$179 Find Cheap Flights from Chicago Midway Airport to Portland - Compare and Save

These are the earliest and latest flight times available from Chicago Midway Airport to Portland:

• Earliest: departs at 9:35 am and lands at 2:12 pm
• Latest: departs at 10:55 pm and lands at 3:32 am.

The flight takes about 4h 37m.

Only Economy Class is available on flights from Chicago Midway Airport to Portland.

A nonstop flight from Chicago Midway Airport to Portland takes 4h 37m, covering 1,746 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Chicago Midway Airport to Portland range from $314 to $471, with an average of $368 over the past 12 months. Anything below $314 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 49% above the $368 route average. Book 19 weeks before departure for the lowest fares.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $364 round-trip, compared to $459 via a layover through Denver Intl (DEN).

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737-800 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

Morning is the busiest departure period on Chicago Midway Airport to Portland flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $359 to $2,000. That means the highest observed fare was about 6x higher than the lowest one.

JetBlue is the only airline on the Chicago Midway Airport to Portland route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Chicago Midway Airport to Portland are currently lower than usual. Average one-way flight prices are about $182, which is 20% below the typical average for this route.

Portland Airport (PDX) hosts 5 major car rental companies, with daily rates averaging $57 for economy cars. Top options include:

• Dollar
• Thrifty
• Hertz
• Sixt
• Payless

Flights from Chicago Midway Airport to Portland usually depart from Chicago Midway (MDW) and arrive at Portland (PDX).

Most connecting flights from Chicago Midway Airport to Portland pass through Denver Intl (DEN), which handles 100% of one-stop traffic on this route.

Yes. Flexible dates can save you up to 28% on flights from Chicago Midway Airport to Portland. Saturday is the cheapest departure day at $316 round-trip on average, while Friday is the most expensive at $436, a difference of $120.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Only Southwest operates flights between Chicago Midway Airport and Portland.

Portland is 2 hours behind Chicago Midway Airport (Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Portland are Moda Center, Oregon Convention Center and Tom McCall Waterfront Park. These are among the most viewed places in Portland on KAYAK.

Among airlines operating Chicago Midway Airport to Portland flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.