Cheap Flights from Chicago to Laredo
Cheap Flights from Chicago to Laredo
Looking for cheap flights from Chicago to Laredo? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Laredo vary by season, cabin, and date, but available award flights can start around 7,500–38,200 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Laredo for specific travel dates.
2026-11-24
ORD - LRD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $30.6
2026-11-25
ORD - LRD
Economy | 2 Stops
From 8,500 Pts + $11.2
2026-11-25
ORD - LRD
Economy | 2 Stops | 9+ left
From 22,500 Pts + $31.2
2026-11-24
ORD - LRD
Economy | 1 Stop
From 24,500 Pts + $5.6
2026-11-25
ORD - LRD
First | 1 Stop
From 34,000 Pts + $11.2
2026-11-24
ORD - LRD
Business | 2 Stops
From 38,200 Pts + $11.2
Chicago to Laredo flight facts
Distance
1,184 mi
1,906 km in a straight line
Estimated flight time
about 2h 45m
In the air, for the straight-line distance
Time difference
Same time zone
Laredo is in the same time zone as Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Laredo
LRD · Laredo Intl
Nearby airport alternatives
Flights Chicago - Mcallen · Mcallen is 121 mi from Laredo
Flights Chicago - Monterrey · Monterrey is 128 mi from Laredo
Flights Chicago - Harlingen · Harlingen is 144 mi from Laredo
Flights Chicago - San Antonio · San Antonio is 150 mi from Laredo
Premium cabin flights from Chicago to Laredo
Premium cabin
2026-11-25
ORD - LRD
First | 1 Stop
From 34,000 Pts + $11.2
Premium cabin
2026-11-24
ORD - LRD
First | 2 Stops
From 41,500 Pts + $5.6
Premium cabin
2026-11-25
ORD - LRD
First | 2 Stops | 6 left
From 45,000 Pts + $31.2
Selected hotels for your next stay
No hotels available at the moment. Check back soon!
Frequently Asked Questions
The cheapest route from Chicago to Laredo depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Laredo.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Laredo.
Chicago and Laredo are about 1,184 miles (1,906 km) apart in a straight line.
Flying the 1,184-mile straight-line distance takes about 2h 45m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Laredo is in the same time zone as Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Laredo: Laredo Intl (LRD).
Travelers searching this route also look at other popular routes into Laredo, plus the return trip when we track it. Fares and award space change daily.
Our mission is to provide
the simplest and best
points travel planning
experience. Yeah!
Our mission is to provide the simplest and best
points travel planning experience. Yeah!
