Southwest® flights from Portland, ME, to Chicago (O'Hare) from …
Fly one-way from Portland, ME, to Chicago (O'Hare) starting at $120. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.
Cheap Flights from Chicago to Portland, ME | United Airlines
Find United Airlines cheap flights from Chicago to Portland, ME. Enjoy a Chicago to Portland, ME modern flight experience in premium cabins with Wi-Fi.
Direct (non-stop) flights from Portland to Chicago
Portland (PWM) to Chicago (ORD) flight schedule. The monthly calendar shows every direct flight departure from Portland International Jetport (PWM) with all airlines. Click on a date to see a list of flights or search for the best prices.
$65 CHEAP FLIGHTS from Portland to Chicago O'Hare (PWM - ORD) - KAYAK
What is the cheapest flight from Portland to Chicago O'Hare Intl Airport? In the last 3 days, the lowest price for a flight from Portland to Chicago O'Hare Intl Airport was $65 for a one-way ticket and $140 for a round-trip.
How to get from Chicago to Portland by plane, train, bus or car
The cheapest way to get from Chicago to Portland costs only $170, and the quickest way takes just 4 hours. Find the travel option that best suits you.
$61+ Flights from Portland, ME to Chicago | Cheapflights
Jan 10, 2025 · Discover carefully curated flight deals from Portland to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 9, 2025. This United Airlines deal was found by Cheapflights users on 1/7.
$50 CHEAP FLIGHTS from Chicago to Maine - KAYAK
The cheapest ticket to Maine from Chicago found in the last 72 hours was $50 one-way, and $100 round-trip. The most popular route is from Chicago to Portland , and the cheapest round-trip airline ticket found on this route in the last 72 hours was $61.
$55 CHEAP FLIGHTS from Portland to Chicago (PDX - CHI) - KAYAK
Our data shows that the cheapest route for a return flight from Portland to Chicago cost $238 and was between Portland (PDX) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly this route.
$75 Cheap Flights from Portland (PWM) to Chicago (ORD)
Cheap Flights from Portland (PWM) to Chicago (ORD) start at $82 for one-way and $130 for round trip. Earn your airline miles on top of our rewards!
Direct (non-stop) flights from Chicago to Portland
Chicago (MDW) to Portland (PWM) flight schedule. The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.
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