Cheap flights from Hartford to Chicago

Brainard
HFD
Chicago FSS
CHI

Flight deals from Hartford to Chicago

Below you can see the best deals on flights Hartford — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

Top 10 cheap flights from Hartford to Chicago

About the Hartford — Chicago flight

Looking for cheap flights from Hartford to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Hartford — Chicago ticket online at the best price.

The route has direct flights — around 46 flights per week, flights are operated by American Airlines, United Airlines, a nonstop flight takes about 43 min, the distance between the cities is around 171 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

YesDirect flights
171 kmDistance
43 minTravel time
2Airlines
46 / wkFlights

Flight schedule from Hartford to Chicago

The table shows direct flights from Hartford to Chicago on the selected date. The flight takes approximately 43 min. Regular flights are operated by American Airlines and United Airlines. Departures from Bradley International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
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Last update: 15 Aug 2026

Prices by month

Average one-way fares from Hartford to Chicago by month. Tickets are usually cheapest in February (around $150) and priciest in July (about $228) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$156lowMay$180mediumSep$174medium
Feb$150lowJun$216highOct$156low
Mar$180mediumJul$228highNov$150low
Apr$156lowAug$222highDec$222high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Hartford — Chicago ticket

  • Book ahead: fares for Hartford — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Hartford — Chicago route are operated by 2 airlines; American Airlines runs the most flights (around 61% of all flights). Compare carriers, flight shares and schedules below.

  • American AirlinesAA
    9x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight BDL → ORD9x/week
      Duration
      2h 58m
      Days
      MTWTFSS
    60.9%Open →
  • United AirlinesUA
    6x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight BDL → ORD6x/week
      Duration
      2h 45m
      Days
      MTWTFSS
    39.1%Open →

Cities and airports on the Hartford — Chicago route

Flights Hartford — Chicago depart from Bradley International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Hartford

HFD
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Hartford — Chicago flight

How long is the flight from Hartford to Chicago?

A nonstop Hartford — Chicago flight takes about 43 min — the distance between the cities is around 171 km.

How far is it from Hartford to Chicago?

The distance from Hartford to Chicago is about 171 km, which a nonstop flight covers in around 43 min.

Are there direct flights from Hartford to Chicago?

Yes, there are nonstop flights Hartford — Chicago — around 46 flights per week.

Which airlines fly from Hartford to Chicago?

Airlines operating Hartford — Chicago include American Airlines, United Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Hartford — Chicago flights use?

Flights from Hartford depart from Bradley International Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Hartford to Chicago?

The price of a Hartford — Chicago ticket depends on your travel date, season and demand. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Hartford — Chicago?

Flights Hartford — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Hartford to Chicago?

To catch a low fare Hartford — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Hartford

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AtlantaOrlandoPhiladelphiaWashington, D.C.CharlotteSan JuanMinneapolisDetroitFort LauderdaleDallasTampaMiamiDublinNew York CityDenverNorfolkRaleighFort MyersMontego BayNashvilleMyrtle BeachPunta CanaNorth CharlestonWest Palm BeachLos AngelesLas VegasPittsburghJacksonvilleLouisvilleRichmondCancunManhattanEvansvilleLexingtonLincolnBloomingtonLondonAkronSyracuseToronto

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverLondonNashvilleIndianapolisSan DiegoMontrealSt. LouisMilwaukeeCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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