Chicago to Cheyenne (MDW–CYS) — Airlines, Schedules & Connections

MDW Airport Page →
883 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Flight Schedule 1 flight Verified 44m ago
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
TWY967
TWY TWY
5:38 PM
CDT
6:54 PM
MDT
2h 16m
—
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 1 hub
DEN Denver 4h 29m WN → UA Denver (DEN) to Cheyenne flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Cheyenne
1 carrier, 1 flights/week nonstop.
1 Airlines 883 mi 2h 16m nonstop -1h behind

MDW–CYS is served by 1 airline with nonstop service. The flight covers 883 miles in approximately 2h 16m. Beyond nonstop, 1-stop connecting options are also available.

Also explore Browse available seat maps MDW Routes CYS Routes MDW Live Flights CYS Live Flights MDW Delays
All flights from Cheyenne (CYS) Cheyenne to Chicago flights
Carriers on this route

Airline Landscape

All carriers operating nonstop MDW–CYS service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
TWY TWY 1 – 2h16 100% – –
Alliance coverage
Unaffiliated: TWY (1 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to CYS direction.
Mon
1
flight
Tue
0
flights
Wed
0
flights
Thu
0
flights
Fri
0
flights
Sat
0
flights
Sun
0
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
1
Nonstop flights
1
Outbound / wk
0
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to CYS.
1-STOP
One-Stop Connections
1
Hubs
~4h
Fastest
~4h
Longest
DEN ~4h 29m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
78
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
MDW → CYS
100%
Generally reliable. Most flights run on time.
Departing
100%
Return
CYS → MDW
100%
Generally reliable. Most flights run on time.
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Cheyenne is 1 hour behind Chicago.
MDW: CDT · CYS: MDT

When it's 6:00 PM in Chicago, it's 5:00 PM in Cheyenne.
Distance & Flight Time
883 mi / 1,421 km
Nonstop flight time is approximately 2h 16m gate to gate.
Facts

MDW–CYS Quick Facts

Key statistics for the Chicago to Cheyenne route.
Route details
Distance883 mi / 1,421 km
Flight time2h 16m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights1 out
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: CYS
Full nameCheyenne Regional Jerry Olson Field
IATA / ICAOCYS / KCYS
TimezoneAmerica/Denver
Passengers/yr0.1M
Elevation6,159 ft / 1,877 m
FAQ

Frequently Asked Questions

Common questions about MDW to CYS flights.
Nonstop flights from Chicago Midway International Airport to Cheyenne Regional Jerry Olson Field take about 2h 16m gate to gate. The route covers 883 miles.
1 airline operates flights from MDW to CYS.
This route has limited weekly 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 Denver.
On a single ticket, yes. Your bags are checked through to CYS 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.
Cheyenne is 1 hour behind Chicago.
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 MDW to CYS

Chicago Midway International Airport (MDW) and Cheyenne Regional Jerry Olson Field (CYS) are connected by nonstop service. With 1 weekly departures, this is a regularly served route.

MDW to CYS Flight Duration and Schedule

Nonstop flight time from MDW to CYS is about 2 hours 16 minutes gate to gate. The route covers a distance of 883 miles (1,421 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver. Two-stop connections are also available via intermediate hubs.