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Flights to Chicago

Search for flights to popular cities in Illinois and check out affordable one-way and round-trip options.

      • Cheapest nonstop
        LGA 6:59 PM
        2h 44m
        Nonstop
        ORD 8:43 PM
        New York - Chicago | Wed, Oct 21 | Delta Air Lines
        ORD 6:10 AM
        2h 17m
        Nonstop
        JFK 9:27 AM
        Chicago - New York | Fri, Oct 23 | Delta Air Lines
        $169 $244
        31% off
        31% off
        $244 $169
      • LGA 8:19 PM
        2h 41m
        Nonstop
        ORD 10:00 PM
        New York - Chicago | Wed, Oct 21 | American Airlines
        ORD 1:45 PM
        2h 21m
        Nonstop
        LGA 5:06 PM
        Chicago - New York | Fri, Oct 23 | American Airlines
        $182 $244
        25% off
        25% off
        $244 $182
      • LGA 9:16 PM
        2h 44m
        Nonstop
        ORD 11:00 PM
        New York - Chicago | Wed, Oct 7 | American Airlines
        ORD 6:50 AM
        2h 15m
        Nonstop
        LGA 10:05 AM
        Chicago - New York | Sat, Oct 10 | American Airlines
        $187 $244
        23% off
        23% off
        $244 $187
      • EWR 11:10 AM
        2h 44m
        Nonstop
        ORD 12:54 PM
        New York - Chicago | Wed, Oct 21 | United Airlines
        ORD 6:10 AM
        2h 17m
        Nonstop
        JFK 9:27 AM
        Chicago - New York | Fri, Oct 23 | Delta Air Lines
        $215
        12% off
        $244 $215
      • JFK 7:35 PM
        3h 8m
        Nonstop
        ORD 9:43 PM
        New York - Chicago | Fri, Nov 6 | Delta Air Lines
        ORD 8:45 AM
        2h 14m
        Nonstop
        LGA 11:59 AM
        Chicago - New York | Mon, Nov 9 | Delta Air Lines
        $222
        9% off
        $244 $222
      • EWR 10:29 PM
        11h 51m
        1 stop
        ORD 9:20 AM
        New York - Chicago | Sun, Oct 4 | Frontier Airlines
        ORD 3:50 PM
        8h 11m
        1 stop
        EWR 1:01 AM
        Chicago - New York | Tue, Oct 6 | Frontier Airlines
        $173
        28% off
        $244 $173
      • JFK 1:00 PM
        7h 3m
        1 stop
        ORD 7:03 PM
        New York - Chicago | Wed, Oct 7 | Jetblue Airways
        ORD 12:52 PM
        2h 25m
        Nonstop
        LGA 4:17 PM
        Chicago - New York | Sat, Oct 10 | American Airlines
        $186
        24% off
        $244 $186
      • EWR 11:30 AM
        13h 25m
        1 stop
        ORD 11:55 PM
        New York - Chicago | Mon, Oct 26 | Frontier Airlines
        ORD 2:03 PM
        5h 50m
        1 stop
        LGA 8:53 PM
        Chicago - New York | Wed, Oct 28 | Frontier Airlines
        $214
        12% off
        $244 $214
      • SIN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Singapore - Chicago | Thu, Sep 17 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        SIN 4:00 PM
        Chicago - Singapore | Sat, Sep 19 | Normal Airline
        Find more flights
        Find more flights
      • Cheapest nonstop
        LGA 8:35 PM
        2h 48m
        Nonstop
        ORD 10:23 PM
        New York - Chicago | Thu, Nov 12 | Delta Air Lines
        $77 $102
        25% off
        25% off
        $102 $77
      • LGA 11:26 AM
        2h 53m
        Nonstop
        ORD 1:19 PM
        New York - Chicago | Thu, Nov 12 | American Airlines
        $80 $102
        22% off
        22% off
        $102 $80
      • LGA 9:20 PM
        2h 49m
        Nonstop
        ORD 11:09 PM
        New York - Chicago | Mon, Nov 2 | American Airlines
        $81 $102
        21% off
        21% off
        $102 $81
      • JFK 7:35 PM
        3h 8m
        Nonstop
        ORD 9:43 PM
        New York - Chicago | Wed, Oct 28 | Delta Air Lines
        $92
        10% off
        $102 $92
      • JFK 7:35 PM
        3h 8m
        Nonstop
        ORD 9:43 PM
        New York - Chicago | Tue, Oct 6 | Delta Air Lines
        $92
        10% off
        $102 $92
      • JFK 7:30 AM
        2h 57m
        Nonstop
        ORD 9:27 AM
        New York - Chicago | Wed, Oct 7 | Delta Air Lines
        $92
        10% off
        $102 $92
      • JFK 7:35 PM
        3h 7m
        Nonstop
        ORD 9:42 PM
        New York - Chicago | Sat, Nov 14 | Delta Air Lines
        $92
        10% off
        $102 $92
      • LGA 9:16 PM
        2h 44m
        Nonstop
        ORD 11:00 PM
        New York - Chicago | Tue, Oct 6 | American Airlines
        $92
        10% off
        $102 $92
      • LGA 8:11 AM
        2h 49m
        Nonstop
        ORD 10:00 AM
        New York - Chicago | Sat, Nov 14 | American Airlines
        $92
        10% off
        $102 $92
      • EWR 11:35 AM
        7h 16m
        1 stop
        MDW 5:51 PM
        New York - Chicago | Sat, Sep 26 | Frontier Airlines
        $87
        15% off
        $102 $87
      • EWR 5:55 AM
        6h 3m
        1 stop
        MDW 10:58 AM
        New York - Chicago | Sat, Oct 31 | Frontier Airlines
        $88
        14% off
        $102 $88
      • SIN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Singapore - Chicago | Thu, Sep 17 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares to Illinois are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

When is the Cheapest Time to Fly to Illinois from ?

Check out price trend charts for flights to popular cities in Illinois and discover the best time to book affordable tickets.

  • Chicago
  • Champaign
Cheapest flights
From price
Search
  • 1320
  • 2027

  • Oct

    274
  • 411
  • 1118
  • 1825

  • Nov

    251
  • 18
  • 815
  • 1522
  • 2229

  • Dec

    296
This price trend is based on the lowest average fares to popular cities in Illinois over the next 10 weeks on Trip.com.

Top Cities to Visit in Illinois

Check out popular cities in Illinois and find flights to the cities below.

Recommendations by Trip.com

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 29 hours—even in real-time. The more popular the route, the more precise the data.

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