Find cheap flights to Chicago

Fri 10/19
Fri 10/26
Any month
Compare vs. momondo |

When is the best time to fly to Chicago?

+120%
+80%
+40%
Base
Price
148 - 319 USD
Temperature
30 - 82 °F
Precipitation
2 - 6 inches

On average, you’re most likely to get the best airfare deals, if you book 56 days in advance. The most expensive day to book is typically on the day that you’re planning to fly.

For the lowest prices on airfare, the best day of the week to fly is on Tuesdays and the worst is on Saturdays. Flying on a Tuesday also means a short week on your return if you have to head straight to work on Wednesday.

For the best time of the day to fly, evenings flights (from after sunset until sunrise) are usually cheaper than morning flights. Your time of arrival depends on your destination, so while we can’t be sure if you’ll lose or gain time, flying in the evening can save you money.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
American Airlines
American Airlines
BOS
23 Oct
Boston Logan International airport
2h 49m
ORD
Chicago O'Hare International airport
American Airlines
ORD
24 Oct
Chicago O'Hare International airport
2h 19m
BOS
Boston Logan International airport
83$
United Airlines
United Airlines
BOS
04 Nov
Boston Logan International airport
2h 46m
ORD
Chicago O'Hare International airport
United Airlines
ORD
07 Nov
Chicago O'Hare International airport
2h 30m
BOS
Boston Logan International airport
89$
Spirit Airlines
Spirit Airlines
BOS
30 Oct
Boston Logan International airport
2h 49m
ORD
Chicago O'Hare International airport
Spirit Airlines
ORD
06 Nov
Chicago O'Hare International airport
2h 30m
BOS
Boston Logan International airport
94$

Which airlines operate flights to Chicago?

While low cost carriers are the cheapest, don’t forget that the fares often do not include checked baggage, meals, or drinks. Take a look at our estimated additional fees in your search results to get an idea of how much extra you may have to pay.


Airports near Chicago

Below you will find all the airports in Chicago along with the distance from the city center
Chicago Midway
9 mi from city center
Chicago O'Hare International
15 mi from city center

Quick facts about Chicago

Time, currency, and the basics — see the local time and get an idea of how much money you will spend on the basics in Chicago
Local time
Currency
US Dollar
Beer
Domestic Beer (.5 liter)
1.86 USD
Food
Inexpensive restaurant
13 USD
Public transport
One-way ticket
2.34 USD

Start planning your trip to Chicago


Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration