-42% vs ref.United States
Chicago
Delhi (DEL)Chicago (CHI)
Departure
Return
Observed fare€557return
Flare reference€957
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare
Picture your next escape
Cheap flights to Chicago
from €277one-way
Compare 7 flight options to Chicago from 7 departure airports.
Lowest fare spotted: €277, one-way, MAD → CHI, 22 Oct 2026. Confirm dates, bags and the final price before booking.
Compare all 7 currently covered destinations in United States.
7flight options spotted
7departure airports
1direct flight options
6return flight options
Compare flights to Chicago
Updated Fri, 16 Oct 2026 00:17 UTC · departures observed from 22 Oct 2026 to 1 Jun 2027 · sorted by measured drop.
Filter this selection
Filters apply to the offers displayed on this page. Explore all departure cities
The linked offer is hidden by your filters.
No offers in this selection.
Try different filters or explore all departure cities.
-42% vs ref.€957
-42% vs ref.United States
Chicago
Madrid (MAD)Chicago (CHI)
Departure
Observed fare€277one-way
Flare reference€474
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare-41% vs ref.United States
Chicago
Cairo (CAI)Chicago (CHI)
Departure
Return
Observed fare€357return
Flare reference€602
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare-40% vs ref.United States
Chicago
Belgrade (BEG)Chicago (CHI)
Departure
Return
Observed fare€415return
Flare reference€696
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare-39% vs ref.United States
Chicago
Warsaw (WAW)Chicago (CHI)
Departure
Return
Observed fare€518return
Flare reference€848
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare-38% vs ref.United States
Chicago
Dubai (DXB)Chicago (CHI)
Departure
Return
Observed fare€784return
Flare reference€1267
New search. Price, baggage and availability to confirm.
Get fare alerts in Flare-37% vs ref.United States
Chicago
Algiers (ALG)Chicago (CHI)
Departure
Return
Observed fare€563return
Flare reference€893
New search. Price, baggage and availability to confirm.
Get fare alerts in FlareHow to use this Chicago snapshot
- Match the IATA codes to the airports you actually intend to use; a city can have several airports.
- Check whether the card is one-way or return and whether it is direct or includes stops.
- Run a fresh search before making plans. Confirm baggage, self-transfer risk, change rules and the final provider total.
Flare does not claim that the reference amount is the universal market price. It is the comparison value used by the monitoring and scoring system, with limitations documented in the methodology.
Flare travel intelligence
Plan a better Chicago trip
Pair this live Chicago fare snapshot with practical checks for total trip cost, timing, baggage and booking conditions.
mistake fare website
Mistake fare website
What a mistake fare website can and cannot tell you: how to judge a suspiciously low fare, what to confirm, and why to wait before booking extras.
Read the guide →when to book flights how far in advance
When to book flights how far in advance
When to book flights how far in advance: a practical way to set a booking window, weigh total trip cost and confirm fares and entry rules before you pay.
Read the guide →why are flights less expensive on tuesdays
Why are flights less expensive on tuesdays
Why are flights less expensive on Tuesdays? Learn what the midweek fare idea gets right, where it fails, and how to test it on your own route.
Read the guide →Before booking: is this a mistake fare or a measured drop · choosing a flight price alert app · comparing flexible dates properly
Explore this snapshot from a departure city
The departure hubs below meet Flare’s separate breadth threshold and include a current observation to Chicago.
See every qualifying departure city →
Flights to Chicago: questions answered
What is the lowest observed fare to Chicago in this snapshot?
The lowest qualifying observation on this page is €277. It was recorded during the update shown on the page and can change before booking.
Which departure airports currently have qualifying fares to Chicago?
This snapshot includes 7 departure airports: Delhi (DEL), Madrid (MAD), Cairo (CAI), Belgrade (BEG), Warsaw (WAW), Dubai (DXB), Algiers (ALG).
Does Flare guarantee the displayed Chicago fares?
No. Flare reports fare observations, not bookable quotes. Confirm the itinerary, airport, baggage, conditions and final total with the provider before paying.
How is the percentage drop calculated?
Flare compares the current observed amount with its route reference. The reference is often based on observed history; some long-haul routes with limited history can use a conservative distance-based reference. It is not a market-wide average.
Compare destinations from the same departure airports
These destinations share departure airport codes with Chicago in this snapshot. Check dates, trip type and the exact airports before comparing fares.
Nice 3 shared departure airportsTel Aviv-Yafo 3 shared departure airportsBudapest 2 shared departure airportsCasablanca 2 shared departure airports
See every monitored destination →
Explore flexible fares with Flare
Choose your departure country to discover flexible fare options. Download Flare free, with optional Flare Plus.
For eligible rare-fare alerts, Flare Plus removes the approximately 40-minute delay on the free plan. Alerts depend on your settings and qualifying fares being available.
The booking provider confirms the final fare. Check your Store for the current Flare Plus price and any trial eligibility.