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Flights from Hartford to Chicago
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Book flight tickets from Hartford to Chicago starting at TWD 2,211

For as little as TWD 2,211, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Hartford below.

  • One way
  • Round-trip
      • Cheapest nonstop
        BDL06:00
        2h 45m
        Nonstop
        MDW07:45
        Wed, Jan 15|Hartford - Chicago|Southwest Airlines
        TWD 4,368TWD 5,189
        16% OFF
        16% OFF
        TWD 5,189TWD 4,368

        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 ticket prices start from TWD 4,368 including taxes and charges.

      • BDL06:00
        2h 45m
        Nonstop
        MDW07:45
        Tue, Feb 25|Hartford - Chicago|Southwest Airlines
        TWD 4,377TWD 5,189
        16% OFF
        16% OFF
        TWD 5,189TWD 4,377

        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 ticket prices start from TWD 4,377 including taxes and charges.

      • BDL07:05
        2h 49m
        Nonstop
        ORD08:54
        Tue, Jan 28|Hartford - Chicago|American Airlines
        TWD 4,382TWD 5,189
        16% OFF
        16% OFF
        TWD 5,189TWD 4,382

        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 ticket prices start from TWD 4,382 including taxes and charges.

      • BDL10:45
        24h 43m
        1 stop
        MDW10:28
        Sun, Jan 26|Hartford - Chicago|Frontier Airlines
        TWD 2,211
        TWD 2,211

        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 ticket prices start from TWD 2,211 including taxes and charges.

      • BDL13:17
        11h 16m
        1 stop
        ORD23:33
        Fri, Jan 24|Hartford - Chicago|Frontier Airlines
        TWD 2,427
        TWD 2,427

        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 ticket prices start from TWD 2,427 including taxes and charges.

      • BDL10:45
        13h 48m
        1 stop
        ORD23:33
        Sun, Jan 19|Hartford - Chicago|Frontier Airlines
        TWD 3,177
        TWD 3,177

        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 ticket prices start from TWD 3,177 including taxes and charges.

      • BDL13:17
        11h 16m
        1 stop
        ORD23:33
        Fri, Jan 17|Hartford - Chicago|Frontier Airlines
        TWD 3,541
        TWD 3,541

        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 ticket prices start from TWD 3,541 including taxes and charges.

      • BDL14:59
        9h 59m
        1 stop
        MDW23:58
        Fri, Mar 7|Hartford - Chicago|Frontier Airlines
        TWD 4,247
        TWD 4,247

        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 ticket prices start from TWD 4,247 including taxes and charges.

      • BDL07:20
        5h 39m
        1 stop
        MDW11:59
        Tue, Feb 4|Hartford - Chicago|Delta Air Lines
        TWD 4,328
        TWD 4,328

        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 ticket prices start from TWD 4,328 including taxes and charges.

      • BDL07:25
        15h 51m
        1 stop
        ORD22:16
        Mon, Feb 3|Hartford - Chicago|Jetblue Airways
        TWD 4,391
        TWD 4,391

        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 ticket prices start from TWD 4,391 including taxes and charges.

      • HFD01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Thu, Jan 16|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

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Chicago from Hartford have changed and are set to move below.

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

Airlines Flying from Hartford to Chicago

Which airline provides the cheapest flights from Hartford to Chicago? Discover the option that best suits your travel needs before embarking on your journey.

Frontier Airlines
From TWD 2,211
Delta Air Lines
From TWD 4,328
Southwest Airlines
From TWD 4,368
American Airlines
From TWD 4,382
Jetblue Airways
From TWD 4,391
United Airlines
From TWD 5,042

Find more flights and airlines

Alternative Routes from Hartford to Chicago

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Chicago from Hartford which could help you save money and time.

  • Cheapest
    Frontier Airlines
    BDL
    19:40
    27h 24m
    1 transfer
    ORD
    22:04
    Bradley International Airport - O'Hare International Airport
    Sun, Jan 26Frontier Airlines
    TWD 2,211
  • Frontier Airlines
    BDL
    10:45
    24h 43m
    1 transfer
    MDW
    10:28
    Bradley International Airport - Midway International Airport
    Sun, Jan 26Frontier Airlines
    TWD 2,211
  • Frontier Airlines
    BDL
    10:45
    24h 43m
    1 transfer
    MDW
    10:28
    Bradley International Airport - Midway International Airport
    Sun, Jan 26Frontier Airlines
    TWD 2,211
    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 TWD 12,372.

  • 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

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
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 priceTWD 2,211
Cheapest round-trip ticket priceTWD 6,718
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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