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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
        JFK 1:00 PM
        2h 57m
        Nonstop
        ORD 2:57 PM
        New York - Chicago | Sat, Dec 6 | Frontier Airlines
        MDW 7:44 AM
        2h 1m
        Nonstop
        EWR 10:45 AM
        Chicago - New York | Tue, Dec 9 | Frontier Airlines
        $58 $90
        35% OFF
        35% OFF
        $90 $58
      • EWR 11:30 AM
        2h 31m
        Nonstop
        MDW 1:01 PM
        New York - Chicago | Thu, Dec 4 | Frontier Airlines
        ORD 8:36 AM
        2h 24m
        Nonstop
        JFK 12:00 PM
        Chicago - New York | Mon, Dec 8 | Frontier Airlines
        $62 $90
        31% OFF
        31% OFF
        $90 $62
      • JFK 11:00 AM
        2h 45m
        Nonstop
        ORD 12:45 PM
        New York - Chicago | Mon, Nov 17 | Frontier Airlines
        ORD 6:40 AM
        2h 23m
        Nonstop
        JFK 10:03 AM
        Chicago - New York | Wed, Nov 19 | Frontier Airlines
        $63 $90
        30% OFF
        30% OFF
        $90 $63
      • JFK 11:00 AM
        2h 45m
        Nonstop
        ORD 12:45 PM
        New York - Chicago | Tue, Nov 18 | Frontier Airlines
        MDW 6:20 AM
        2h 8m
        Nonstop
        EWR 9:28 AM
        Chicago - New York | Thu, Nov 20 | Frontier Airlines
        $65
        27% OFF
        $90 $65
      • JFK 11:00 AM
        2h 45m
        Nonstop
        ORD 12:45 PM
        New York - Chicago | Wed, Nov 19 | Frontier Airlines
        ORD 11:48 AM
        2h 20m
        Nonstop
        JFK 3:08 PM
        Chicago - New York | Mon, Nov 24 | Frontier Airlines
        $65
        27% OFF
        $90 $65
      • JFK 4:07 PM
        2h 52m
        Nonstop
        ORD 5:59 PM
        New York - Chicago | Fri, Nov 21 | Frontier Airlines
        ORD 11:48 AM
        2h 20m
        Nonstop
        JFK 3:08 PM
        Chicago - New York | Mon, Nov 24 | Frontier Airlines
        $66
        26% OFF
        $90 $66
      • LGA 7:30 AM
        2h 31m
        Nonstop
        ORD 9:01 AM
        New York - Chicago | Thu, Nov 20 | Spirit Airlines
        ORD 3:53 PM
        2h 7m
        Nonstop
        LGA 7:00 PM
        Chicago - New York | Mon, Nov 24 | Spirit Airlines
        $66
        26% OFF
        $90 $66
      • JFK 4:07 PM
        2h 52m
        Nonstop
        ORD 5:59 PM
        New York - Chicago | Mon, Nov 24 | Frontier Airlines
        MDW 6:20 AM
        2h 8m
        Nonstop
        EWR 9:28 AM
        Chicago - New York | Thu, Nov 27 | Frontier Airlines
        $67
        25% OFF
        $90 $67
      • JFK 4:07 PM
        2h 52m
        Nonstop
        ORD 5:59 PM
        New York - Chicago | Sat, Nov 22 | Frontier Airlines
        ORD 11:48 AM
        2h 20m
        Nonstop
        JFK 3:08 PM
        Chicago - New York | Mon, Nov 24 | Frontier Airlines
        $68
        25% OFF
        $90 $68
      • JFK 1:00 PM
        2h 57m
        Nonstop
        ORD 2:57 PM
        New York - Chicago | Wed, Dec 3 | Frontier Airlines
        ORD 4:38 PM
        2h 4m
        Nonstop
        LGA 7:42 PM
        Chicago - New York | Sat, Dec 6 | Spirit Airlines
        $68
        24% OFF
        $90 $68
      • LGA 4:51 PM
        2h 35m
        Nonstop
        ORD 6:26 PM
        New York - Chicago | Sat, Nov 22 | Spirit Airlines
        MDW 6:20 AM
        2h 8m
        Nonstop
        EWR 9:28 AM
        Chicago - New York | Thu, Nov 27 | Frontier Airlines
        $68
        24% OFF
        $90 $68
      • JFK 1:00 PM
        2h 57m
        Nonstop
        ORD 2:57 PM
        New York - Chicago | Fri, Jan 9 | Frontier Airlines
        ORD 8:36 AM
        2h 24m
        Nonstop
        JFK 12:00 PM
        Chicago - New York | Mon, Jan 12 | Frontier Airlines
        $69
        23% OFF
        $90 $69
      • MLI 1:00 PM
        17h 25m
        1 stop
        CHI Invalid Date
        Moline - Chicago | Thu, Nov 13 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        MLI 4:00 PM
        Chicago - Moline | Sat, Nov 15 | Normal Airline
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

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
Cheapest flights
From price
Search
  • 916
  • 1623
  • 2330

  • Dec

    307
  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Top Cities to Visit in Illinois

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

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