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Cheap flights from Hartford to Chicago from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hartford to Chicago departing on 5/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Hartford to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Hartford to Chicago.
Spirit Airlines Logo
6:48 pm - 12:46 pmBDL-ORD
18h 58m1 stop
Spirit Airlines Logo
2:19 pm - 7:39 amORD-BDL
16h 20m1 stop
$125Spirit Airlines
Find Deal
Thu, May 15 - Mon, May 19
Spirit Airlines Logo
6:48 pm - 12:05 amBDL-ORD
30h 17m2 stops
Spirit Airlines Logo
2:19 pm - 7:39 amORD-BDL
16h 20m1 stop
$140Spirit Airlines
Find Deal
Thu, May 15 - Mon, May 19
Frontier Logo
3:39 pm - 11:39 pmBDL-MDW
9h 00m1 stop
Frontier Logo
10:55 am - 7:14 pmMDW-BDL
7h 19m1 stop
$198Frontier
Find Deal
Thu, May 1 - Sun, May 4
Frontier Logo
8:14 pm - 11:32 pmBDL-ORD
28h 18m1 stop
Frontier Logo
4:15 pm - 10:38 amORD-BDL
17h 23m1 stop
$200Frontier
Find Deal
Thu, May 8 - Sat, May 10
United Airlines Logo
2:59 pm - 7:34 amBDL-ORD
17h 35m1 stop
United Airlines Logo
11:00 am - 2:15 pmORD-BDL
2h 15mnonstop
$259United Airlines
Find Deal
Sat, May 17 - Sun, May 18
American Airlines Logo
7:01 am - 8:42 amBDL-ORD
2h 41mnonstop
American Airlines Logo
6:57 pm - 10:15 pmORD-BDL
2h 18mnonstop
$278American Airlines
Find Deal
Wed, May 21 - Sun, May 25
United Airlines Logo
4:49 pm - 6:32 pmBDL-ORD
2h 43mnonstop
United Airlines Logo
1:55 pm - 5:16 pmORD-BDL
2h 21mnonstop
$283United Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
American Airlines Logo
5:47 pm - 9:58 pmBDL-ORD
5h 11m1 stop
American Airlines Logo
6:57 pm - 10:15 pmORD-BDL
2h 18mnonstop
$288American Airlines
Find Deal
Wed, May 21 - Sun, May 25
Southwest Logo
4:50 pm - 6:15 pmBDL-MDW
2h 25mnonstop
Southwest Logo
7:00 pm - 10:05 pmMDW-BDL
2h 05mnonstop
$296Southwest
Find Deal
Tue, Jul 1 - Sat, Jul 5
Southwest Logo
6:50 pm - 8:15 pmBDL-MDW
2h 25mnonstop
Southwest Logo
8:10 pm - 11:15 pmMDW-BDL
2h 05mnonstop
$301Southwest
Find Deal
Mon, May 12 - Wed, May 14

Spirit Airlines flights from Hartford to Chicago

Our best Spirit Airlines deals on Hartford to Chicago flight tickets
Spirit Airlines
May 15
BDL6:48 pmHartford Bradley Intl
18h 58m
1 stop
ORD12:46 pmChicago O'Hare Intl
May 19
ORD2:19 pmChicago O'Hare Intl
16h 20m
1 stop
BDL7:39 amHartford Bradley Intl
Spirit Airlines
May 15
BDL6:48 pmHartford Bradley Intl
30h 17m
2 stops
ORD12:05 amChicago O'Hare Intl
May 19
ORD2:19 pmChicago O'Hare Intl
16h 20m
1 stop
BDL7:39 amHartford Bradley Intl
Spirit Airlines
May 9
BDL8:34 amHartford Bradley Intl
5h 12m
1 stop
ORD12:46 pmChicago O'Hare Intl
May 12
ORD2:19 pmChicago O'Hare Intl
16h 20m
1 stop
BDL7:39 amHartford Bradley Intl

United Airlines flights from Hartford to Chicago

Our best United Airlines deals on Hartford to Chicago flight tickets
United Airlines
May 17
BDL2:59 pmHartford Bradley Intl
17h 35m
1 stop
ORD7:34 amChicago O'Hare Intl
May 18
ORD11:00 amChicago O'Hare Intl
2h 15m
BDL2:15 pmHartford Bradley Intl
United Airlines
Apr 30
BDL4:49 pmHartford Bradley Intl
2h 43m
ORD6:32 pmChicago O'Hare Intl
May 7
ORD1:55 pmChicago O'Hare Intl
2h 21m
BDL5:16 pmHartford Bradley Intl
United Airlines
May 12
BDL5:02 pmHartford Bradley Intl
2h 43m
ORD6:45 pmChicago O'Hare Intl
May 14
ORD1:55 pmChicago O'Hare Intl
2h 21m
BDL5:16 pmHartford Bradley Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Hartford to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $314. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Hartford to Chicago during August average around $319.

What is the cheapest Hartford Bradley Intl to Chicago flight route?

Fly from Hartford Bradley Intl to Chicago O'Hare Intl for the best Hartford Bradley Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Hartford when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $366 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Hartford for as low as $286 on momondo.

What cabin class options are available on Hartford Bradley Intl to Chicago flights?

There are 4 cabin classes available to choose from on Hartford Bradley Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Hartford to Chicago flight prices changed over time?

As of April 2025, prices for Hartford to Chicago flights are approximately 45% more expensive when compared to flights at the same time last year.

When to book flights from Hartford to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hartford to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hartford to Chicago (BDL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago

Best Price Found

$63

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Hartford in the past 72 hours is $63. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $125.
The fastest flight from Hartford to Chicago takes 2h 20m
Direct flights go from Hartford to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Hartford Bradley Intl to Chicago by plane?

    Chicago is 768.4 mi away from Hartford Bradley Intl. A reasonable flight in good conditions will take 2h 20m.

  • When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago?

    Prices for flights from Hartford Bradley Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago?

  • How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hartford Bradley Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hartford to Chicago?

  • What is the most popular airline from Hartford to Chicago?


Best airlines flying from Hartford to Chicago

Compare and see reviews for airlines that fly from Hartford to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $108Free CancellationRating
5.9
3,276 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
7,888 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $125Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
7,897 reviews
Search Delta flights
American AirlinesPriceFrom $205Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $232Free CancellationRating
8.0
4,274 reviews
Search Southwest flights
  • Southwest Flights From Hartford to Chicago

    Southwest flies from Hartford to Chicago around 8 times per week, with 4,274 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $232 (round-trip), much lower than the average airfare cost of $389 for Southwest flights on this route.

  • United Airlines Flights From Hartford to Chicago

    Across 8,616 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 14 times each week, with ticket deals ranging from $125 to $433. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Hartford to Chicago?

Finding the right flight to Chicago from Hartford is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Hartford to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Hartford which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Hartford to Chicago?

Once you have performed a search for Hartford to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Hartford to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Hartford to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago