Cheap Flights to Chicago

We will find for you the most attractive offers for air travels

Cheapest Flights to Chicago

Do you want to buy a flight ticket to Chicago and are looking for good deals? Use the Planet of Hotels service, which finds and compares all possible options, helping you to choose a ticket at an affordable price from leading airways and low-cost companies. On our website, you can easily find a flight ticket to Chicago and save money. Our system searches and analyzes direct and connecting flights, offering tickets to Chicago at minimum fares. All you have to do is choose the best deal that suits you.

Briefly About Flights to Chicago

The city has 4 airports: Chicago Midway (MDW), Chicago O'Hare International (ORD), Chicago Dupage County (DPA), Chicago Rockford (RFD). 

From November to December, the ticket price is lower. But do not forget that weather conditions during this period can cause disruptions in flight schedules and ruin your travel plans. The minimum price during this period is $26. January, September, October are the most attractive for a visit — the passenger flow is at maximum, but the airfare is much higher. 

Spirit Airlines (NK), Frontier Airlines (F9), Allegiant Air, United (UA), British Airways (BA), Qantas, Sun Country Airlines (SY), Alaska Airlines (AS), American Airlines (AA), Copa (CM) and a few low-cost companies offer the lowest fares and most convenient flights. According to the statistics of our service, January, September, October, as well as Christmas and New Year's Eve dates are the most popular among users. The average price for a flight during these periods is $740.

Finding Flight Tickets to Chicago

  1. Choose the city from which you plan to start your travel.
  2. Select an arrival destination (we recommend choosing a city rather than an airport; in this case, the system will offer more options).
  3. Determine the desired departure date or a range (you can search for round-trip tickets to Chicago or only one-way flights).
  4. Select the number of passengers (if you are planning a flight with children, you must specify the number and age of passengers at the time of departure).
  5. Determine the desired travel class (economy, premium economy, business, first).
  6. Click the search button, and our system will find tickets to Chicago.

What Does the Price of Flight Tickets to Chicago Depend on?

  • The choice of the airline is the key factor in forming the ticket price. Budget carriers offer the most affordable deals and discounts on airline tickets to Chicago.
  • It is more cost-effective to book round-trip tickets to Chicago. This fare will be more favorable than two separate one-way tickets. It is more efficient to buy a one-way ticket for low-cost flights.  
  • A trip to Chicago with carry-on luggage will be the most budget option.
  • During the daytime and after 23:00, the load on the search system is lower. At this time of day, it is possible to book tickets to Chicago at a lower price.
  • The search system often offers cheap tickets to Chicago for connecting flights. 
  • The most reliable way to book a flight ticket to Chicago at the minimum fare is to do it in advance. When booking a ticket 1 day before a departure, you can save a lot of money.
  • The price of tickets to Chicago also depends on the day of the week. It is advantageous to plan a trip in the middle of the week. Most people travel on weekends, so the demand for tickets on Wednesday, Thursday, Saturday is maximum, and the cost will be higher than on Monday, Tuesday, Friday.
  • Flights at night or early in the morning are usually cheaper.
  • The cheapest tickets to Chicago are in the period from November to December. The highest fares for the flight are in January, September, October, and on New Year's dates.

Flights costs to Chicago

Check out prices for direct and connecting flights below
FLL
Th, 12 Aug
Fort Lauderdale International
Flight time - 2 h 54 min
Direct flights
2 h 54 min
Direct
ORD
Th, 12 Aug
Chicago O'Hare International
ORD
Mo, 16 Aug
Chicago O'Hare International
Flight time - 2 h 54 min
Direct flights
2 h 54 min
Direct
FLL
Mo, 16 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
FLL
Th, 19 Aug
Fort Lauderdale International
Flight time - 3 h 3 min
Direct flights
3 h 3 min
Direct
ORD
Th, 19 Aug
Chicago O'Hare International
ORD
Mo, 23 Aug
Chicago O'Hare International
Flight time - 3 h 8 min
Direct flights
3 h 8 min
Direct
FLL
Mo, 23 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
FLL
Th, 19 Aug
Fort Lauderdale International
Flight time - 3 h 0 min
Direct flights
3 h 0 min
Direct
ORD
Th, 19 Aug
Chicago O'Hare International
ORD
Sa, 21 Aug
Chicago O'Hare International
Flight time - 2 h 58 min
Direct flights
2 h 58 min
Direct
FLL
Sa, 21 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
FLL
Th, 19 Aug
Fort Lauderdale International
Flight time - 2 h 54 min
Direct flights
2 h 54 min
Direct
ORD
Th, 19 Aug
Chicago O'Hare International
ORD
Tu, 24 Aug
Chicago O'Hare International
Flight time - 2 h 56 min
Direct flights
2 h 56 min
Direct
FLL
Tu, 24 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
DFW
We, 25 Aug
Dallas Fort Worth International
Flight time - 2 h 1 min
Direct flights
2 h 1 min
Direct
ORD
We, 25 Aug
Chicago O'Hare International
ORD
Sa, 28 Aug
Chicago O'Hare International
Flight time - 2 h 3 min
Direct flights
2 h 3 min
Direct
DFW
Sa, 28 Aug
Dallas Fort Worth International
from $56

