Chicago to Appleton flights in May 2027
Saved fares include round trips from $345 and one-way flights from $190 for one adult in economy. Fare observations: October 29, 2026.
Departure airports: Chicago (ORD,MDW). Destination: Appleton (ATW).
ORD → ATW · May 2027 · One adult in economy
| Travel dates | Airline | Stops | Total (USD) |
|---|---|---|---|
| May 1, 2027 · One way | American Airlines | Nonstop | $190 |
| May 1, 2027 · One way | United Airlines | Nonstop | $195 |
| May 1, 2027 – May 4, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 1, 2027 – May 4, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 1, 2027 – May 8, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 1, 2027 – May 8, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 2, 2027 · One way | American Airlines | Nonstop | $190 |
| May 2, 2027 · One way | United Airlines | Nonstop | $195 |
| May 2, 2027 – May 5, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 2, 2027 – May 5, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 2, 2027 – May 9, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 2, 2027 – May 9, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 3, 2027 · One way | American Airlines | Nonstop | $190 |
| May 3, 2027 · One way | United Airlines | Nonstop | $195 |
| May 3, 2027 – May 6, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 3, 2027 – May 6, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 3, 2027 – May 10, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 3, 2027 – May 10, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 4, 2027 · One way | American Airlines | Nonstop | $190 |
| May 4, 2027 · One way | United Airlines | Nonstop | $195 |
| May 4, 2027 – May 7, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 4, 2027 – May 7, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 4, 2027 – May 11, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 4, 2027 – May 11, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 5, 2027 · One way | American Airlines | Nonstop | $190 |
| May 5, 2027 · One way | United Airlines | Nonstop | $195 |
| May 5, 2027 – May 8, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 5, 2027 – May 8, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 5, 2027 – May 12, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 5, 2027 – May 12, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 6, 2027 · One way | American Airlines | Nonstop | $190 |
| May 6, 2027 · One way | United Airlines | Nonstop | $195 |
| May 6, 2027 – May 9, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 6, 2027 – May 9, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 6, 2027 – May 13, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 6, 2027 – May 13, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 7, 2027 · One way | American Airlines | Nonstop | $190 |
| May 7, 2027 · One way | United Airlines | Nonstop | $195 |
| May 7, 2027 – May 10, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 7, 2027 – May 10, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 7, 2027 – May 14, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 7, 2027 – May 14, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 8, 2027 · One way | American Airlines | Nonstop | $190 |
| May 8, 2027 · One way | United Airlines | Nonstop | $195 |
| May 8, 2027 – May 11, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 8, 2027 – May 11, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 8, 2027 – May 15, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 8, 2027 – May 15, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 9, 2027 · One way | American Airlines | Nonstop | $190 |
| May 9, 2027 · One way | United Airlines | Nonstop | $195 |
| May 9, 2027 – May 12, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 9, 2027 – May 12, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 9, 2027 – May 16, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 9, 2027 – May 16, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 10, 2027 · One way | American Airlines | Nonstop | $190 |
| May 10, 2027 · One way | United Airlines | Nonstop | $195 |
| May 10, 2027 – May 13, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 10, 2027 – May 13, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 10, 2027 – May 17, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 10, 2027 – May 17, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 11, 2027 · One way | American Airlines | Nonstop | $190 |
| May 11, 2027 · One way | United Airlines | Nonstop | $195 |
| May 11, 2027 – May 14, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 11, 2027 – May 14, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 11, 2027 – May 18, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 11, 2027 – May 18, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 12, 2027 · One way | American Airlines | Nonstop | $190 |
| May 12, 2027 · One way | United Airlines | Nonstop | $195 |
| May 12, 2027 – May 15, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 12, 2027 – May 15, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 12, 2027 – May 19, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 12, 2027 – May 19, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 13, 2027 · One way | American Airlines | Nonstop | $190 |
| May 13, 2027 · One way | United Airlines | Nonstop | $195 |
| May 13, 2027 – May 16, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 13, 2027 – May 16, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 13, 2027 – May 20, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 13, 2027 – May 20, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 14, 2027 · One way | American Airlines | Nonstop | $190 |
| May 14, 2027 · One way | United Airlines | Nonstop | $195 |
| May 14, 2027 – May 17, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 14, 2027 – May 17, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 14, 2027 – May 21, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 14, 2027 – May 21, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 15, 2027 · One way | American Airlines | Nonstop | $190 |
| May 15, 2027 · One way | United Airlines | Nonstop | $195 |
| May 15, 2027 – May 18, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 15, 2027 – May 18, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 15, 2027 – May 22, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 15, 2027 – May 22, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 16, 2027 · One way | American Airlines | Nonstop | $190 |
| May 16, 2027 · One way | United Airlines | Nonstop | $195 |
