Find cheap flights to Chicago

Find cheap flights to Chicago

Round-trip
Economy
From?
Chicago All airports
Fri 7/10
Fri 7/17
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

February Best time to beat the crowds with an average 3% drop in price.

High season

December Most popular time to fly with an average 6% increase in price.

Average price of a round-trip

$227 (avg. price over the last 2 weeks)

Good deal for a round-trip

$134 or less

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From New York $125, from Boston Logan Intl $134, from Los Angeles $152
  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be June and July. The cheapest month to fly to Chicago is February.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • When purchasing flights to Chicago, travelers have two main airport options: the larger and newer O’Hare International Airport (ORD) and the more budget-friendly Midway International Airport (MDW). O’Hare is located on the northwest side of Chicago and offers direct flights to over 200 destinations across the world. Once known as the “busiest square mile in the world”, Midway is now predominantly serviced by low-cost airlines.
  • For those yogi travelers out there, Midway International Airport has yoga rooms ready for your vinyasas. Located in Concourse C, it is open daily from 6:00 a.m. to 10:00 p.m. and has complimentary mats available for your use.
  • “The "Kids on the Fly" (KOTF) exhibit at O’Hare International Airport is an educational and excitement-filled place for kids and parents to relax and have a bit of a fun before or after their flight.
  • If you are looking at flights to Chicago, an alternative to ORD and MDW is the Gary/Chicago International Airport (GYY). Technically just outside Gary, Indiana, the airport is actually only 30 minutes away from downtown Chicago and provides another option for travelers to consider.
  • Public transit in Chicago conveniently links up directly with both O’Hare International Airport and Midway International Airport. For O’Hare, the CTA Blue Line is located right within the airport and will get you to downtown Chicago in around 40 minutes while costing you about $5. At Midway, the CTA Orange Line can be found within the airport and will take around 20 minutes to get you downtown and will cost around $3.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Chicago flights

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How to get to the Loop from Chicago’s airports?

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Top airline flying to Chicago

Scores according to KAYAK customer reviews

7.2
Allegiant Air
Overall score based on 1,918 reviews
7.7
Boarding
7.0
Comfort
8.2
Crew
6.2
Entertainment
6.4
Food
Airline reviews
Read more about Allegiant Air

Book Cheap Chicago Plane Tickets (Round-trip)

