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Flights from Hartford to Chicago

Flight Info | Hartford to Chicago

The distance between Hartford and Chicago is approximately 1,237.85 km. It takes around 2 hours 40 minutes on average to fly from Hartford to Chicago. Based on Trip.com's data, travel demand peaks in July.

Cheapest one-way
$100
Frontier Airlines Frontier Airlines HFD-CHI 11h 41m · 1 stop Mon, Aug 31
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Cheapest round-trip
$227
Jetblue Airways Jetblue Airways HFD-CHI 7h 37m · 2 stops Wed, Aug 19 - Wed, Aug 26
Select flight
Recommended airlines
Frontier Airlines Frontier Airlines Cheapest · From $100 United Airlines United Airlines Most booked
When to travel
September
Cheapest
July
Peak season for travel
Route details
1,237.85 km
Flight distance
2h 40m
Average flight time

Find flight deals from Hartford to Chicago for the next 3 months. Book one way flights from $100 or round trip flights from $294.

      • Cheapest nonstop
        BDL 6:00 AM
        2h 46m
        Nonstop
        ORD 7:46 AM
        Hartford - Chicago | Thu, Sep 3 | United Airlines
        ORD 6:15 PM
        2h 23m
        Nonstop
        BDL 9:38 PM
        Chicago - Hartford | Mon, Sep 7 | United Airlines
        $294 $413
        28% off
        28% off
        $413 $294
      • BDL 7:00 AM
        2h 53m
        Nonstop
        ORD 8:53 AM
        Hartford - Chicago | Thu, Sep 3 | American Airlines
        ORD 7:35 PM
        2h 19m
        Nonstop
        BDL 10:54 PM
        Chicago - Hartford | Mon, Sep 7 | American Airlines
        $297 $413
        28% off
        28% off
        $413 $297
      • BDL 5:07 PM
        7h 37m
        1 stop
        ORD 11:44 PM
        Hartford - Chicago | Wed, Aug 19 | Jetblue Airways
        ORD 6:30 PM
        4h 50m
        1 stop
        BDL 12:20 AM
        Chicago - Hartford | Wed, Aug 26 | Jetblue Airways
        $227 $413
        45% off
        45% off
        $413 $227
      • BDL 8:25 AM
        8h
        1 stop
        MDW 3:25 PM
        Hartford - Chicago | Sat, Sep 12 | Delta Air Lines
        ORD 5:11 PM
        5h 47m
        1 stop
        BDL 11:58 PM
        Chicago - Hartford | Thu, Sep 17 | Delta Air Lines
        $235
        43% off
        $413 $235
      • BDL 11:42 AM
        5h 48m
        1 stop
        ORD 4:30 PM
        Hartford - Chicago | Sat, Sep 26 | Delta Air Lines
        ORD 5:11 PM
        5h 47m
        1 stop
        BDL 11:58 PM
        Chicago - Hartford | Mon, Sep 28 | Delta Air Lines
        $235
        43% off
        $413 $235
      • BDL 5:23 AM
        4h 54m
        1 stop
        MDW 9:17 AM
        Hartford - Chicago | Wed, Oct 7 | Delta Air Lines
        MDW 6:44 PM
        3h 48m
        1 stop
        BDL 11:32 PM
        Chicago - Hartford | Sat, Oct 10 | Delta Air Lines
        $236
        43% off
        $413 $236
      • BDL 5:55 PM
        7h 4m
        1 stop
        ORD 11:59 PM
        Hartford - Chicago | Tue, Sep 15 | Delta Air Lines
        ORD 7:05 AM
        3h 36m
        1 stop
        BDL 11:41 AM
        Chicago - Hartford | Tue, Sep 22 | Delta Air Lines
        $236
        43% off
        $413 $236
      • BDL 5:55 PM
        7h 4m
        1 stop
        ORD 11:59 PM
        Hartford - Chicago | Wed, Sep 16 | Delta Air Lines
        ORD 6:40 PM
        3h 32m
        1 stop
        BDL 11:12 PM
        Chicago - Hartford | Sat, Sep 19 | Delta Air Lines
        $238
        42% off
        $413 $238
      • BDL 11:42 AM
        5h 48m
        1 stop
        ORD 4:30 PM
        Hartford - Chicago | Wed, Sep 23 | Delta Air Lines
        MDW 10:48 AM
        6h 10m
        1 stop
        BDL 5:58 PM
        Chicago - Hartford | Wed, Sep 30 | Delta Air Lines
        $238
        42% off
        $413 $238
      • BDL 7:04 PM
        5h 55m
        1 stop
        ORD 11:59 PM
        Hartford - Chicago | Mon, Sep 14 | Delta Air Lines
        ORD 5:10 PM
        5h 2m
        1 stop
        BDL 11:12 PM
        Chicago - Hartford | Wed, Sep 16 | Delta Air Lines
        $243
        41% off
        $413 $243
      • BDL 6:00 AM
        6h 55m
        1 stop
        MDW 11:55 AM
        Hartford - Chicago | Mon, Sep 21 | Delta Air Lines
        ORD 5:11 PM
        5h 47m
        1 stop
        BDL 11:58 PM
        Chicago - Hartford | Wed, Sep 23 | Delta Air Lines
        $246
        40% off
        $413 $246
      • BDL 5:16 PM
        6h 20m
        1 stop
        MDW 10:36 PM
        Hartford - Chicago | Thu, Aug 27 | Delta Air Lines
        ORD 6:05 AM
        5h 43m
        1 stop
        BDL 12:48 PM
        Chicago - Hartford | Mon, Aug 31 | Delta Air Lines
        $247
        40% off
        $413 $247
      • HFD 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Hartford - Chicago | Wed, Aug 19 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        HFD 4:00 PM
        Chicago - Hartford | Fri, Aug 21 | Normal Airline
        Find more flights
        Find more flights
      • BDL 12:27 PM
        11h 41m
        1 stop
        ORD 11:08 PM
        Hartford - Chicago | Mon, Aug 31 | Frontier Airlines
        $100 $206
        51% off
        51% off
        $206 $100
      • BDL 5:21 PM
        7h 38m
        1 stop
        ORD 11:59 PM
        Hartford - Chicago | Sat, Sep 12 | Delta Air Lines
        $120 $206
        42% off
        42% off
        $206 $120
      • BDL 5:13 PM
        4h 17m
        1 stop
        ORD 8:30 PM
        Hartford - Chicago | Tue, Sep 8 | Delta Air Lines
        $121 $206
        41% off
        41% off
        $206 $121
      • BDL 6:00 AM
        7h 40m
        1 stop
        ORD 12:40 PM
        Hartford - Chicago | Wed, Sep 16 | Delta Air Lines
        $122
        41% off
        $206 $122
      • BDL 5:07 PM
        7h 37m
        1 stop
        ORD 11:44 PM
        Hartford - Chicago | Sun, Sep 6 | Jetblue Airways
        $122
        41% off
        $206 $122
      • BDL 5:55 PM
        7h 4m
        1 stop
        ORD 11:59 PM
        Hartford - Chicago | Wed, Sep 23 | Delta Air Lines
        $123
        40% off
        $206 $123
      • BDL 5:07 PM
        7h 37m
        1 stop
        ORD 11:44 PM
        Hartford - Chicago | Wed, Aug 19 | Jetblue Airways
        $129
        37% off
        $206 $129
      • BDL 12:27 PM
        11h 41m
        1 stop
        ORD 11:08 PM
        Hartford - Chicago | Mon, Aug 24 | Frontier Airlines
        $133
        35% off
        $206 $133
      • BDL 5:07 PM
        7h 37m
        1 stop
        ORD 11:44 PM
        Hartford - Chicago | Sat, Aug 29 | Jetblue Airways
        $148
        28% off
        $206 $148
      • HFD 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Hartford - Chicago | Wed, Aug 19 | Normal Airline
        Find more flights
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Popular airlines from Hartford to Chicago

