Flights from Portland Airport PWM to Chicago Airport MDW
We've found the cheapest flights to Chicago
Flying to Midway is very easy as there are 2 airliners who offer flights from International Jetport including NetJets and Southwest Airlines. The flight time is approximately 2 Hours 30 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 International Jetport, so please be aware of this when making travel arrangements.
If you plan on flying to Midway Airport from International Jetport Airport you can pre-arrange your long or short term parking at International Jetport Airport.
If you are renting a car at Midway Airport it is recommended to fill up the fuel tank before returning the vehicle at the nearest fuel station to Midway 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 International Jetport Airport:
- Private Transfers to International Jetport Airport
- Buses to International Jetport Airport
- Taxis to International Jetport Airport
- Train Services to/near International Jetport Airport
Ensure your arrival at Midway Airport is as stress-free as possible by pre-booking your onwards transport - booking early may also save you money:
- Compare car rental at Midway Airport
- Private transfers at Midway Airport
- Buses from Midway Airport
- Taxis from Midway Airport
- Train services at or near Midway Airport
You can also research and pre-book a hotel near Midway Airport
Below you will see all the airlines that fly from International Jetport (PWM) to Midway (MDW) and the number of flights they operate each day.
Flights Chart| Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
|---|---|---|---|---|---|---|---|---|---|---|
| Southwest Airlines | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 06:45 | 07:40 | VIEW FLIGHTS |
| NetJets | 1 | 0 | 0 | 0 | 0 | 0 | 0 | 15:24 | 15:24 | VIEW FLIGHTS |
Flights from International Jetport to Midway 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 06:45
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.
Flights Time In WeekDays| Day | Flight Times | Flights | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Monday | 07:40
15:24
| VIEW FLIGHTS | ||||||||
| Tuesday | 07:30
| VIEW FLIGHTS | ||||||||
| Wednesday | 07:30
| VIEW FLIGHTS | ||||||||
| Thursday | 07:40
| VIEW FLIGHTS | ||||||||
| Friday | 07:40
| VIEW FLIGHTS | ||||||||
| Saturday | 15:55
| VIEW FLIGHTS | ||||||||
| Sunday | 06:45
| 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.
Alternative Direct Routes| Route | Stops | Distance | Flying Time |
|---|---|---|---|
| Boston to Chicago Midway | 0 | 2 Hours 26 Minutes | |
| Laconia to Chicago Midway | 0 | 2 Hours 24 Minutes | |
| White River to Chicago Midway | 0 | 2 Hours 19 Minutes | |
| Manchester boston Regional to Chicago Midway | 0 | 2 Hours 24 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.
Looking for the best car hire deals?
Search for the best vehicle hire in Portland Maine, United States
Flight Price FAQ - Portland (PWM) to Chicago (MDW)
Compare Flight Prices from PWM to MDW
Was your flight delayed or cancelled?
You may be eligible to receive up to 600 EUR compensation per person in your party.
Claim Now!Disrupted flight or mishandled baggage?
Claim up to £1,600 (€1,920) for mishandled baggage or £520 (€600) in compensation on qualifying flight delays and cancellations. Check your compensation for free.
