TAP Portugal (Star Alliance) offers discounted flights from Belgium and the Netherlands to Chicago! The cheapest flights from Amsterdam or Brussels are available for €255 incl. taxes, meals, and handbags. Checked luggage for an additional fee. Note that the cheapest flights may require long/overnight layover in Lisbon on the way. Hence we suggest you better book a multi-city ticket available for just a few € more and spend a day or two in Lisbon before you depart to the United States of America.
You will need either a U.S. visa or ESTA to enter the USA (charged at $14 per person and you must arrange it prior to departing). You can book this deal directly with TAP Air Portugal, or when you have your dates, head over to your preferred travel agent.
Flying from: Amsterdam, Brussels
Flying to: Chicago
Airline(s): TAP
Luggage: Handbag
Travel period: September 2021 to the first half of March 2022 (excl. Christmas)
Max stay: Unknown
Book by: 16th of June
Booking samples
The Netherlands to Chicago for €306 (booking with TAP)
Booking sample of cheap return flights from Brussels to Chicago for €255! Outbound from Brussels to Chicago on the 18th of January. Inbound from America back to Belgium through Lisbon on the 27th of January 2022.