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Flights from Portland to Chicago
With Myholidays' cheap flights, you can get ready for a mesmerising trip to Chicago. Take in the sights of the city without concern for costs. Savor special moments instead of tallying expenses as you explore Chicago's treasures. Let Myholidays take care of your travel needs, allowing you to fully immerse yourself in the City's charm.
Flight Connectivity from Portland to Chicago
Book a popular airline for a direct or connecting flight from Portland to Chicago, like Alaska Airlines, American Airlines, Spirit Airlines, United Airlines, and others. The trip takes around 4 hours and 21 minutes on a direct flight, covering roughly 2,120 miles (3,413 kilometres). The fastest and most convenient way to go to Chicago is by air, which guarantees a smooth and timely trip.
Flight Schedule from Portland to Chicago
You'll find departures from Portland to Chicago on a variety of days and at different times when you book flights. Because of this flexibility, travelers may choose flights that fit within their schedules. You may select the best flight time for your trip to Chicago, whether you'd rather go in the morning, the afternoon, or the evening.
Chicago: Where Diversity and Excitement Await
The dynamic metropolitan skyline and tall towers of this bustling metropolis beckon you with an endless supply of energy and excitement. Chicago is the picture of diversity; its people, food, and other aspects all reflect the city's melting pot of cultures. Take in the vibrant arts and music culture of the city and feel the beat of its rhythms. Relax and enjoy the outdoors with picnics in its gorgeous parks and leisurely stroll along the river. Chicago encourages you to explore its unlimited possibilities and offers an amazing experience, with something for everyone to enjoy.
Portland: The Gateway to the Pacific Northwest
Portland is well known for its thriving arts scene, abundant greenery, and forward-thinking attitude. This city offers a diverse mix of outdoor excursions, creative neighborhoods, and gastronomic pleasures, all while skillfully blending natural beauty with urban charm. Portland, a city well-known for its bike-friendly streets and environmental consciousness, is home to well-known sites including the International Rose Test Garden and Powell's City of Books. Portland welcomes tourists to discover its distinct fusion of creativity and sustainability around every corner, with food carts offering a variety of cuisines, and an abundance of parks and gardens.
Airport Details
O'Hare International Airport (ORD)
Address: 10000 West O'Hare Ave, Chicago, IL 60666
Contact: (800)832-6352
Facilities: Airline lounges, banks, lost and found, business centers
How to reach the city: Take the CTA's Blue Line from the lower terminal 2 of the airport to access the city. Alternatively, utilize the L train or arrange for a taxi ride to reach your destination in Chicago.
Portland International Airport (PDX)
Address: 7000 NE Airport Way, Portland, OR 97218, US
Contact: +1 503-460-4234
Facilities: ATMs, postal services, children's playroom, shops and restaurants.
How to reach the airport: The MAX Light Rail, located on the airport's lower level, is the favored choice for transportation. The Red Line provides a 38-minute journey from the airport to downtown. Additional transportation options encompass taxicabs, private cars, ride-share services, and shuttles.
How to Reach from Portland to Chicago
- By Air: Take a flight from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD).
- By Road: Drive eastbound on I-84 until Salt Lake City, then transition onto I-80 East. Afterward, take exit 4B onto I-88 East near the Quad Cities on the Illinois state line. Finally, follow I-88 until it merges into I-290, leading directly to downtown Chicago. Alternatively, buses are also available, with a travel time of approximately 41 hours and 31 minutes.
- By Train: You can book a seat on Amtrak trains, which operate once daily from Portland's Union Station to Chicago's Union Station in Illinois. The journey takes approximately 1 day and 22 hours, offering an option for rail travel between the two cities.
Things to Know Before Portland to Chicago Flights
- Opt for flexible tickets for possible changes in travel plans
- Use online check-in for a smoother airport experience
- Consider layover duration when booking connecting flights
- Pack essential items in your carry-on for easy access
- Keep electronic devices charged for in-flight entertainment
Finest Hotels near Chicago Airport
- 4* Hilton Chicago O'Hare Airport - 0.32 km (0.91 mi)
- 3* Hyatt Regency O'Hare Chicago - 2.25 km (1.39 mi)
- 3* Aloft Chicago O'Hare - 2.41 km (1.49 mi)
- 3* Best Western at O’Hare- 3.2 km (1.98 mi)
- 3* Holiday Inn & Suites Chicago O'Hare - Rosemont - 3.38 km (2.10 mi)
Tourist Places in Chicago
Explore Chicago at its best by taking a sightseeing tour of its iconic attractions, providing glimpses into the city's art, culture, and history.
- The Art Institute of Chicago
- North Avenue Beach
- Willis Tower
- Millenium Park
- Navy Pier
Tips for Exploring Chicago
- Check the weather forecast and pack accordingly
- Wear comfortable shoes for a walking tour of the city
- Bring a light jacket regardless of the season
- Keep cash handy for tipping at restaurants and shopping
- Plan sightseeing tour keeping in mind the traffic of Chicago
Flights from Portland to Chicago FAQs
Well-known airlines like Alaska Airlines, American Airlines, Spirit Airlines, United Airlines, and others operate flights connecting these two destinations.
While numerous airlines provide the choice of one-way flights from Portland to Chicago, opting for round-trip bookings typically proves more economical.
Yes, there are several connecting airlines like Delta Air Lines, Spirit Airlines, United Airlines, and more from Portland to Chicago, so if your travel plans are flexible, then you can book a flight with layovers on the way.
The best time to book a flight is at least 40 days before departure. It’s also beneficial if you purchase an air ticket on weekdays and early in the morning for cheap airfares.
Yes, there are several restaurants near Chicago O'Hare International Airport (ORD), such as Tortas Frontera, Berghoff Cafe, Publican Tavern, etc.
You can do a web check-in for Portland to Chicago by visiting the official page of the airline concerned and entering your flight details there to check-in online.
Airlines offering direct flights from Portland to Chicago are typically American Airlines, United Airlines, Alaska Airlines etc.
The baggage allowance policy for each airline varies, so to avoid paying extra fees during boarding, it’s best to check with the airline concerned about their restrictions.
The ideal time to visit Chicago is from April to May and from September to October, when temperatures are warm, festivals abound, and crowds are more manageable.
If you lose your luggage at the airport, it’s best to check with the airline concerned and the lost and found section of the airport.
