Flights from Pittsfield Airport (PSF) to Chicago Midway Airport Airport (MDW)
As flights from Pittsfield to Midway are in low demand, many airliners do not offer a direct flight. There is in fact only one airliner who you can fly with which is NetJets. The flight time is approximately 2 Hours 13 Minutes.
The most expensive flight prices are typically at weekends and daytime flights. The cheapest flights available will generally be mid week or late in the evening, so if you are on a budget then these are the flight times you should consider. Alternatively, you could book well in advance and you flight could be up to 50% cheaper, especially with budget airliners. If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.
The time zone at Midway is different from Pittsfield, so please be aware of this when making travel arrangements.
If you chose to rent a car at Midway Airport and need to return it, find the nearest fuel station along your route to Midway Airport in order to avoid incurring additional cost when you return your vehicle.
Ensure your arrival at Midway Airport is as smooth as possible by pre-booking your transport - which in many cases will also save you money:
- Car rental at Midway Airport (MDW)
- Private transfers at Midway Airport (MDW)
- Buses from Midway Airport (MDW)
- Taxis from Midway Airport (MDW)
- Train services at or near Midway Airport (MDW)
You can also research and pre-book a hotel near Midway Airport
Below you will see all the airlines that fly from Pittsfield (PSF) to Midway (MDW) and the number of flights they operate each day.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
NetJets | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 10:42 | 21:42 | VIEW FLIGHTS |
Most people choose to fly with NetJets. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers EJA501 and EJA938 with times between 10:42 and 21:42.
If you would like more information on this flight the please visit the website for NetJets at www.netjets.com/. You will be able to find the latest availability, prices and make your booking online.
Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Day | Flight Times | Flights | ||||
---|---|---|---|---|---|---|
Thursday | 21:42
| VIEW FLIGHTS | ||||
Friday | 10:42
| VIEW FLIGHTS |
Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Albany to Chicago Midway | 0 | 2 Hours 10 Minutes | |
Windsor Locks to Chicago Midway | 0 | 2 Hours 17 Minutes | |
Bedford Hanscom to Chicago Midway | 0 | 2 Hours 25 Minutes | |
Boston to Chicago Midway | 0 | 2 Hours 26 Minutes | |
White Plains to Chicago Midway | 0 | 2 Hours 11 Minutes | |
East Hampton to Chicago Midway | 0 | 2 Hours 20 Minutes | |
New Haven to Chicago Midway | 0 | 2 Hours 16 Minutes | |
White River to Chicago Midway | 0 | 2 Hours 19 Minutes | |
Manchester boston Regional to Chicago Midway | 0 | 2 Hours 24 Minutes | |
Providence to Chicago Midway | 0 | 2 Hours 24 Minutes | |
Saranac Lake to Chicago Midway | 0 | 2 Hours 9 Minutes | |
Newburgh to Chicago Midway | 0 | 2 Hours 9 Minutes |
Before you book your flights make sure you your passport is valid and preferably has at least 6 months or more left before it expires. To renew your passport it can take several weeks to renew and with many airliners flights are not refundable.
Planning a trip? Save money on car rental by booking in advance
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Compare Flight Prices from PSF to MDW

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Useful Information about Chicago Midway Airport

See all the airport lounges, locations and opening times available at Chicago Midway Airport
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