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  1. Find Cheap Flights to Chicago - Google

    Use Google Flights to find cheap flights to Chicago, track price changes, and book tickets for your next getaway.

  2. $43 CHEAP FLIGHTS to Chicago. Find Plane Tickets in 2025/26

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  3. $36 Cheap Flights to Chicago IL in 2026 | Skyscanner

    Looking for a cheap last-minute deal or the best round-trip flight to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

  4. United Cheap Flights to Chicago from $ 117 | United Airlines

    Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi.

  5. $25 Cheap Flights to Chicago, IL - Expedia

    Looking for cheap flights to Chicago? Many airlines offer no change fee on selected flights and book now to earn your airline miles on top of our rewards! Find great 2025 Chicago flight deals …

  6. $54+ Cheap Flights to Chicago, Illinois | Cheapflights

    Find cheap flights to Chicago from $54. Search and compare the best real-time prices for your round-trip, one-way, or last-minute flight to Chicago.

  7. Flights to Chicago (MDW) (ORD) - Frontier Airlines

    Explore flight options and select one that suits your schedule, then start planning your trip! Flying into Chicago? We also service Chicago O'Hare International Airport. Fly more and save even …

  8. Flights to Chicago(ORD) from $34+ | Fly cheap to CHI | Orbitz

    Find inexpensive Chicago (ORD) flights today with Orbitz. Flights to CHI start at $34. Some airlines are waiving change fees for new bookings as COVID-19 disrupts travel.

  9. $43 Cheap Flights to Chicago in 2025/26 | momondo

    4 days ago · In the past two weeks, users have booked deals to Chicago for $59/person, which is 76% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from …

  10. Find cheap flights to Chicago (CHI) | American Airlines

    Looking for flight deals to Chicago, Illinois? American Airlines offers popular routes to Chicago from many major cities across U.S., including flights from hubs like New York, Los Angeles, …