| May 16, 2027 – May 19, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 16, 2027 – May 19, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 16, 2027 – May 23, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 16, 2027 – May 23, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 17, 2027 · One way | American Airlines | Nonstop | $190 |
| May 17, 2027 · One way | United Airlines | Nonstop | $195 |
| May 17, 2027 – May 20, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 17, 2027 – May 20, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 17, 2027 – May 24, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 17, 2027 – May 24, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 18, 2027 · One way | American Airlines | Nonstop | $190 |
| May 18, 2027 · One way | United Airlines | Nonstop | $195 |
| May 18, 2027 – May 21, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 18, 2027 – May 21, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 18, 2027 – May 25, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 18, 2027 – May 25, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 19, 2027 · One way | American Airlines | Nonstop | $190 |
| May 19, 2027 · One way | United Airlines | Nonstop | $195 |
| May 19, 2027 – May 22, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 19, 2027 – May 22, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 19, 2027 – May 26, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 19, 2027 – May 26, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 20, 2027 · One way | American Airlines | Nonstop | $190 |
| May 20, 2027 · One way | United Airlines | Nonstop | $195 |
| May 20, 2027 – May 23, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 20, 2027 – May 23, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 20, 2027 – May 27, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 20, 2027 – May 27, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 21, 2027 · One way | American Airlines | Nonstop | $190 |
| May 21, 2027 · One way | United Airlines | Nonstop | $195 |
| May 21, 2027 – May 24, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 21, 2027 – May 24, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 21, 2027 – May 28, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 21, 2027 – May 28, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 22, 2027 · One way | American Airlines | Nonstop | $190 |
| May 22, 2027 · One way | United Airlines | Nonstop | $195 |
| May 22, 2027 – May 25, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 22, 2027 – May 25, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 22, 2027 – May 29, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 22, 2027 – May 29, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 23, 2027 · One way | American Airlines | Nonstop | $190 |
| May 23, 2027 · One way | United Airlines | Nonstop | $195 |
| May 23, 2027 – May 26, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 23, 2027 – May 26, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 23, 2027 – May 30, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 23, 2027 – May 30, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 24, 2027 · One way | American Airlines | Nonstop | $190 |
| May 24, 2027 · One way | United Airlines | Nonstop | $195 |
| May 24, 2027 – May 27, 2027 · 3 nights | American Airlines | Nonstop | $345 |
| May 24, 2027 – May 27, 2027 · 3 nights | United Airlines | Nonstop | $355 |
| May 24, 2027 – May 31, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 24, 2027 – May 31, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 25, 2027 · One way | American Airlines | Nonstop | $190 |
| May 25, 2027 · One way | United Airlines | Nonstop | $195 |
| May 25, 2027 – May 28, 2027 · 3 nights | American Airlines | Nonstop | $362 |
| May 25, 2027 – May 28, 2027 · 3 nights | United Airlines | Nonstop | $373 |
| May 25, 2027 – Jun 1, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 25, 2027 – Jun 1, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 26, 2027 · One way | American Airlines | Nonstop | $190 |
| May 26, 2027 · One way | United Airlines | Nonstop | $195 |
| May 26, 2027 – May 29, 2027 · 3 nights | American Airlines | Nonstop | $362 |
| May 26, 2027 – May 29, 2027 · 3 nights | United Airlines | Nonstop | $373 |
| May 26, 2027 – Jun 2, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 26, 2027 – Jun 2, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 27, 2027 · One way | American Airlines | Nonstop | $190 |
| May 27, 2027 · One way | United Airlines | Nonstop | $195 |
| May 27, 2027 – May 30, 2027 · 3 nights | American Airlines | Nonstop | $362 |
| May 27, 2027 – May 30, 2027 · 3 nights | United Airlines | Nonstop | $373 |
| May 27, 2027 – Jun 3, 2027 · 7 nights | American Airlines | Nonstop | $345 |
| May 27, 2027 – Jun 3, 2027 · 7 nights | United Airlines | Nonstop | $355 |
| May 28, 2027 · One way | American Airlines | Nonstop | $209 |
| May 28, 2027 · One way | United Airlines | Nonstop | $215 |
| May 28, 2027 – May 31, 2027 · 3 nights | American Airlines | Nonstop | $380 |
| May 28, 2027 – May 31, 2027 · 3 nights | United Airlines | Nonstop | $391 |
| May 28, 2027 – Jun 4, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 28, 2027 – Jun 4, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 29, 2027 · One way | American Airlines | Nonstop | $209 |
| May 29, 2027 · One way | United Airlines | Nonstop | $215 |
| May 29, 2027 – Jun 1, 2027 · 3 nights | American Airlines | Nonstop | $380 |
| May 29, 2027 – Jun 1, 2027 · 3 nights | United Airlines | Nonstop | $391 |
| May 29, 2027 – Jun 5, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 29, 2027 – Jun 5, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 30, 2027 · One way | American Airlines | Nonstop | $209 |
| May 30, 2027 · One way | United Airlines | Nonstop | $215 |
| May 30, 2027 – Jun 2, 2027 · 3 nights | American Airlines | Nonstop | $362 |
| May 30, 2027 – Jun 2, 2027 · 3 nights | United Airlines | Nonstop | $373 |
| May 30, 2027 – Jun 6, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 30, 2027 – Jun 6, 2027 · 7 nights | United Airlines | Nonstop | $373 |
| May 31, 2027 · One way | American Airlines | Nonstop | $209 |
| May 31, 2027 · One way | United Airlines | Nonstop | $215 |
| May 31, 2027 – Jun 3, 2027 · 3 nights | American Airlines | Nonstop | $362 |
| May 31, 2027 – Jun 3, 2027 · 3 nights | United Airlines | Nonstop | $373 |
| May 31, 2027 – Jun 7, 2027 · 7 nights | American Airlines | Nonstop | $362 |
| May 31, 2027 – Jun 7, 2027 · 7 nights | United Airlines | Nonstop | $373 |
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