Price for 1 passenger

Find similar
FLL
Sa, 21 Aug
Fort Lauderdale International
Flight time - 2 h 51 min
Direct flights
2 h 51 min
Direct
ORD
Sa, 21 Aug
Chicago O'Hare International
ORD
Tu, 24 Aug
Chicago O'Hare International
Flight time - 2 h 53 min
Direct flights
2 h 53 min
Direct
FLL
Tu, 24 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
FLL
We, 18 Aug
Fort Lauderdale International
Flight time - 2 h 53 min
Direct flights
2 h 53 min
Direct
ORD
We, 18 Aug
Chicago O'Hare International
ORD
We, 25 Aug
Chicago O'Hare International
Flight time - 3 h 6 min
Direct flights
3 h 6 min
Direct
FLL
We, 25 Aug
Fort Lauderdale International
from $56

Price for 1 passenger

Find similar
DFW
Sa, 21 Aug
Dallas Fort Worth International
Flight time - 2 h 0 min
Direct flights
2 h 0 min
Direct
ORD
Sa, 21 Aug
Chicago O'Hare International
ORD
Sa, 28 Aug
Chicago O'Hare International
Flight time - 2 h 6 min
Direct flights
2 h 6 min
Direct
DFW
Sa, 28 Aug
Dallas Fort Worth International
from $56

Price for 1 passenger

Find similar

Cheap airline tickets to Chicago

Check out flights at the most favorable prices

Fort Lauderdale -

Chicago

Roundtrip
We, 4 Aug. - We, 11 Aug.
from$56

Dallas -

Chicago

Roundtrip
We, 25 Aug. - Sa, 28 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
We, 11 Aug. - Sa, 14 Aug.
from$56

Dallas -

Chicago

Roundtrip
Sa, 21 Aug. - Sa, 28 Aug.
from$56

Dallas -

Chicago

Roundtrip
We, 18 Aug. - Sa, 21 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
Th, 12 Aug. - Mo, 16 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
Sa, 21 Aug. - Tu, 24 Aug.
from$56

Dallas -

Chicago

Roundtrip
Tu, 17 Aug. - Sa, 21 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
We, 18 Aug. - We, 25 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
Th, 19 Aug. - Sa, 21 Aug.
from$56

Fort Lauderdale -

Chicago

Roundtrip
Th, 5 Aug. - Th, 12 Aug.
from$61

Fort Lauderdale -

Chicago

Roundtrip
Fr, 13 Aug. - Tu, 17 Aug.
from$68

Dallas -

Chicago

Roundtrip
Tu, 10 Aug. - Tu, 17 Aug.
from$68

Dallas -

Chicago

Roundtrip
Mo, 2 Aug. - Tu, 17 Aug.
from$68

Fort Lauderdale -

Chicago

Roundtrip
Fr, 20 Aug. - Mo, 23 Aug.
from$68

Fort Lauderdale -

Chicago

Roundtrip
Su, 15 Aug. - Th, 19 Aug.
from$69

Dallas -

Chicago

Roundtrip
Fr, 27 Aug. - Sa, 28 Aug.
from$69

Fort Lauderdale -

Chicago

Roundtrip
We, 25 Aug. - Mo, 30 Aug.
from$74

Burlington -

Chicago

Roundtrip
Su, 1 Aug. - Th, 5 Aug.
from$74

Minneapolis -

Chicago

Roundtrip
Su, 22 Aug. - Su, 29 Aug.
from$75

Minneapolis -

Chicago

Roundtrip
Th, 26 Aug. - Su, 29 Aug.
from$75

Minneapolis -

Chicago

Roundtrip
Fr, 27 Aug. - Su, 29 Aug.
from$75

Fort Lauderdale -

Chicago

Roundtrip
Tu, 17 Aug. - Su, 22 Aug.
from$76

Fort Lauderdale -

Chicago

Roundtrip
Tu, 10 Aug. - Tu, 17 Aug.
from$76

Flight schedules to Chicago

Choose the best route for your journey
Flight
Departure
Arrival
Route
Flights schedule
Linear Air
OSH
DPA
Oshkosh — Chicago