Flight Info FAQ - Portland (PWM) to Chicago (MDW)
Alternative Airports in United States with Connections from Portland Jetport Airport
- airplanemode_active Portland Maine Airport to New York La Guardia 40 flights per week
- airplanemode_active Portland Maine Airport to Baltimore Washington International Thurgood Marshall 28 flights per week
- airplanemode_active Portland Maine Airport to Philadelphia International 28 flights per week
- airplanemode_active Portland Maine Airport to New York John F Kennedy International 27 flights per week
- airplanemode_active Portland Maine Airport to Washington Ronald Reagan Washington National 22 flights per week
- airplanemode_active Portland Maine Airport to Detroit 14 flights per week
- airplanemode_active Portland Maine Airport to Teterboro 9 flights per week
- airplanemode_active Portland Maine Airport to Denver International 7 flights per week
- airplanemode_active Portland Maine Airport to Orlando International 4 flights per week
- airplanemode_active Portland Maine Airport to Bangor 3 flights per week
- airplanemode_active Portland Maine Airport to Norfolk International 3 flights per week
- airplanemode_active Portland Maine Airport to Boston 2 flights per week
- airplanemode_active Portland Maine Airport to White Plains 2 flights per week
- airplanemode_active Portland Maine Airport to Quonset Point 2 flights per week
- airplanemode_active Portland Maine Airport to Tampa 2 flights per week
- airplanemode_active Portland Maine Airport to Dallas Addison 1 flights per week
- airplanemode_active Portland Maine Airport to Beverly 1 flights per week
- airplanemode_active Portland Maine Airport to Danbury 1 flights per week
- airplanemode_active Portland Maine Airport to East Hampton 1 flights per week
- airplanemode_active Portland Maine Airport to Wilmington International 1 flights per week
- airplanemode_active Portland Maine Airport to Macon Lewis B Wilson 1 flights per week
- airplanemode_active Portland Maine Airport to Worcester 1 flights per week
- airplanemode_active Portland Maine Airport to Norwood 1 flights per week
- airplanemode_active Portland Maine Airport to West Palm Beach International 1 flights per week
- airplanemode_active Portland Maine Airport to Pittsfield 1 flights per week
- airplanemode_active Portland Maine Airport to Chicago Pal Waukee 1 flights per week
- airplanemode_active Portland Maine Airport to San Francisco 1 flights per week
- airplanemode_active Portland Maine Airport to St Louis Spirit Of St Louis 1 flights per week
- airplanemode_active Portland Maine Airport to Chicago OHare International 35 flights per week
- airplanemode_active Portland Maine Airport to Washington Dulles International 28 flights per week
- airplanemode_active Portland Maine Airport to Newark 27 flights per week
- airplanemode_active Portland Maine Airport to Charlotte Douglas 22 flights per week
- airplanemode_active Portland Maine Airport to Atlanta 21 flights per week
- airplanemode_active Portland Maine Airport to Minneapolis St Paul International 11 flights per week
- airplanemode_active Portland Maine Airport to Nashville 8 flights per week
- airplanemode_active Portland Maine Airport to Dallas Fort Worth International 7 flights per week
- airplanemode_active Portland Maine Airport to Pittsburgh 4 flights per week
- airplanemode_active Portland Maine Airport to Charleston AFB Municipal 3 flights per week
- airplanemode_active Portland Maine Airport to Bedford Hanscom 2 flights per week
- airplanemode_active Portland Maine Airport to Port Columbus International 2 flights per week
- airplanemode_active Portland Maine Airport to Manchester boston Regional 2 flights per week
- airplanemode_active Portland Maine Airport to Raleigh 2 flights per week
- airplanemode_active Portland Maine Airport to Nantucket 1 flights per week
- airplanemode_active Portland Maine Airport to Boca Raton 1 flights per week
- airplanemode_active Portland Maine Airport to Cleveland Cuyahoga County 1 flights per week
- airplanemode_active Portland Maine Airport to Glens Falls 1 flights per week
- airplanemode_active Portland Maine Airport to Houston 1 flights per week
- airplanemode_active Portland Maine Airport to Los Angeles 1 flights per week
- airplanemode_active Portland Maine Airport to Vineyard Haven 1 flights per week
- airplanemode_active Portland Maine Airport to Orlando Executive 1 flights per week
- airplanemode_active Portland Maine Airport to Oxford Waterbury oxford 1 flights per week
- airplanemode_active Portland Maine Airport to Pellston 1 flights per week
- airplanemode_active Portland Maine Airport to Portsmouth Pease International 1 flights per week
- airplanemode_active Portland Maine Airport to Sanford 1 flights per week
- airplanemode_active Portland Maine Airport to Salt Lake City 1 flights per week
- airplanemode_active Portland Maine Airport to Syracuse 1 flights per week
Don't forget to book a rental car!
Search for the best vehicle rentals at Portland Jetport Airport
Useful Information about Portland Jetport Airport
See all the airport lounges, locations and opening times available at Portland Jetport Airport
View...
See all bars and restaurants at Portland Jetport Airport, including locations and if they are before or after check-in
View...
See all shops available at Portland Jetport Airport - plan your duty free shopping in advance
View...
Things to see and do in and around Portland, Maine in the United States of America
View...