You can choose from 3 airlines that fly from Hartford to Chicago, including United Airlines, Jetblue Airways, and Delta Air Lines. Frontier Airlines has lowest fares on this route.
United Airlines logo United Airlines
Jetblue Airways logo Jetblue Airways
Delta Air Lines logo Delta Air Lines
Airlines are determined based on actual purchased flight tickets from Hartford to Chicago according to previous 12 months data from Trip.com.

Frequently Asked Questions

  • What are the cheapest flights from Hartford to Chicago (HFD-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as $100 on Cheapest nonstop routes (e.g. BDL to ORD on Mon, Aug 31), while Jetblue Airways offers Cheapest nonstop round-trips from $227 departing on Wed, Aug 19 and returning on Wed, Aug 26.
  • At the moment, you can catch a nonstop flight from Hartford to Chicago with the following airlines, including: United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 2 hours 40 minutes to fly from Hartford (HFD) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Hartford to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 43 flight per week flying from Hartford to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: -/-/-/-/-/-/- -- UA378 (12:25) United Airlines: S/-/T/W/T/F/S -- UA2672 (06:16)
  • To find best deals on flights from Hartford to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Aug 31, with one-way flights priced at just $100.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Frontier Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Hartford to Chicago is September, when demand for travel is lower.
  • After crunching the numbers on our August flight calendar, it's currently cheapest to fly from Hartford to Chicago on August 31, 2026 with Frontier Airlines, with prices starting at $100.
  • You can land at any one of the following hubs in Chicago, with Bradley International Airport to O'Hare International Airport (BDL-ORD) is by far the most common option on this route: O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Hartford is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
  • Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Hartford to Chicago is $227. Fares vary by travel date, airline and availability.
  • Based on Trip.com data for travel in the next 30 days, the average round-trip fare from Hartford to Chicago is $462. The final price depends on the outbound and return dates, airline and fare conditions.
  • Enter Hartford and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

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

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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 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.