Cheap Flights from Philadelphia, PA to Chicago, IL from $66

One way Round trip

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On Cheapflightsplus.com you will find 16 direct and 512 connecting flights from Philadelphia to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $66, book and save on cheap plane tickets and last minute offers. Also check out PHL-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Philadelphia to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $66 (one-way), $113 (round-trip).

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Best Flights from Philadelphia to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Philadelphia to Chicago with the lowest price of $66. The fastest direct flight takes 2h 11m and the fastest connecting – 3h 55m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $66 Find flight	12:47 Philadelphia Philadelphia Int.	13:58 Chicago Midway	2h 11m	Frontier Airlines	F91617
from $90 Find flight	20:39 Philadelphia Philadelphia Int.	22:15 Chicago O'Hare International	2h 36m	Frontier Airlines	F92113
from $127 Find flight	15:39 Philadelphia Philadelphia Int.	17:01 Chicago O'Hare International	2h 22m	Frontier Airlines	F92111
from $128 Find flight	06:30 Philadelphia Philadelphia Int.	07:52 Chicago O'Hare International	2h 22m	United Airlines	UA1659
from $162 Find flight	06:25 Philadelphia Philadelphia Int.	07:49 Chicago O'Hare International	2h 24m	United Airlines	UA1971
from $195 Find flight	12:25 Philadelphia Philadelphia Int.	13:49 Chicago O'Hare International	2h 24m	United Airlines	UA2226
from $470 Find flight	06:41 Philadelphia Philadelphia Int.	08:05 Chicago O'Hare International	2h 24m	United Airlines	UA1857
from $75 Find flight	20:44 Philadelphia Philadelphia Int.	08:04+1 день Chicago O'Hare International	12h 20m layover 6h 28m - Orlando	Spirit Airlines	NK581 NK568
from $97 Find flight	09:00 Philadelphia Philadelphia Int.	18:43 Chicago O'Hare International	10h 43m layover 4h 49m - Orlando	Spirit Airlines	NK3161 NK506
from $98 Find flight	07:19 Philadelphia Philadelphia Int.	20:56 Chicago O'Hare International	14h 37m layover 5h 19m - Las Vegas	Frontier Airlines	F91601 F92146
from $98 Find flight	12:29 Philadelphia Philadelphia Int.	18:43 Chicago O'Hare International	7h 14m layover 1h 24m - Orlando	Spirit Airlines	NK321 NK506
from $98 Find flight	12:29 Philadelphia Philadelphia Int.	19:58 Chicago O'Hare International	8h 29m layover 2h 37m - Orlando	Spirit Airlines	NK321 NK1109
from $99 Find flight	11:49 Philadelphia Philadelphia Int.	16:35 Chicago O'Hare International	5h 46m layover 1h 46m - Raleigh	Frontier Airlines	F91517 F93351
from $99 Find flight	15:55 Philadelphia Philadelphia Int.	00:25+1 день Chicago O'Hare International	9h 30m layover 3h 27m - Tampa	Frontier Airlines	F92339 F92317
from $100 Find flight	18:47 Philadelphia Philadelphia Int.	00:20+1 день Chicago O'Hare International	6h 33m layover 0h 50m - Orlando	Frontier Airlines	F93855 F92791
from $100 Find flight	07:00 Philadelphia Philadelphia Int.	16:40 Chicago O'Hare International	10h 40m layover 6h 40m - Raleigh	Frontier Airlines	F92059 F93351

