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Cheap flights from Hartford to Chicago from $142

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Hartford to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
8:06 pm - 9:18 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
14h 12m1 stop Orlando
Frontier Logo
10:23 am - 7:11 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
7h 48m1 stop Orlando
$281Frontier
Fri, Nov 20 - Sun, Nov 22
Frontier Logo
5:31 pm - 1:09 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
8h 38m1 stop Orlando
Frontier Logo
6:15 am - 4:36 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
9h 21m1 stop Orlando
$281Frontier
Fri, Dec 11 - Sun, Dec 13
JetBlue Logo
6:25 am - 11:24 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
5h 59m1 stop New York John F Kennedy Intl
JetBlue Logo
2:42 pm - 11:59 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 17m1 stop Fort Lauderdale
$285JetBlue
Thu, Oct 22 - Mon, Oct 26
JetBlue Logo
6:25 am - 11:24 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
5h 59m1 stop New York John F Kennedy Intl
JetBlue Logo
2:42 pm - 11:59 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 17m1 stop Fort Lauderdale
$286JetBlue
Fri, Oct 23 - Mon, Oct 26
United Airlines Logo
6:05 am - 7:50 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
6:25 pm - 9:47 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 22mnonstop
$317United Airlines
Thu, Oct 22 - Mon, Oct 26
United Airlines Logo
5:03 pm - 6:48 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
11:06 am - 2:29 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 23mnonstop
$317United Airlines
Wed, Sep 30 - Wed, Oct 7
American Airlines Logo
1:00 pm - 2:48 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 48mnonstop
American Airlines Logo
7:59 pm - 11:24 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 25mnonstop
$317American Airlines
Mon, Oct 12 - Wed, Oct 14
American Airlines Logo
1:12 pm - 3:00 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 48mnonstop
American Airlines Logo
8:49 am - 12:10 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 21mnonstop
$317American Airlines
Thu, Oct 1 - Mon, Oct 5
Delta Logo
1:31 pm - 8:49 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
8h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:49 am - 4:07 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 18m1 stop Atlanta Hartsfield-Jackson
$337Delta
Wed, Nov 11 - Mon, Nov 23
Delta Logo
5:00 pm - 8:37 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:10 am - 1:16 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
5h 06m1 stop Atlanta Hartsfield-Jackson
$337Delta
Wed, Jan 13 - Sat, Jan 16

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Frontier flights from Hartford to Chicago O'Hare Intl Airport

Our best Frontier deals on Hartford to Chicago O'Hare Intl Airport flight tickets
Frontier
Nov 20
BDL8:06 pmHartford Bradley Intl
14h 12m
1 stop
ORD9:18 amChicago O'Hare Intl
Nov 22
ORD10:23 amChicago O'Hare Intl
7h 48m
1 stop
BDL7:11 pmHartford Bradley Intl
$281
Frontier
Sep 18
BDL3:16 pmHartford Bradley Intl
8h 43m
1 stop
ORD10:59 pmChicago O'Hare Intl
Sep 20
ORD3:50 pmChicago O'Hare Intl
21h 28m
1 stop
BDL2:18 pmHartford Bradley Intl
$285
Frontier
Sep 10
BDL3:16 pmHartford Bradley Intl
8h 43m
1 stop
ORD10:59 pmChicago O'Hare Intl
Sep 12
ORD3:50 pmChicago O'Hare Intl
21h 28m
1 stop
BDL2:18 pmHartford Bradley Intl
$298

JetBlue flights from Hartford to Chicago O'Hare Intl Airport

Our best JetBlue deals on Hartford to Chicago O'Hare Intl Airport flight tickets
JetBlue
Oct 23
BDL6:25 amHartford Bradley Intl
5h 59m
1 stop
ORD11:24 amChicago O'Hare Intl
Oct 26
ORD2:42 pmChicago O'Hare Intl
8h 17m
1 stop
BDL11:59 pmHartford Bradley Intl
$286
JetBlue
Oct 23
BDL6:25 amHartford Bradley Intl
5h 59m
1 stop
ORD11:24 amChicago O'Hare Intl
Oct 26
ORD2:42 pmChicago O'Hare Intl
8h 17m
1 stop
BDL11:59 pmHartford Bradley Intl
$287
JetBlue
Sep 22
BDL6:25 amHartford Bradley Intl
4h 33m
1 stop
ORD9:58 amChicago O'Hare Intl
Sep 25
ORD3:00 pmChicago O'Hare Intl
7h 14m
1 stop
BDL11:14 pmHartford Bradley Intl
$288

momondo Fare Finder

 
Use the filters below to find and compare flights from Hartford to Chicago O'Hare Intl Airport that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Fri 11/20

