Weekend Getaways from Chicago O'Hare (ORD)

Flight Spotlight

Minneapolis(MSP)

USD 126•2026-10-03 → 2026-10-06

Found 10h ago. Flight prices are highly volatile.Share

Lowest Fares from Chicago O'Hare

The cheapest round-trip flights we found — one per destination, sorted by price

USD 126

Minneapolis (MSP)

2026-10-03 → 2026-10-06·3n

Early bird

Found 10h ago🏨 ~USD 45/n

True Cost Estimate

✈️ FlightUSD 126

🏨 Hotel (3n)~USD 135

Total est.USD 261

Hotel avg. ~USD 45/night · Click to view deal

USD 143

ORL (ORL)

2026-08-01 → 2026-08-10·9n

Found 1d ago🏨 ~USD 45/n

True Cost Estimate

✈️ FlightUSD 143

🏨 Hotel (9n)~USD 405

Total est.USD 548

Hotel avg. ~USD 45/night · Click to view deal

USD 145

New York (NYC)

2026-07-17 → 2026-07-19·2n

Early bird

Found 10h ago🏨 ~USD 85/n

True Cost Estimate

✈️ FlightUSD 145

🏨 Hotel (2n)~USD 170

Total est.USD 315

Hotel avg. ~USD 85/night · Click to view deal

USD 146

New Orleans (MSY)

2026-07-23 → 2026-07-27·4n

Early bird

Found 1d ago🏨 ~USD 45/n

True Cost Estimate

✈️ FlightUSD 146

🏨 Hotel (4n)~USD 180

Total est.USD 326

Hotel avg. ~USD 45/night · Click to view deal

USD 155

Atlanta (ATL)

2026-07-31 → 2026-08-02·2n

Perfect weekendAfter-work flight

Found 10h ago🏨 ~USD 45/n

True Cost Estimate

✈️ FlightUSD 155

🏨 Hotel (2n)~USD 90

Total est.USD 245

Hotel avg. ~USD 45/night · Click to view deal

USD 156

BOSTON (BOS)

2026-07-24 → 2026-07-28·4n

Early bird

Found 4h ago🏨 ~USD 75/n

True Cost Estimate

✈️ FlightUSD 156

🏨 Hotel (4n)~USD 300

Total est.USD 456

Hotel avg. ~USD 75/night · Click to view deal

USD 160

Houston (HOU)

2026-07-24 → 2026-07-29·5n

Red-eye return

Found 23h ago🏨 ~USD 45/n

True Cost Estimate

✈️ FlightUSD 160

🏨 Hotel (5n)~USD 225

Total est.USD 385

Hotel avg. ~USD 45/night · Click to view deal

USD 195

YTO (YTO)

2026-09-14 → 2026-09-22·8n

Red-eye return

Found 10h ago🏨 ~USD 70/n

True Cost Estimate

✈️ FlightUSD 195

🏨 Hotel (8n)~USD 560

Total est.USD 755

Hotel avg. ~USD 70/night · Click to view deal

View all low fares →

🗓️ Themed Weekends

Fri PM → Sun PM curated by destination vibe

📋 1-Day PTO Trip

Thu → Sun — use one vacation day, get three nights

YMQ (YMQ)USD 344

✈️ Round-trip · 🏨 Hotel not incl. · 🛏️ Est. Hotel: USD 45/night

2026-07-23 → 2026-07-26

Found 1d ago Share

True Cost Estimate

✈️ FlightUSD 344

🏨 Hotel (3n)~USD 135

Total est.USD 479

Hotel avg. ~USD 45/night · Click to view deal

🍺 Cheap Pints & Cobblestones

Central & Eastern Europe — great value, amazing culture

Belgrade (BEG)USD 1210

✈️ Round-trip · 🏨 Hotel not incl. · 🛏️ Est. Hotel: USD 28/night

2026-07-29 → 2026-09-07

Arrives late

Found 23h ago Share

True Cost Estimate

✈️ FlightUSD 1210

🏨 Hotel (40n)~USD 1120

Total est.USD 2330

Hotel avg. ~USD 28/night · Click to view deal

Can't decide?

Let fate pick your next adventure.

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