop connectionsAvailable
Origin: OKC
IATA / ICAOOKC / KOKC
TimezoneAmerica/Chicago
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 about 1h 55m gate to gate. The route covers 690 miles.
2 airlines operate flights from OKC to MDW: Southwest Airlines, and others.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Nashville, Dallas Love Field and Dallas Fort Worth.
On a single ticket, yes. Your bags are checked through to MDW and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
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 29 weekly departures, this is a heavily served route.

OKC to MDW Flight Duration and Schedule

Nonstop flight time from OKC to MDW is about 1 hours 55 minutes gate to gate. The route covers a distance of 690 miles (1,111 km). There are approximately 29 weekly flights outbound and 29 return, totaling 58 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Nashville, Dallas Love Field and Dallas Fort Worth. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Tulsa (TUL), Wichita (ICT) and Dallas-Fort Worth (DFW).