Chicago to Guanacaste (LIR) flight deals
Chicago to Guanacaste (LIR) from $683 round trip, Mar 5 to 7, 2027, United Airlines nonstop, airline price $722. Checked Oct 21, 2026.
Compare Chicago to Guanacaste (LIR) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
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Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| December 2026 | 2 adults · 4 days | $2,403–$2,423 | $2,531–$2,556 |
| December 2026 | 1 adult · 7 days | $1,006–$3,476 | $1,062–$3,667 |
| March 2027 | 1 adult · 2 days | $683 | $722 |
Flights from Chicago · Chicago to Central America flight deals
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Fares observed October 16 – 21, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
December 2026
2 adults · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Dec 27–31, 2026 · 4 days | Out: Southwest Airlines 4789 / 691 · 1 stop (HOU) · 8h 0m · 05:10–13:10 local; Return: Delta Air Lines 1784 / 1063 · 1 stop (ATL) · 17h 48m · 15:25–09:13 (January 1, 2027) local | $2,403 · Save $128 | $2,531 | Customer link — Open these flights in Axel · Optional: check axel prices |
| MDW | Dec 27–31, 2026 · 4 days | Out: Southwest Airlines 4789 / 691 · 1 stop (HOU) · 8h 0m · 05:10–13:10 local; Return: Southwest Airlines 567 / 2383 · 1 stop (HOU) · 9h 5m · 14:05–23:10 local | $2,423 · Save $133 | $2,556 | Customer link — Open these flights in Axel · Optional: check axel prices |
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 19–26, 2026 · 7 days | Out: American Airlines 2984 / 1377 · 1 stop (MIA) · 7h 31m · 05:00–12:31 local; Return: American Airlines 404 / 1452 · 1 stop (PHL) · 9h 47m · 14:02–23:49 local | $1,006 · Save $56 | $1,062 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 19–26, 2026 · 7 days | Out: American Airlines 2984 / 1377 · 1 stop (MIA) · 7h 31m · 05:00–12:31 local; Return: United Airlines 1121 · Nonstop · 5h 23m · 12:30–17:53 local | $3,476 · Save $191 | $3,667 | Customer link — Open these flights in Axel · Optional: check axel prices |
2 adults · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Dec 25–29, 2026 · 4 days | Out: Southwest Airlines 2867 / 691 · 1 stop (HOU) · 7h 20m · 06:30–13:50 local | From $2,141 · Save $120 | From $2,261 | Check Axel prices |
4 adults · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 25, 2026–Jan 2, 2027 · 8 days | Out: United Airlines 1120 · Nonstop · 5h 17m · 10:03–15:20 local | From $7,968 · Save $455 | From $8,423 | Check Axel prices |
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March 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Mar 5–7, 2027 · 2 days | Out: United Airlines 1120 · Nonstop · 5h 10m · 07:46–12:56 local; Return: United Airlines 1121 · Nonstop · 5h 23m · 14:06–19:29 local | $683 · Save $39 | $722 | Customer link — Open these flights in Axel · Optional: check axel prices |
2 adults · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Mar 25–31, 2027 · 6 days | Out: United Airlines 1548 / 1737 · 1 stop (IAH) · 12h 37m · 06:00–17:37 local | From $1,496 · Save $85 | From $1,581 | Check Axel prices |
| ORD | Mar 25–31, 2027 · 6 days | Out: United Airlines 1120 · Nonstop · 5h 10m · 07:46–11:56 local | From $2,048 · Save $110 | From $2,158 | Check Axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Trip ideas from Chicago with Guanacaste (LIR)
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- This page: Chicago to Guanacaste (LIR) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.