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 30, 2025

Flight Schedule Philadelphia (Pennsylvania) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Philadelphia to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
06:25 — 07:49	06:25 — 07:49 UA1971 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$162
06:30 — 07:52	06:30 — 07:52 UA1659 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$128
06:30 — 07:54	06:30 — 07:54 UA2011 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$129
06:30 — 07:52	06:30 — 07:52 UA1945 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$130
06:41 — 08:05	06:41 — 08:05 UA1857 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$470
10:10 — 11:32	10:10 — 11:32 UA622 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$128
12:25 — 13:49	12:25 — 13:49 UA2226 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$195
12:47 — 13:58	12:47 — 13:58 F91617 Frontier Airlines Philadelphia — Chicago	2h 11m	Find flight from$66
12:50 — 14:12	12:50 — 14:12 UA511 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$128
12:50 — 14:14	12:50 — 14:14 UA2394 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$138
15:39 — 17:01	15:39 — 17:01 F92111 Frontier Airlines Philadelphia — Chicago	2h 22m	Find flight from$127
17:03 — 18:25	17:03 — 18:25 UA308 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$128
18:27 — 19:55	18:27 — 19:55 UA706 United Airlines Philadelphia — Chicago	2h 28m	Find flight from$130
18:31 — 19:55	18:31 — 19:55 UA2665 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$478
18:52 — 20:17	18:52 — 20:17 UA2378 United Airlines Philadelphia — Chicago	2h 25m	Find flight from$129
20:39 — 22:15	20:39 — 22:15 F92113 Frontier Airlines Philadelphia — Chicago	2h 36m	Find flight from$90
05:30 — 13:47	05:40 — 08:01 F92551 Frontier Airlines Philadelphia — Atlanta 4h 59m stop 13:08 — 14:10 F92291 Frontier Airlines Atlanta — Chicago	9h 17m including layover	Find flight from$122
05:40 — 10:22	05:40 — 08:01 F92551 Frontier Airlines Philadelphia — Atlanta 1h 1m stop 09:02 — 10:22 F91441 Frontier Airlines Atlanta — Chicago	5h 42m including layover	Find flight from$110
06:00 — 00:10 +1 day	05:15 — 07:54 F92415 Frontier Airlines Philadelphia — Orlando 13h 17m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	19h 10m including layover	Find flight from$106
06:15 — 23:43	06:15 — 08:37 F93339 Frontier Airlines Philadelphia — Denver 11h 36m stop 20:22 — 23:52 F93174 Frontier Airlines Denver — Chicago	18h 28m including layover	Find flight from$110
07:00 — 16:40	06:39 — 08:13 F92059 Frontier Airlines Philadelphia — Raleigh 6h 40m stop 15:38 — 17:08 F93351 Frontier Airlines Raleigh — Chicago	10h 40m including layover	Find flight from$100
07:19 — 20:56	08:00 — 10:48 F91601 Frontier Airlines Philadelphia — Las Vegas 5h 19m stop 23:22 — 05:01 F92146 Frontier Airlines Las Vegas — Chicago	14h 37m including layover	Find flight from$98
08:00 — 22:37	08:00 — 10:52 F91473 Frontier Airlines Philadelphia — Tampa 10h 3m stop 20:49 — 22:41 F93899 Frontier Airlines Tampa — Chicago	15h 37m including layover	Find flight from$122
08:38 — 00:20 +1 day	08:38 — 11:26 F91807 Frontier Airlines Philadelphia — Orlando 10h 51m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	16h 42m including layover	Find flight from$106
09:00 — 18:43	18:47 — 21:31 NK3161 Spirit Airlines Philadelphia — Orlando 4h 49m stop 16:33 — 18:43 NK506 Spirit Airlines Orlando — Chicago	10h 43m including layover	Find flight from$97
09:00 — 19:58	18:47 — 21:31 NK3161 Spirit Airlines Philadelphia — Orlando 6h 2m stop 17:46 — 19:58 NK1109 Spirit Airlines Orlando — Chicago	11h 58m including layover	Find flight from$97
11:49 — 16:35	11:49 — 13:21 F91517 Frontier Airlines Philadelphia — Raleigh 1h 46m stop 15:38 — 17:08 F93351 Frontier Airlines Raleigh — Chicago	5h 46m including layover	Find flight from$99
12:29 — 18:43	12:29 — 15:09 NK321 Spirit Airlines Philadelphia — Orlando 1h 24m stop 16:33 — 18:43 NK506 Spirit Airlines Orlando — Chicago	7h 14m including layover	Find flight from$98
13:02 — 00:10 +1 day	13:02 — 15:21 F93265 Frontier Airlines Philadelphia — Denver 5h 10m stop 20:31 — 00:10 F93172 Frontier Airlines Denver — Chicago	12h 8m including layover	Find flight from$105
13:02 — 20:53	06:40 — 09:01 F93265 Frontier Airlines Philadelphia — Denver 1h 56m stop 20:55 — 00:21 F92210 Frontier Airlines Denver — Chicago	8h 51m including layover	Find flight from$116
15:20 — 07:39 +1 day	16:29 — 19:11 F92505 Frontier Airlines Philadelphia — Orlando 11h 42m stop 18:20 — 20:17 F93853 Frontier Airlines Orlando — Chicago	17h 19m including layover	Find flight from$109
15:55 — 00:25 +1 day	18:05 — 20:54 F92339 Frontier Airlines Philadelphia — Tampa 3h 27m stop 20:25 — 22:29 F92317 Frontier Airlines Tampa — Chicago	9h 30m including layover	Find flight from$99
16:03 — 22:37	16:03 — 18:47 F94807 Frontier Airlines Philadelphia — Tampa 2h 2m stop 20:49 — 22:37 F93899 Frontier Airlines Tampa — Chicago	7h 34m including layover	Find flight from$117
16:32 — 23:31	16:29 — 19:11 F92505 Frontier Airlines Philadelphia — Orlando 1h 54m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	7h 59m including layover	Find flight from$124
18:30 — 23:21	18:21 — 21:00 F91101 Frontier Airlines Philadelphia — Atlanta 1h 6m stop 22:05 — 23:29 F91595 Frontier Airlines Atlanta — Chicago	5h 51m including layover	Find flight from$104
18:47 — 00:20 +1 day	18:47 — 21:27 F93855 Frontier Airlines Philadelphia — Orlando 50m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	6h 33m including layover	Find flight from$100
19:10 — 00:10 +1 day	18:54 — 21:19 F91101 Frontier Airlines Philadelphia — Atlanta 1h 13m stop 22:43 — 23:59 F93397 Frontier Airlines Atlanta — Chicago	6h including layover	Find flight from$124
20:44 — 08:04 +1 day	20:44 — 23:32 NK581 Spirit Airlines Philadelphia — Orlando 6h 28m stop 06:00 — 08:04 NK568 Spirit Airlines Orlando — Chicago	12h 20m including layover	Find flight from$75
22:29 — 06:55 +1 day	22:59 — 01:45 F94169 Frontier Airlines Philadelphia — Orlando 3h 53m stop 14:15 — 16:15 F93853 Frontier Airlines Orlando — Chicago	9h 26m including layover	Find flight from$105
22:29 — 08:07 +1 day	22:59 — 01:45 F94169 Frontier Airlines Philadelphia — Orlando 5h 9m stop 12:43 — 14:58 F93043 Frontier Airlines Orlando — Chicago	10h 38m including layover	Find flight from$130

