Dickinson to Chicago (DIK–MDW) — Airlines, Schedules & Connections

DIK Airport Page →
819 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 1 1-stop flight Verified 2w ago
Charter / private route. No scheduled airline service — operated by NetJets Aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

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 1 hub
DEN Denver 5h 17m UA → WN Denver (DEN) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Dickinson to Chicago
Flown by charter / private operators — no scheduled airline service.
819 mi 2h 11m nonstop +1h ahead

DIK–MDW has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore DIK Routes MDW Routes DIK Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Dickinson flights
Connections

Connection Landscape

1-stop and 2-stop options for DIK to MDW.
1-STOP
One-Stop Connections
1
Hubs
~5h
Fastest
~5h
Longest
DEN ~5h 17m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
82
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.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
DIK → MDW
70%
Moderate delays possible. Allow buffer time.
Arriving
70%
Return
MDW → DIK
38%
Frequent delays expected. Consider flexible booking.
Departing
38%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Dickinson

Nearby airports with service to Chicago Midway International Airport.
Metric DIK→MDW RAP→MDW
Distance from DIK – 191 mi
Nonstop airlines – 1
Weekly flights ~1 –
Flight time 2h 11m 1h 46m
Rapid City (RAP) to Chicago flights
Airports within 200 miles of DIK with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Dickinson, it's 7:00 PM in Chicago.
Distance & Flight Time
819 mi / 1,318 km
Nonstop flight time is approximately 2h 11m gate to gate.
Facts

DIK–MDW Quick Facts

Key statistics for the Dickinson to Chicago route.
Route details
Distance819 mi / 1,318 km
Flight time2h 11m
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: DIK
Full nameDickinson Theodore Roosevelt Regional Airport
IATA / ICAODIK / KDIK
TimezoneAmerica/Denver
Passengers/yr0.1M
Elevation2,592 ft / 790 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about DIK to MDW flights.
Nonstop flights from Dickinson Theodore Roosevelt Regional Airport to Chicago Midway International Airport take about 2h 11m gate to gate. The route covers 819 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver.
Chicago is 1 hour ahead of Dickinson.
Nearby alternatives include RAP. 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 DIK to MDW

Dickinson Theodore Roosevelt Regional Airport (DIK) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

DIK to MDW Flight Duration and Schedule

Nonstop flight time from DIK to MDW is about 2 hours 11 minutes gate to gate. The route covers a distance of 819 miles (1,318 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Rapid City (RAP).