Cheap Flights to Chicago Starting at $45

Helping travelers to find the best flight offers

Cheapest air tickets to Chicago

You will find the cheapest flights to Chicago down below. Airfare prices are sorted by date and are shown for the next few days, but not more than for a month. This is a great opportunity for people who can spontaneously decide to travel!

Chicago city image
Atlanta โ€” ChicagoATL โ€” CHI

08/14/2025

Departure

Direct flight

Spirit Airlines

NK2494

Starting at $53

Chicago city image
Baltimore โ€” ChicagoBWI โ€” CHI

08/24/2025

Departure

Direct flight

Spirit Airlines

NK2072

Starting at $51

Chicago city image
Fort Myers โ€” ChicagoFMY โ€” CHI

08/28/2025

Departure

Direct flight

Spirit Airlines

NK2474

Starting at $46

Chicago city image
New York โ€” ChicagoNYC โ€” CHI

08/30/2025

Departure

1 transfer

Spirit Airlines

NK2374

Starting at $46

Chicago city image
Miami โ€” ChicagoMIA โ€” CHI

09/06/2025

Departure

Direct flight

Spirit Airlines

NK1530

Starting at $46

Chicago city image
Fort Lauderdale โ€” ChicagoFLL โ€” CHI

09/07/2025

Departure

Direct flight

Spirit Airlines

NK2

Starting at $46

Chicago city image
Detroit โ€” ChicagoDTT โ€” CHI

09/10/2025

Departure

Direct flight

Southwest Airlines

WN3618

Starting at $50

Chicago city image
Minneapolis โ€” ChicagoMSP โ€” CHI

09/16/2025

Departure

Direct flight

American Airlines

AA4453

Starting at $53

Chicago city image
Las Vegas โ€” ChicagoLAS โ€” CHI

09/26/2025

Departure

Direct flight

Allegiant Air

G43300

Starting at $45

Chicago city image
Boston โ€” ChicagoBOS โ€” CHI

12/25/2025

Departure

Direct flight

JetBlue Airways

B6311

Starting at $47

Direct flights airfares to Chicago

The best way to travel to Chicago is by direct flight. The cost of an air ticket for direct flight to Chicago depends on many factors and changes every day. When looking up the prices for you we take into consideration all possible factors such as trip class (business or economy), date and time of departure and arrival, airport of departure and arrival and of cource airline you are traveling with.

Chicago city image
Baltimore โ€” ChicagoBWI โ€” CHI

08/24/2025

Departure

Direct flight

Spirit Airlines

NK2072

Starting at $51

Chicago city image
Orlando โ€” ChicagoORL โ€” CHI

08/25/2025

Departure

Direct flight

Frontier Airlines

F93853

Starting at $54

Chicago city image
Denver โ€” ChicagoDEN โ€” CHI

08/26/2025

Departure

Direct flight

Frontier Airlines

F93174

Starting at $50

Chicago city image
Fort Myers โ€” ChicagoFMY โ€” CHI

08/28/2025

Departure

Direct flight

Spirit Airlines

NK2474

Starting at $46

Chicago city image
Myrtle Beach โ€” ChicagoMYR โ€” CHI

08/31/2025

Departure

Direct flight

Spirit Airlines

NK2074

Starting at $53

Chicago city image
Miami โ€” ChicagoMIA โ€” CHI

09/06/2025

Departure

Direct flight

Spirit Airlines

NK1530

Starting at $46

Chicago city image
Fort Lauderdale โ€” ChicagoFLL โ€” CHI

09/07/2025

Departure

Direct flight

Spirit Airlines

NK2

Starting at $46

Chicago city image
Las Vegas โ€” ChicagoLAS โ€” CHI

09/26/2025

Departure

Direct flight

Allegiant Air

G43300

Starting at $45

Chicago city image
New York โ€” ChicagoNYC โ€” CHI

10/22/2025

Departure

Direct flight

Frontier Airlines

F91043

Starting at $57

Chicago city image
Boston โ€” ChicagoBOS โ€” CHI

12/25/2025

Departure

Direct flight

JetBlue Airways

B6311

Starting at $48

Airlines flying to Chicago

Here is the list of top airlines flying to Chicago. You can follow the link to airline's dedicated page to see more information about it as well as its trending and cheapest flights

Frontier Airlines
Frontier Airlines

Starting at $14

Spirit Airlines
Spirit Airlines

Starting at $71

American Airlines
American Airlines

Starting at $82

Alaska Airlines
Alaska Airlines

Starting at $88

Southwest Airlines
Southwest Airlines

Starting at $107

Porter Airlines
Porter Airlines

Starting at $120

Allegiant Air
Allegiant Air

Starting at $132

Volaris
Volaris

Starting at $150

VivaAerobus
VivaAerobus

Starting at $204

Envoy Air
Envoy Air

Starting at $245

JetBlue Airways
JetBlue Airways

Starting at $254

Air Serbia
Air Serbia

Starting at $317

Chicago airports

In this section you will be able to compare airfares to Chicago airports. There is an information about minimum and avarage price and airlines flying to airports

RFD
Chicago Rockford International Airport
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average
PWK
Chicago Executive Airport
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average
ORD
O'Hare International Airport
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average
MDW
Chicago Midway International Airport
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average
DPA
DuPage Airport
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average
CGX
Merrill C Meigs
Not enough data :(Airlines flying to this airport
Unknown
Starting at
Unknown
on average

Special offers and sales on air tickets to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.