8:06 pm-9:18 am

1 stop14h 12m

Chicago O'Hare Intl

Sun 11/22

10:23 am-7:11 pm

1 stop7h 48m

$281

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Fri 12/11

5:31 pm-1:09 am

1 stop8h 38m

Chicago O'Hare Intl

Sun 12/13

6:15 am-4:36 pm

1 stop9h 21m

$281

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Mon 10/26

2:42 pm-11:59 pm

1 stop8h 17m

$285

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Fri 10/23

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Mon 10/26

2:42 pm-11:59 pm

1 stop8h 17m

$286
Quickest round-trip

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

6:05 am-7:50 am

Nonstop2h 45m

Chicago O'Hare Intl

Mon 10/26

6:25 pm-9:47 pm

Nonstop2h 22m

$317

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 9/30

5:03 pm-6:48 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 10/7

11:06 am-2:29 pm

Nonstop2h 23m

$317

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 10/12

1:00 pm-2:48 pm

Nonstop2h 48m

Chicago O'Hare Intl

Wed 10/14

7:59 pm-11:24 pm

Nonstop2h 25m

$317

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/1

1:12 pm-3:00 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 10/5

8:49 am-12:10 pm

Nonstop2h 21m

$317

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 11/11

1:31 pm-8:49 pm

1 stop8h 18m

Chicago O'Hare Intl

Mon 11/23

6:49 am-4:07 pm

1 stop8h 18m

$337

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 1/13

5:00 pm-8:37 pm

1 stop4h 37m

Chicago O'Hare Intl

Sat 1/16

7:10 am-1:16 pm

1 stop5h 06m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Hartford to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Hartford and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $318 to $483.
The lowest price recently found on this route was $281.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Hartford averaging around $379.

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

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

How far in advance should I book a flight from Hartford to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $418 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Hartford for as low as $344 on momondo.

What cabin class options are available on Hartford to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Hartford to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport flight prices changed over time?

As of September 2026, prices for Hartford to Chicago O'Hare Intl Airport flights are approximately 55% more expensive when compared to flights at the same time last year.

When to book flights from Hartford to Chicago O'Hare Intl Airport

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

Cheap Hartford to Chicago O'Hare Intl Airport (BDL to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago O'Hare Intl Airport

Best Price Found

$142

Fastest flight time

2h 33m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Hartford in the past 72 hours is $142. The best round-trip flight deal from Hartford to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $281.
The fastest flight from Hartford to Chicago O'Hare Intl Airport takes 2h 33m
Direct flights go from Hartford to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Hartford to Chicago O'Hare Intl Airport

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

    The distance between Hartford Bradley Intl and Chicago O'Hare Intl is about 782.0 mi. Typically, this will take 2h 33m by plane in normal conditions.

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

    Prices for flights from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. 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 O'Hare Intl Airport?

  • What is the most popular airline from Hartford to Chicago O'Hare Intl Airport?

Best airlines flying from Hartford to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Hartford to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $84Free CancellationRating
7.1
3,046 reviews
Search JetBlue flights
DeltaPriceFrom $176Free CancellationRating
7.8
8,558 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
12,041 reviews
Search American Airlines flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
10,172 reviews
Search United Airlines flights

  • United Airlines Flights From Hartford to Chicago O'Hare Intl Airport

    United Airlines flight deals from Hartford to Chicago O'Hare Intl Airport start from $240 round-trip. Over the 17 United Airlines flights for this route in a normal week, average airfare is usually $441 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Hartford to Chicago O'Hare Intl Airport

    Across 12,041 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Hartford to Chicago O'Hare Intl Airport about 14 times each week, with ticket deals ranging from $238 to $406. 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
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Rosemont
Gurnee
Oak Brook
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
Skokie

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hartford to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Hartford with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Hartford.

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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