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on July 30, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Philadelphia to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Philadelphia and Chicago is 1064 miles. Time difference between the cities is 1h. Airplanes depart 05:01 to 22:59 from 4 Philadelphia airports and arrive 05:01 to 22:59 to 7 Chicago airports. Average flight time is 2h 24m.

The fastest flight 2h 11m
Average flight time 2h 24m
The earliest flight 05:01
The latest flight 22:59
Distance 662 ml

The cheapest months to travel to Chicago are august (from 66 $), april (from 75 $), july (from 75 $).

The most expensive months are december (from 138 $), january (from 138 $), september (from 109 $).

What is the lowest airfare Philadelphia to Chicago?

The cheapest plane ticket found by our users is $66. This airfare is for economy class on one-way F91617 flight by Frontier Airlines for August 15, 2025 which leaves Philadelphia Int. in Philadelphia at 12:47 am and arrives at Chicago Midway at 13:58.

Economy class

$66

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Business class

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First class

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Popular Airlines on the Route

The flight Philadelphia — Chicago is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 73 departures per week at the price of from $ 66 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5042.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is F91617 by Frontier Airlines takes 2h 11m and the cheapest is F91617 by Frontier Airlines for $66.

F9 - Frontier Airlines

from $66

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UA - United Airlines

from $128

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Connecting Flights

There are 512 flights with layovers on the route. The fastest connecting flight is AS4440 by Alaska Airlines takes 3h 55m and the cheapest is F91617 by Frontier Airlines for $75.

F9 - Frontier Airlines

from $98

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AS - Alaska Airlines

from $253

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SY - Sun Country Airlines

from $157

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HA - Hawaiian Airlines

from $282

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UA - United Airlines

from $202

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NK - Spirit Airlines

from $75

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Airports

You can fly from Philadelphia to Chicago from 4 airports (Philadelphia Int., North Philadelphia, Mustin Alf, Philadelphia Sea Plane Base).

Philadelphia airports

Philadelphia Int.-PHL

from $66
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North Philadelphia-PNE

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Mustin Alf-MUV

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Philadelphia Sea Plane Base-PSQ

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Philadelphia by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Philadelphia

You may also consider searching for discounted plane tickets to some other popular places from Philadelphia within United States.

Philadelphia — Orlando

from $62

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Philadelphia — Boston

from $54

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Philadelphia — Miami

from $78

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Philadelphia — Chicago

from $79

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Philadelphia — Atlanta

from $60

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Philadelphia — Denver

from $78

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Philadelphia — Las Vegas

from $64

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Philadelphia — Nashville

from $70

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Philadelphia — Houston

from $62

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Philadelphia — Charleston

from $64

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Top International Destinations from Philadelphia

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Philadelphia — Punta Cana

from $79

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Philadelphia — Rome

from $63

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Philadelphia — Paris

from $70

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Philadelphia — Dublin

from $67

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Philadelphia — San Juan

from $54

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Philadelphia — Aruba

from $63

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Philadelphia — Montreal

from $70

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Philadelphia — Amsterdam

from $79

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Philadelphia — Vancouver

from $69

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Philadelphia — Madrid

from $74

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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