-

-

-

Th

-

-

-

Find similar
Linear Air
ALO
MDW
Waterloo — Chicago

Mo

-

-

-

-

-

-

Find similar
Allegiant Air
MCI
MDW
Kansas City — Chicago

-

-

-

-

-

Sa

-

Find similar
AirChoiceOne
BRL
ORD
Burlington — Chicago

-

-

-

-

-

-

Su

Find similar
Spirit Airlines
DFW
ORD
Dallas — Chicago

Mo

Tu

We

-

-

-

Su

Find similar
Frontier Airlines
DFW
ORD
Dallas — Chicago

Mo

Tu

We

-

-

-

Su

Find similar
Spirit Airlines
FLL
ORD
Fort Lauderdale — Chicago

Mo

Tu

-

-

-

-

Su

Find similar
United
FLL
ORD
Fort Lauderdale — Chicago

Mo

-

-

-

-

-

Su

Find similar
Boutique Air
IWD
ORD
Ironwood — Chicago

Mo

Tu

-

-

-

-

Su

Find similar
AirChoiceOne
JBR
ORD
Jonesboro — Chicago

-

-

-

-

-

-

Su

Find similar
Spirit Airlines
MCI
ORD
Kansas City — Chicago

-

-

-

-

-

-

Su

Find similar
United
MCI
ORD
Kansas City — Chicago

-

Tu

-

-

-

-

Su

Find similar
Sun Country Airlines
MSP
ORD
Minneapolis — Chicago

Mo

-

-

-

-

-

Su

Find similar
United
MSP
ORD
Minneapolis — Chicago

Mo

Tu

-

-

-

-

Su

Find similar
Boutique Air
MSP
ORD
Minneapolis — Chicago

-

Tu

-

-

-

-

Su

Find similar
Spirit Airlines
CMH
ORD
Columbus — Chicago

Mo

Tu

We

-

-

-

-

Find similar
United
CMH
ORD
Columbus — Chicago

Mo

Tu

We

-

-

-

-

Find similar
Sun Country Airlines
DLH
ORD
Duluth — Chicago

Mo

-

-

-

-

-

-

Find similar
Spirit Airlines
DTW
ORD
Detroit — Chicago

Mo

-

-

-

-

-

-

Find similar
United
DTW
ORD
Detroit — Chicago

Mo

-

-

-

-

-

-

Find similar
jetBlue
FLL
ORD
Fort Lauderdale — Chicago

Mo

Tu

-

-

-

-

-

Find similar
United
SPI
ORD
Springfield — Chicago

Mo

-

-

-

-

-

-

Find similar
Spirit Airlines
VLD
ORD
Valdosta — Chicago

Mo

-

-

-

-

-

-

Find similar
United
DLH
ORD
Duluth — Chicago

-

Tu

-

-

-

-

-

Find similar
United
DFW
ORD
Dallas — Chicago

-

-

We

-

-

-

-

Find similar

FAQ

How many airports are there in Chicago?

The number of airports in Chicago — 4 - Chicago Midway (MDW), Chicago O'Hare International (ORD), Chicago Dupage County (DPA), Chicago Rockford (RFD).

What month is the cheapest to book a ticket to Chicago?

The cheapest month for flying to Chicago is July.

Which flights to Chicago are the cheapest?

The cheapest flights to Chicago are Dallas Fort Worth International → Chicago ($26), Houston George Bush Intercntl. → Chicago ($27), Austin-Bergstrom → Chicago ($29), New Orleans Louis Armstrong → Chicago ($29), Denver International → Chicago ($29).

How many days before a departure will the tickets to Chicago be the cheapest?

As a rule, you can buy cheap tickets to Chicago 1 day before departure.

On what day of the week is it the cheapest to fly to Chicago?

The most beneficial day for flying to Chicago is Friday. The most expensive day is Saturday.

How much does a ticket to Chicago cost?

Airplane ticket prices to Chicago start at $26.

Which airport is more convenient to fly to in Chicago?

The distance from the city center to the airport is Chicago Midway - 14.9 km, Chicago O'Hare International - 25.38 km, Chicago Dupage County - 51.33 km, Chicago Rockford - 126.25 km.

How many airlines perform flights to Chicago?

Airplanes of 38 airlines from 148 airports fly to Chicago.

Which airlines operate flights to Chicago?

Airplanes of Frontier Airlines (F9), Spirit Airlines (NK) are the most frequent ones flying to Chicago.

How many direct flights are performed to Chicago?

Every week, there are 119 direct flights to Chicago.

From which cities are the most frequent flights to Chicago?

The most popular flights to Chicago are from Tampa, San Diego, Minneapolis, Austin, Dallas.

How long does a flight to Chicago last?

The flight duration depends on the departure airport. Here are some examples of flight durations on the most popular destinations: Tampa - Chicago: 2 h 25 min, San Diego - Chicago: 4 h 10 min, Minneapolis - Chicago: 0 h 50 min, Austin - Chicago: 2 h 21 min, Dallas - Chicago: 2 h 19 min

With which cities does Chicago have direct flight connections?

Direct flights are available from Chicago to Tampa, Detroit, Denver, Minneapolis, Dallas, Austin, Phoenix, San Diego, Cincinnati, Orlando.

Hotels in Chicago

Plan your trip in advance — choose the best hotel in Chicago
image
MainStay Suites
from $66
image
Best Western Plus Anaheim Inn
from $189
image
Yellowstone West Gate Hotel
from $160
image
Residence Inn Boston Downtown/South End
from $124
image
The Westin Copley Place, Boston
from $161
image
Wyndham Garden Fort Walton Beach Destin
from $132
image
Hotel Beacon
from $150
image
Park Terrace Hotel on Bryant Park
from $185
image
Microtel Inn by Wyndham Long Island City
from $60
image
Drury Plaza Hotel Nashville Downtown
from $124
image
Overton Hotel and Conference Center
from $102
image
Baymont by Wyndham Odessa
from $73