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Cheap flights from Harrisburg to Chicago from $192

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Harrisburg to Chicago departing on 6/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Harrisburg to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:58 pm - 9:46 pm
MDT
-
MDW
4h 48m
1 stop
Delta Logo
10:35 am - 5:08 pm
MDW
-
MDT
5h 33m
1 stop
$289Delta
Wed, Sep 9 - Sat, Sep 26
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
4:25 pm - 11:55 pm
MDW
-
MDT
6h 30m
1 stop
$309Delta
Sat, Jun 20 - Sat, Jun 27
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
4:25 pm - 11:55 pm
MDW
-
MDT
6h 30m
1 stop
$329Delta
Sat, Jun 20 - Sat, Jun 27
Delta Logo
6:15 am - 9:14 am
MDT
-
MDW
3h 59m
1 stop
Delta Logo
9:17 am - 4:54 pm
MDW
-
MDT
6h 37m
1 stop
$344Delta
Wed, Jun 10 - Fri, Jun 19
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
9:17 am - 4:54 pm
MDW
-
MDT
6h 37m
1 stop
$364Delta
Wed, Jun 10 - Sat, Jun 20
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
4:25 pm - 11:55 pm
MDW
-
MDT
6h 30m
1 stop
$374Delta
Wed, Jun 24 - Mon, Jun 29
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
9:17 am - 11:10 pm
MDW
-
MDT
12h 53m
1 stop
$377Delta
Wed, Jun 10 - Wed, Jun 17
Delta Logo
6:00 am - 9:08 am
MDT
-
MDW
4h 08m
1 stop
Delta Logo
9:19 am - 4:58 pm
MDW
-
MDT
6h 39m
1 stop
$384Delta
Sun, Jul 12 - Sat, Jul 18
Delta Logo
6:13 am - 9:14 am
MDT
-
MDW
4h 01m
1 stop
Delta Logo
5:10 pm - 11:53 pm
MDW
-
MDT
5h 43m
1 stop
$400Delta
Sat, Jul 4 - Wed, Jul 8
Delta Logo
6:22 pm - 10:17 pm
MDT
-
MDW
4h 55m
1 stop
Delta Logo
9:17 am - 4:54 pm
MDW
-
MDT
6h 37m
1 stop
$424Delta
Wed, Jun 10 - Sun, Jun 14

Delta flights from Harrisburg to Chicago Midway Airport

Our best Delta deals on Harrisburg to Chicago Midway Airport flight tickets
Delta
Sep 9
MDT5:58 pmHarrisburg
4h 48m
1 stop
MDW9:46 pmChicago Midway
Sep 26
MDW10:35 amChicago Midway
5h 33m
1 stop
MDT5:08 pmHarrisburg
$289
Delta
Jun 20
MDT6:22 pmHarrisburg
4h 55m
1 stop
MDW10:17 pmChicago Midway
Jun 27
MDW4:25 pmChicago Midway
6h 30m
1 stop
MDT11:55 pmHarrisburg
$309
Delta
Jun 20
MDT6:22 pmHarrisburg
4h 55m
1 stop
MDW10:17 pmChicago Midway
Jun 27
MDW4:25 pmChicago Midway
6h 30m
1 stop
MDT11:55 pmHarrisburg
$329

momondo Fare Finder

 
Customize your flight search to find flights from Harrisburg to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 22, 2026.
Use the filters below to find and compare flights from Harrisburg to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 9/9

5:58 pm-9:46 pm

1 stop4h 48m

Chicago Midway

Sat 9/26

10:35 am-5:08 pm

1 stop5h 33m

$289

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 6/20

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Sat 6/27

4:25 pm-11:55 pm

1 stop6h 30m

$309

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 6/20

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Sat 6/27

4:25 pm-11:55 pm

1 stop6h 30m

$329

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 6/10

6:15 am-9:14 am

1 stop3h 59m

Chicago Midway

Fri 6/19

9:17 am-4:54 pm

1 stop6h 37m

$344

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 6/10

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Sat 6/20

9:17 am-4:54 pm

1 stop6h 37m

$364

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 6/24

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Mon 6/29

4:25 pm-11:55 pm

1 stop6h 30m

$374

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 6/10

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Wed 6/17

9:17 am-11:10 pm

1 stop12h 53m

$377

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sun 7/12

6:00 am-9:08 am

1 stop4h 08m

Chicago Midway

Sat 7/18

9:19 am-4:58 pm

1 stop6h 39m

$384
Quickest round-trip

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 7/4

6:13 am-9:14 am

1 stop4h 01m

Chicago Midway

Wed 7/8

5:10 pm-11:53 pm

1 stop5h 43m

$400

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 6/10

6:22 pm-10:17 pm

1 stop4h 55m

Chicago Midway

Sun 6/14

9:17 am-4:54 pm

1 stop6h 37m

$424

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 Harrisburg to Chicago Midway 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 cheapest airline that flies from Harrisburg to Chicago Midway?

Delta and Allegiant Air are the most popular carriers operating from Harrisburg to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Harrisburg according to our data. Southwest is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Harrisburg to Chicago Midway Airport

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

Cheap Harrisburg to Chicago Midway Airport (MDT to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Harrisburg to Chicago Midway Airport

Fastest flight time

3h 59m

Direct flights

None
The fastest flight from Harrisburg to Chicago Midway Airport takes 3h 59m
There are no direct flights from Harrisburg to Chicago Midway Airport. There are no popular flight routes from Harrisburg to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Harrisburg to Chicago Midway Airport

  • How far is Harrisburg to Chicago Midway by plane?

    A flight from Harrisburg to Chicago Midway will travel around 574.9 mi. In terms of flight time, this usually takes a little over 3h 59m.

  • When did momondo last update prices for flights from Harrisburg Airport to Chicago Midway Airport?

    Prices for flights from Harrisburg Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Harrisburg Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Harrisburg Airport to Chicago Midway Airport?

    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 Harrisburg Airport to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Harrisburg to Chicago Midway Airport?

Best airlines flying from Harrisburg to Chicago Midway Airport

Compare and see reviews for airlines that fly from Harrisburg to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
8,449 reviews
Search Delta flights

Traveling to a place near Chicago?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Harrisburg.

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

Yes. All flights to Chicago from Harrisburg on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Harrisburg 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 Harrisburg.

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

Yes momondo offers price alerts on flights to Chicago from Harrisburg. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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