Cheap Flights From Chicago to Anywhere
Search scope: from Chicago (ORD, MDW) to anywhere, any dates in the next 12 months, 2-17 nights, 1 adult, no additional filters.
Last updated: Apr 09, 2026 08:07 PM UTC
Current Cheapest Fares by Destination
| From | Destination | Current Cheapest | Cheapest Ever Found | Book |
|---|---|---|---|---|
| Chicago (ORD, MDW) |
New York (EWR)
|
$56 |
$56
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Dallas (DFW)
|
$56 |
$56
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Denver (DEN)
|
$56 |
$56
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Houston (IAH)
|
$56 |
$56
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Fort Lauderdale (FLL)
|
$56 |
$56
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Atlanta (ATL)
|
$62 |
$62
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Toronto (YTZ)
|
$157 |
$157
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Minneapolis (MSP)
|
$345 |
$345
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Lisbon (LIS)
|
$686 |
$686
First recorded price
|
View deal |
| Chicago (ORD, MDW) |
Madrid (MAD)
|
$1032 |
$1032
First recorded price
|
View deal |
FAQ: Flights From Chicago
Each row shows the current cheapest fare we found for that destination using this page's fixed filters.
Cheapest Ever Found is the lowest historical price we have recorded for that route in our flight deal history.
This page refreshes on-demand and is cached for up to 60 minutes to keep results current and stable.