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Flights from Hartford to Chicago
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Flights from Hartford to Chicago Starting at Rs 18,699

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        BDL06:00
        2h 45m
        Nonstop
        MDW07:45
        Wed, Jan 15|Hartford - Chicago|Southwest Airlines
        Rs 36,943Rs 40,582
        9% OFF
        9% OFF
        Rs 40,582Rs 36,943

        Choose Southwest Airlines flights from Hartford to Chicago. The one-way direct flight with Southwest Airlines departs from Bradley International Airport on Wed, Jan 15, arriving at Midway International Airport. One-way Prices start from Rs 36,943 including taxes and charges.

      • BDL06:00
        2h 45m
        Nonstop
        MDW07:45
        Tue, Feb 25|Hartford - Chicago|Southwest Airlines
        Rs 37,019Rs 40,582
        9% OFF
        9% OFF
        Rs 40,582Rs 37,019

        Choose Southwest Airlines flights from Hartford to Chicago. The one-way direct flight with Southwest Airlines departs from Bradley International Airport on Tue, Feb 25, arriving at Midway International Airport. One-way Prices start from Rs 37,019 including taxes and charges.

      • BDL07:05
        2h 49m
        Nonstop
        ORD08:54
        Tue, Jan 28|Hartford - Chicago|American Airlines
        Rs 37,057Rs 40,582
        9% OFF
        9% OFF
        Rs 40,582Rs 37,057

        Choose American Airlines flights from Hartford to Chicago. The one-way direct flight with American Airlines departs from Bradley International Airport on Tue, Jan 28, arriving at O'Hare International Airport. One-way Prices start from Rs 37,057 including taxes and charges.

      • BDL10:45
        24h 43m
        1 stop
        MDW10:28
        Sun, Jan 26|Hartford - Chicago|Frontier Airlines
        Rs 18,699
        Rs 18,699

        Choose Frontier Airlines flights from Hartford to Chicago. The one-way connecting flight with Frontier Airlines departs from Bradley International Airport on Sun, Jan 26, arriving at Midway International Airport. One-way Prices start from Rs 18,699 including taxes and charges.

      • BDL13:17
        11h 16m
        1 stop
        ORD23:33
        Fri, Jan 24|Hartford - Chicago|Frontier Airlines
        Rs 19,954
        Rs 19,954

        Choose Frontier Airlines flights from Hartford to Chicago. The one-way connecting flight with Frontier Airlines departs from Bradley International Airport on Fri, Jan 24, arriving at O'Hare International Airport. One-way Prices start from Rs 19,954 including taxes and charges.

      • BDL10:45
        13h 48m
        1 stop
        ORD23:33
        Sun, Jan 19|Hartford - Chicago|Frontier Airlines
        Rs 26,871
        Rs 26,871

        Choose Frontier Airlines flights from Hartford to Chicago. The one-way connecting flight with Frontier Airlines departs from Bradley International Airport on Sun, Jan 19, arriving at O'Hare International Airport. One-way Prices start from Rs 26,871 including taxes and charges.

      • BDL13:17
        11h 16m
        1 stop
        ORD23:33
        Fri, Jan 17|Hartford - Chicago|Frontier Airlines
        Rs 29,949
        Rs 29,949

        Choose Frontier Airlines flights from Hartford to Chicago. The one-way connecting flight with Frontier Airlines departs from Bradley International Airport on Fri, Jan 17, arriving at O'Hare International Airport. One-way Prices start from Rs 29,949 including taxes and charges.

      • BDL14:59
        9h 59m
        1 stop
        MDW23:58
        Fri, Mar 7|Hartford - Chicago|Frontier Airlines
        Rs 35,917
        Rs 35,917

        Choose Frontier Airlines flights from Hartford to Chicago. The one-way connecting flight with Frontier Airlines departs from Bradley International Airport on Fri, Mar 7, arriving at Midway International Airport. One-way Prices start from Rs 35,917 including taxes and charges.

      • BDL07:20
        5h 39m
        1 stop
        MDW11:59
        Tue, Feb 4|Hartford - Chicago|Delta Air Lines
        Rs 36,601
        Rs 36,601

        Choose Delta Air Lines flights from Hartford to Chicago. The one-way connecting flight with Delta Air Lines departs from Bradley International Airport on Tue, Feb 4, arriving at Midway International Airport. One-way Prices start from Rs 36,601 including taxes and charges.

      • BDL07:25
        15h 51m
        1 stop
        ORD22:16
        Mon, Feb 3|Hartford - Chicago|Jetblue Airways
        Rs 37,133
        Rs 37,133

        Choose Jetblue Airways flights from Hartford to Chicago. The one-way connecting flight with Jetblue Airways departs from Bradley International Airport on Mon, Feb 3, arriving at O'Hare International Airport. One-way Prices start from Rs 37,133 including taxes and charges.

      • HFD01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Jan 17|Hartford - Chicago|Southwest Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Hartford to Chicago

We monitor flight fares to help you find the best deals effortlessly

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

Airlines Flying from Hartford to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From Rs 18,699
Delta Air Lines
From Rs 36,601
Southwest Airlines
From Rs 36,943
American Airlines
From Rs 37,057
Jetblue Airways
From Rs 37,133
United Airlines
From Rs 42,644

Find more flights and airlines

Alternative Routes from Hartford to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Hartford to Chicago.

  • Cheapest
    Frontier Airlines
    BDL
    19:40
    27h 24m
    1 transfer
    ORD
    22:04
    Bradley International Airport - O'Hare International Airport
    Sun, Jan 26Frontier Airlines
    Rs 18,699
  • Frontier Airlines
    BDL
    10:45
    24h 43m
    1 transfer
    MDW
    10:28
    Bradley International Airport - Midway International Airport
    Sun, Jan 26Frontier Airlines
    Rs 18,699
  • Frontier Airlines
    BDL
    10:45
    24h 43m
    1 transfer
    MDW
    10:28
    Bradley International Airport - Midway International Airport
    Sun, Jan 26Frontier Airlines
    Rs 18,699
    Find More Flights

FAQ

  • When are flight tickets from Hartford (HFD) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Hartford to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Hartford (HFD) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around Rs 104,633.

  • How long does it take to fly from Hartford (HFD) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 43 minutes to fly from Hartford (HFD) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Hartford (HFD) to Chicago (CHI)?

How to find a cheap flight from Hartford to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Hartford to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Hartford to Chicago

Cheapest nonstop flight priceRs 18,699
Cheapest round-trip ticket priceRs 56,820
Off-season for travelNovember
Peak season for travelApril
Flight distance1,237.85 km
Average flight time2 hours 43 minutes
Popular airlineAmerican Airlines

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