Billings to Chicago (BIL–MDW) — Airlines, Schedules & Connections

BIL Airport Page →
1,070 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 1mo ago
Charter / private route. No scheduled airline service — operated by charter & private 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 10 hubs
MSP Minneapolis 4h 20m AFDLKE → AFDLWN Minneapolis (MSP) to Chicago flights
DEN Denver 5h ACCMUA → WN Denver (DEN) to Chicago flights
SLC Salt Lake City 5h 27m AMDLKE → WN Salt Lake City (SLC) to Chicago flights
LAS Las Vegas 6h 27m G4 → EJAGTWJTL Las Vegas (LAS) to Chicago flights
SEA Seattle 7h 55m ASAYBA → WN Seattle (SEA) to Chicago flights
DFW Dallas-Fort Worth 8h 7m AAASQF → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
PDX Portland 12h 38m AS → WN Portland (PDX) to Chicago flights
BZN Bozeman ~6h 15m → WN Bozeman (BZN) to Chicago flights
PHX Phoenix ~7h 32m → WN Phoenix (PHX) to Chicago flights
BOI Boise ~7h 52m → WN Boise (BOI) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Billings to Chicago
Flown by charter / private operators — no scheduled airline service.
1,070 mi 2h 19m nonstop +1h ahead

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

Also explore BIL Routes MDW Routes BIL Live Flights MDW Live Flights BIL Delays MDW Delays
All flights from Chicago (MDW) Chicago to Billings flights
Connections

Connection Landscape

1-stop and 2-stop options for BIL to MDW.
1-STOP
One-Stop Connections
10
Hubs
~4h
Fastest
~12h
Longest
MSP ~4h 20m DEN ~5h 0m SLC ~5h 27m BZN ~6h 15m LAS ~6h 27m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
579
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
BIL → MDW
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
Return
MDW → BIL
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
Arriving
60%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. BIL delays → MDW delays →
Alternatives

Other ways to reach Chicago from Billings

Nearby airports with service to Chicago Midway International Airport.
Metric BIL→MDW BZN→MDW JAC→MDW
Distance from BIL – 126 mi 186 mi
Nonstop airlines – 4 2
Weekly flights – 8 1
Flight time 2h 19m 2h 50m 2h 25m
Departure OTP 100% – –
Bozeman (BZN) to Chicago flights · Jackson (JAC) to Chicago flights
Airports within 200 miles of BIL 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 Billings.
BIL: MDT · MDW: CDT

When it's 6:00 PM in Billings, it's 7:00 PM in Chicago.
Distance & Flight Time
1,070 mi / 1,722 km
Nonstop flight time is approximately 2h 19m gate to gate.
Facts

BIL–MDW Quick Facts

Key statistics for the Billings to Chicago route.
Route details
Distance1,070 mi / 1,722 km
Flight time2h 19m
Time difference+1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: BIL
Full nameBillings Logan International Airport
IATA / ICAOBIL / KBIL
TimezoneAmerica/Denver
Passengers/yr1.0M
Elevation3,652 ft / 1,113 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 BIL to MDW flights.
Nonstop flights from Billings Logan International Airport to Chicago Midway International Airport take about 2h 19m gate to gate. The route covers 1,070 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Minneapolis–Saint Paul, Denver and Salt Lake City.
Chicago is 1 hour ahead of Billings.
Yes, return flights from MDW to BIL are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include BZN and JAC. 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 BIL to MDW

Billings Logan International Airport (BIL) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

BIL to MDW Flight Duration and Schedule

Nonstop flight time from BIL to MDW is about 2 hours 19 minutes gate to gate. The route covers a distance of 1,070 miles (1,722 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Minneapolis–Saint Paul, Denver and Salt Lake City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Bozeman (BZN) and Jackson (JAC).