Flights from Chicago Airport (MDW) to Portland Jetport Airport Airport (PWM)
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Flights from Midway to International Jetport are operated by 2 airliners including NetJets and Southwest Airlines. The flight time is approximately 2 Hours 30 Minutes.
The price of the flight is dependent on the time of the day you fly and the day of the week with weekends being normally a higher price. 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 International Jetport is different from Midway, so please be aware of this when making travel arrangements.
If you plan on flying to International Jetport Airport from Midway Airport you can pre-arrange your long or short term parking at Midway Airport.
If you are renting a car at International Jetport Airport it is recommended to fill up the fuel tank before returning the vehicle at the nearest fuel station to International Jetport Airport in order to avoid incurring additional costs. *Please check your rental agreement to understand the fuel policy for your vehicle.
Organise and book your choice of transport to Midway Airport:
- Private Transfers to Midway Airport
- Buses to Midway Airport
- Taxis to Midway Airport
- Train Services to/near Midway Airport
Ensure your arrival at International Jetport Airport is as stress-free as possible by pre-booking your onwards transport - booking early may also save you money:
- Compare car rental at International Jetport Airport
- Private transfers at International Jetport Airport
- Buses from International Jetport Airport
- Taxis from International Jetport Airport
- Train services at or near International Jetport Airport
You can also research and pre-book a hotel near International Jetport Airport
Below you will see all the airlines that fly from Midway (MDW) to International Jetport (PWM) and the number of flights they operate each day.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 09:05 | 09:45 | VIEW FLIGHTS |
NetJets | 0 | 0 | 1 | 0 | 0 | 0 | 0 | 18:15 | 18:15 | VIEW FLIGHTS |
Flights from Midway to International Jetport are very limited. Only Southwest Airlines operate flights, of which there is only 1 per week. The time of the departure for this flight is 09:05
If you would like more information on this flight the please visit the website for Southwest Airlines at www.southwest.com/?ref=southwestairlines.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 | ||||||||
---|---|---|---|---|---|---|---|---|---|---|
Monday | 09:20
| VIEW FLIGHTS | ||||||||
Tuesday | 09:45
| VIEW FLIGHTS | ||||||||
Wednesday | 09:45
18:15
| VIEW FLIGHTS | ||||||||
Thursday | 09:20
| VIEW FLIGHTS | ||||||||
Friday | 09:20
| VIEW FLIGHTS | ||||||||
Saturday | 09:15
| VIEW FLIGHTS | ||||||||
Sunday | 09:05
| 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 |
---|---|---|---|
Chicago O'Hare to Portland | 0 | 2 Hours 31 Minutes | |
Chicago Pal Waukee to Portland | 0 | 2 Hours 31 Minutes |
Whilst you will find a bureau de change at International Jetport, we recommend you change some money before you depart if you don’t have the local currency. The exchange rates within any airport are not very favorable, so exchanging money before hand is a good idea.
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