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Flights from Chicago to Midland
There are no direct flights from Chicago to Midland. The fastest way is one stop via Dallas or Houston, about 3h 44m door to door (145 connections a week on current schedules).
No direct flights · 4 connection options From 3h 44m
Chicago to Midland at a glance
Fastest journey3h 44mVia Dallas, on current schedules
Nonstop flightsNoneConnect via Dallas or Houston
Best ways to fly from Chicago to Midland
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
CHI Dallas (DAL) MAF
Leg 1: Southwest Airlines · Leg 2: Southwest Airlines
Fri08:15 CHI10:04 DAL0h 56m connection11:00 DAL11:59 MAFSouthwest Airlines
2Search
CHI Houston (IAH) MAF
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: United Airlines, Mesa Airlines
Fri19:00 CHI21:23 IAH0h 52m connection22:15 IAH23:21 MAFUnited Airlines
3Search
CHI Austin (AUS) MAF
Leg 1: Southwest Airlines · Leg 2: Southwest Airlines
Mon07:00 CHI09:12 AUS2h 18m connection11:30 AUS12:26 MAFSouthwest Airlines
4Search
CHI Denver (DEN) MAF
Leg 1: Frontier Airlines, Southwest Airlines · Leg 2: Southwest Airlines, SkyWest
Sun06:45 CHI07:58 DEN2h 02m connection10:00 DEN12:41 MAFSouthwest Airlines + SkyWest
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 1,686 km1,047 miles
- Journey time
- 3h 44mon current schedules
- Time difference
- NoneMidland vs Chicago
- Currency in Midland
- USD
- Airports
- ORD, MDW, RFD → MAF
Flights from Chicago to Midland: questions answered
Are there direct flights from Chicago to Midland?
No. There is no nonstop service, so you will connect, most easily in Dallas, Houston and Austin. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Chicago to Midland?
With one connection the journey usually takes around 3h 44m, depending on the layover. The straight-line distance is 1,686 km.
Where do you change planes between Chicago and Midland?
The best connecting points are Dallas (DAL), Houston (IAH), Austin (AUS) and Denver (DEN). Southwest Airlines flies both legs via Dallas, so you can book it as one ticket.
Which airports serve Chicago and Midland?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Midland: Midland International Air and Space Port (MAF).





