Helena to Chicago (HLN–MDW) — Airlines, Schedules & Connections

HLN Airport Page →
1,240 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 3 1-stop flights Verified 4w ago
Charter / private route. No scheduled airline service — operated by Executive Jet Management.
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 3 hubs
DEN Denver 5h 28m UA → WN Denver (DEN) to Chicago flights
SLC Salt Lake City 5h 31m AFDLVS → WN Salt Lake City (SLC) to Chicago flights
SEA Seattle 10h 49m ASQR → WN Seattle (SEA) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Helena to Chicago
Flown by charter / private operators — no scheduled airline service.
1,240 mi 2h 33m nonstop +1h ahead

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

Also explore HLN Routes MDW Routes HLN Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Helena flights
Connections

Connection Landscape

1-stop and 2-stop options for HLN to MDW.
1-STOP
One-Stop Connections
3
Hubs
~5h
Fastest
~10h
Longest
DEN ~5h 28m SLC ~5h 31m SEA ~10h 49m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
193
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
HLN → MDW
97%
Generally reliable. Most flights run on time.
Arriving
97%
Return
MDW → HLN
82%
Generally reliable. Most flights run on time.
Departing
82%
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 Helena

Nearby airports with service to Chicago Midway International Airport.
Metric HLN→MDW BTM→MDW BZN→MDW
Distance from HLN – 51 mi 70 mi
Nonstop airlines – 1 4
Weekly flights ~1 – 16
Flight time 2h 33m 3h 6m 2h 39m
Butte (BTM) to Chicago flights · Bozeman (BZN) to Chicago flights · Missoula (MSO) to Chicago flights
Airports within 200 miles of HLN 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 Helena.
HLN: MDT · MDW: CDT

When it's 6:00 PM in Helena, it's 7:00 PM in Chicago.
Distance & Flight Time
1,240 mi / 1,996 km
Nonstop flight time is approximately 2h 33m gate to gate.
Facts

HLN–MDW Quick Facts

Key statistics for the Helena to Chicago route.
Route details
Distance1,240 mi / 1,996 km
Flight time2h 33m
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: HLN
Full nameHelena Regional Airport
IATA / ICAOHLN / KHLN
TimezoneAmerica/Denver
Passengers/yr0.2M
Elevation3,877 ft / 1,182 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 HLN to MDW flights.
Nonstop flights from Helena Regional Airport to Chicago Midway International Airport take about 2h 33m gate to gate. The route covers 1,240 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Salt Lake City and Seattle–Tacoma.
Chicago is 1 hour ahead of Helena.
Nearby alternatives include BTM, BZN and MSO. 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 HLN to MDW

Helena Regional Airport (HLN) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

HLN to MDW Flight Duration and Schedule

Nonstop flight time from HLN to MDW is about 2 hours 33 minutes gate to gate. The route covers a distance of 1,240 miles (1,996 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver, Salt Lake City and Seattle–Tacoma. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Butte (BTM), Bozeman (BZN) and Missoula (MSO).