Cheap flights from Chicago

View AU$91 flight on Mon, 9 Feb 2026Opens in a new window

Popular airlines from Chicago

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

  • Frontier Airlines

    Frontier Airlines

  • Spirit Airlines

    Spirit Airlines

  • Southwest Airlines

    Southwest Airlines

  • Alaska Airlines

    Alaska Airlines

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 9 Jan - Sun, 11 Jan
ORD
Chicago
DFW
Dallas
AU$182 Return, found 3 days ago
AU$182
Return
found 3 days ago
Select American Airlines flight, departing Fri, 9 Jan from Chicago to Dallas, returning Sun, 11 Jan, priced at AU$182 found 3 days ago
American Airlines
Sun, 11 Jan - Sat, 17 Jan
ORD
Chicago
MCO
Orlando
AU$211 Return, found 18 hours ago
AU$211
Return
found 18 hours ago
Select American Airlines flight, departing Sun, 11 Jan from Chicago to Orlando, returning Sat, 17 Jan, priced at AU$211 found 18 hours ago
American Airlines
Sat, 10 Jan - Sat, 17 Jan
ORD
Chicago
MCO
Orlando
AU$214 Return, found 4 days ago
AU$214
Return
found 4 days ago
Select American Airlines flight, departing Sat, 10 Jan from Chicago to Orlando, returning Sat, 17 Jan, priced at AU$214 found 4 days ago
American Airlines
Fri, 9 Jan - Mon, 12 Jan
ORD
Chicago
DEN
Denver
AU$242 Return, found 4 days ago
AU$242
Return
found 4 days ago
Select American Airlines flight, departing Fri, 9 Jan from Chicago to Denver, returning Mon, 12 Jan, priced at AU$242 found 4 days ago
American Airlines
Mon, 12 Jan - Tue, 20 Jan
ORD
Chicago
MIA
Miami
AU$242 Return, found 2 days ago
AU$242
Return
found 2 days ago
Select American Airlines flight, departing Mon, 12 Jan from Chicago to Miami, returning Tue, 20 Jan, priced at AU$242 found 2 days ago
American Airlines
Mon, 12 Jan - Tue, 20 Jan
ORD
Chicago
FLL
Fort Lauderdale
AU$258 Return, found 2 days ago
AU$258
Return
found 2 days ago
Select American Airlines flight, departing Mon, 12 Jan from Chicago to Fort Lauderdale, returning Tue, 20 Jan, priced at AU$258 found 2 days ago
Delta
Fri, 9 Jan - Sun, 11 Jan
MDW
Chicago
DFW
Dallas
AU$274 Return, found 3 days ago
AU$274
Return
found 3 days ago
Select Delta flight, departing Fri, 9 Jan from Chicago to Dallas, returning Sun, 11 Jan, priced at AU$274 found 3 days ago
United
Fri, 9 Jan - Sun, 11 Jan
ORD
Chicago
DFW
Dallas
AU$291 Return, found 3 days ago
AU$291
Return
found 3 days ago
Select United flight, departing Fri, 9 Jan from Chicago to Dallas, returning Sun, 11 Jan, priced at AU$291 found 3 days ago
Alaska Airlines
Sun, 25 Jan - Fri, 30 Jan
ORD
Chicago
LAS
Las Vegas
AU$304 Return, found 17 hours ago
AU$304
Return
found 17 hours ago
Select Alaska Airlines flight, departing Sun, 25 Jan from Chicago to Las Vegas, returning Fri, 30 Jan, priced at AU$304 found 17 hours ago
Hawaiian Airlines
Wed, 25 Feb - Sat, 28 Feb
ORD
Chicago
PHX
Phoenix
AU$305 Return, found 4 days ago
AU$305
Return
found 4 days ago
Select Hawaiian Airlines flight, departing Wed, 25 Feb from Chicago to Phoenix, returning Sat, 28 Feb, priced at AU$305 found 4 days ago

Black Friday Sale

Save up to 40% on select hotels
Book now

Flights from Chicago: Essential Travel Information

Cheapest flight from Chicago
AU$182 (roundtrip)
Best airlines to fly from Chicago
American Airlines, Delta, United, Alaska Airlines, Hawaiian Airlines
Cheapest month to fly from Chicago
January
Chicago IATA code
CHI
Chicago Country/State
Illinois
Airline ticket deals from Chicago
AU$182 - AU$305

Explore a world of travel with Expedia

*Available to Expedia members.