What’s the cost of a flight from Chicago Midway to Ponta Delgada?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Ponta Delgada.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which airports serve Chicago and Ponta Delgada?

When planning a trip of about 5208 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Ponta Delgada: The only active airport in Ponta Delgada is Ponta Delgada.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Find flights from Chicago Midway to Ponta Delgada that suit your schedule

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Other popular destinations

Interested in Portugal? These cities are also in demand: Faro, Funchal, Lisbon, Ponta Delgada, Porto.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.