Airports
Origin
Baltimore
$164
only
$164
Atlanta
$144
only
$144
Phoenix
$95
only
$95
Boston
$141
only
$141
Destination
Chicago
$95
only
$95
Sun, Aug 2
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Wed, Aug 12
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 18m
Trip: 11 days
Based on null reviews
Thu, Jul 30
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
28h 09m
Sun, Aug 2
RFD
Chicago Greater Rockford
BOS
Boston Logan Airport
21h 33m
Trip: 4 days
Based on null reviews
Sun, Aug 2
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Fri, Aug 7
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 28m
Trip: 6 days
Based on null reviews
Thu, Jul 30
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Wed, Aug 12
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 18m
Trip: 14 days
Based on null reviews
Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
12h 08m
Sun, Aug 16
RFD
Chicago Greater Rockford
ATL
Hartsfield-Jackson Atlanta Airport
15h 12m
Trip: 5 days
Based on null reviews
Wed, Jul 15
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 09m
Fri, Jul 17
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 28m
Trip: 3 days
Based on null reviews
Fri, Jul 24
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
14h 22m
Wed, Jul 29
RFD
Chicago Greater Rockford
ATL
Hartsfield-Jackson Atlanta Airport
23h 53m
Trip: 6 days
Based on null reviews
Wed, Jul 22
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 09m
Wed, Jul 29
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 15m
Trip: 8 days
Based on null reviews
Sat, Jul 18
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
15h 06m
Sun, Jul 26
RFD
Chicago Greater Rockford
BOS
Boston Logan Airport
21h 33m
Trip: 9 days
Based on null reviews
Wed, Jul 15
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 09m
Wed, Jul 22
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 15m
Trip: 8 days
Based on null reviews
Mon, Aug 3
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
14h 04m
Thu, Aug 6
RFD
Chicago Greater Rockford
ATL
Hartsfield-Jackson Atlanta Airport
10h 12m
Trip: 4 days
Based on null reviews
Sun, Aug 2
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Fri, Aug 7
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
14h 11m
Trip: 6 days
Based on null reviews
Fri, Jul 24
BWI
Baltimore/Washington Airport
RFD
Chicago Greater Rockford
10h 19m
Sun, Aug 2
RFD
Chicago Greater Rockford
BWI
Baltimore/Washington Airport
20h 24m
Trip: 10 days
Based on null reviews
Sun, Aug 16
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
21h 54m
Mon, Aug 31
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 18m
Trip: 16 days
Based on null reviews
Tue, Jul 28
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
25h 03m
Sun, Aug 2
RFD
Chicago Greater Rockford
BOS
Boston Logan Airport
21h 33m
Trip: 6 days
Based on null reviews
Wed, Sep 2
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
13h 14m
Fri, Sep 4
RFD
Chicago Greater Rockford
ATL
Hartsfield-Jackson Atlanta Airport
24h 08m
Trip: 3 days
Based on null reviews
Sun, Jul 19
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Mon, Jul 20
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 28m
Trip: 2 days
Based on null reviews
Fri, Jul 17
BWI
Baltimore/Washington Airport
RFD
Chicago Greater Rockford
15h 39m
Sun, Jul 19
RFD
Chicago Greater Rockford
BWI
Baltimore/Washington Airport
20h 21m
Trip: 3 days
Based on null reviews
Thu, Jul 30
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Mon, Aug 10
RFD
Chicago Greater Rockford
AZA
Phoenix-Mesa Gateway
3h 28m
Trip: 12 days
Based on null reviews
Mon, Aug 10
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
9h 10m
Sun, Aug 16
RFD
Chicago Greater Rockford
ATL
Hartsfield-Jackson Atlanta Airport
15h 12m
Trip: 7 days
Based on null reviews
Show more results

Book Cheap Chicago Plane Tickets (One-way)

Airports
Origin
Baltimore
$72
only
$72
Atlanta
$60
only
$60
Phoenix
$52
only
$52
Nashville
$77
only
$77
Boston
$60
only
$60
Destination
Chicago
$52
only
$52
Sun, Aug 2
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Sat, Aug 8
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
26h 14m
Based on null reviews
Thu, Aug 13
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Wed, Jul 29
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
17h 40m
Based on null reviews
Wed, Jul 29
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
15h 06m
Based on null reviews
Sun, Jul 26
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Sat, Jul 25
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
13h 51m
Based on null reviews
Sun, Aug 9
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Thu, Aug 13
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
23h 27m
Based on null reviews
Wed, Jul 15
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 09m
Based on null reviews
Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
37h 31m
Based on null reviews
Sun, Aug 2
BNA
Nashville Airport
RFD
Chicago Greater Rockford
22h 21m
Based on null reviews
Sat, Jul 11
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
15h 06m
Based on null reviews
Wed, Aug 19
BWI
Baltimore/Washington Airport
RFD
Chicago Greater Rockford
33h 13m
Based on null reviews
Fri, Oct 2
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 06m
Based on null reviews
Thu, Aug 13
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
22h 50m
Based on null reviews
Sun, Jul 19
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Sat, Jul 11
ATL
Hartsfield-Jackson Atlanta Airport
RFD
Chicago Greater Rockford
13h 51m
Based on null reviews
Sun, Jul 12
AZA
Phoenix-Mesa Gateway
RFD
Chicago Greater Rockford
3h 32m
Based on null reviews
Sun, Aug 16
BOS
Boston Logan Airport
RFD
Chicago Greater Rockford
27h 25m
Based on null reviews
Show more results
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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