Waterloo to Chicago (ORD) flight deals

For a week-long round trip from Waterloo to Chicago, look for around $210 nonstop. The cheapest nonstop options had a median price of $210 across 12 sets of dates.

Axel shows the exact bookable round-trip price from Waterloo to Chicago for your dates, one traveler, no account to see it.

20 date pairs · 20 flight options · Nov 2026–Sep 2027 · checked Oct 28, 2026

Answers at a glance

Live price for your dates: Axel shows the exact bookable round-trip price from Waterloo to Chicago for your dates, one traveler, no account to see it. Choose dates for ALO → ORD. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026 · Jan 2027 · Feb 2027 · Mar 2027 · Apr 2027 · May 2027 · Jun 2027 · Jul 2027 · Aug 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
Cheapest found: $212 on Axel ($224 on American Airlines) for Saturday Jun 12–19, nonstop out and nonstop back. Arrive home Jun 20. Jun 12–19, American Airlines, $212.35
Good price: about $210 for a week-long round trip, and at that price nonstop both ways: $212 on Axel ($224 on American Airlines) for Apr 10–17. Apr 10–17, American Airlines, $212.35
Nonstop: In the 21 departure dates we searched from Nov 10 to Sep 3, a nonstop from Waterloo flew on 21: Saturdays 11 of 11, Fridays 6 of 6, Tuesdays 2 of 2 and Thursdays 2 of 2. The nonstops were American (AA6366, AA6365, AA4322, AA4326). Cheapest nonstop both ways we saved: $212 on Axel ($224 on American Airlines) for Apr 10–17.
Flight time: Nonstop takes about 1½ hours to Chicago and about 1½ hours back.
Cheapest months: Dec 2026 (typical $212; lowest $212 on Axel ($224 on American Airlines)) and Jan 2027 (typical $212; lowest $212 on Axel ($224 on American Airlines)); dearest Feb 2027 ($320) and Mar 2027 ($259).
Axel vs the airline: Yes. On all 20 trips we checked, Axel’s regular price for the same flights was 5.2–5.5% below the airline’s own fare on Google Flights, a median of $12 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.

Trip	Price target	Midpoint	Date pairs checked
Any schedule (including long or overnight connections)	$210	$210	12
Shorter travel days (same-day arrivals · ≤1 stop · ≤4h out / ≤4h back)	$210	$210	4
Nonstop both ways (no connections)	$210	$210	12

Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · ALO–ORD. Examples near these targets: any schedule, Apr 10–17, American Airlines, $212.35; shorter travel days, Jan 16–23, American Airlines, $212.35; nonstop both ways, Apr 10–17, American Airlines, $212.35.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 20 trips we checked were at least 5.2% less.

Which airlines fly nonstop, and where do connections stop?

Yes, American flies it nonstop. Nonstop takes about 1½ hours to Chicago and about 1½ hours back. In the 21 departure dates we searched from Nov 10 to Sep 3, a nonstop from Waterloo flew on 21: Saturdays 11 of 11, Fridays 6 of 6, Tuesdays 2 of 2 and Thursdays 2 of 2. The nonstops were American (AA6366, AA6365, AA4322, AA4326). These are the airlines seen in the saved flights.

American: Nonstop

Departure date	Itineraries searched	Nonstop	Airlines and flights
Tue Nov 10	2	yes, both ways	American AA6366
Fri Nov 13	4	yes, both ways	American AA6365, AA6366
Sat Nov 21	2	yes, both ways	American AA6366
Thu Dec 3	4	yes, both ways	American AA6365, AA6366
Fri Dec 4	4	yes, both ways	American AA6365, AA6366
Tue Dec 8	2	yes, both ways	American AA6366
Sat Jan 9	4	yes, both ways	American AA6365, AA6366
Sat Jan 16	4	yes, both ways	American AA6365, AA6366
Fri Feb 12	3	yes, both ways	American AA6365, AA6366
Sat Feb 13	2	yes, both ways	American AA6366
Sat Mar 6	2	yes, both ways	American AA6366
Thu Mar 25	4	yes, both ways	American AA6365, AA6366
Sat Apr 10	4	yes, both ways	American AA6365, AA6366
Sat May 8	4	yes, both ways	American AA4322, AA4326
Fri May 28	4	yes, both ways	American AA6365, AA6366
Sat Jun 12	4	yes, both ways	American AA6365, AA6366
Sat Jun 26	4	yes, both ways	American AA6365, AA6366
Fri Jul 2	4	yes, both ways	American AA6365, AA6366
Sat Jul 10	4	yes, both ways	American AA6365, AA6366
Sat Aug 7	4	yes, both ways	American AA6365, AA6366
Fri Sep 3	4	yes, both ways	American AA6365, AA6366

Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.

What prices did we find for the coming months?

Week-long fares from $212. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

Month	Week-long fares found	Nonstop from	Nonstop dates seen
Nov 2026	$259–$278 on Axel, $274 on American Airlines for the lowest (2 date pairs)	Nov 21–28, American Airlines, $258.93	3 of 3 searched
Dec 2026	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	Dec 8–15, American Airlines, $212.35	3 of 3 searched
Jan 2027	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	Jan 16–23, American Airlines, $212.35	2 of 2 searched
Feb 2027	$320 on Axel, $338 on American Airlines for the lowest (1 date pairs)	Feb 13–20, American Airlines, $319.74	2 of 2 searched
Mar 2027	$259 on Axel, $274 on American Airlines for the lowest (1 date pairs)	Mar 6–13, American Airlines, $258.93	2 of 2 searched
Apr 2027	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	Apr 10–17, American Airlines, $212.35	1 of 1 searched
May 2027	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	May 8–15, American Airlines, $212.35	2 of 2 searched
Jun 2027	$212 on Axel, $224 on American Airlines for the lowest (2 date pairs)	Jun 12–19, American Airlines, $212.35	2 of 2 searched
Jul 2027	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	Jul 10–17, American Airlines, $212.35	2 of 2 searched
Aug 2027	$212 on Axel, $224 on American Airlines for the lowest (1 date pairs)	Aug 7–14, American Airlines, $212.35	1 of 1 searched

Do I need a connection to get the lowest price?

Usually not in these examples. A nonstop was also the lowest-priced trip on 12 of 12 checked week-long date pairs with a nonstop option. Start with nonstop fares before accepting a connection.

Jun 12–19, American Airlines, $212.35: Outbound ALO–ORD: 5am–6:24am, about 1½ hours, nonstop. Return ORD–ALO: 11pm–12:21am, about 1½ hours, nonstop. Arrive home Jun 20. Flight numbers: 6366 out; 6364 back. $212.35 on Axel; $224 airline fare for the same flights and traveler, from Google Flights.
Aug 7–14, American Airlines, $212.35: Outbound ALO–ORD: 5:06am–6:30am, about 1½ hours, nonstop. Return ORD–ALO: 11pm–12:22am, about 1½ hours, nonstop. Arrive home Aug 15. Flight numbers: 6366 out; 6364 back. $212.35 on Axel; $224 airline fare for the same flights and traveler, from Google Flights.

Is Axel cheaper than booking with the airline?

Yes. On all 20 trips we checked, Axel’s regular price for the same flights was 5.2–5.5% below the airline’s own fare on Google Flights, a median of $12 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

American Airlines nonstop, Jun 12–19: $224 on American Airlines, $212 on Axel ($12 less).

Why book with Axel?

Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
Axel is free to use. No membership is required to search, book, or get help from Axel.
Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
Already booked Waterloo to Chicago somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. That covers every airline in these examples (American).
Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner.

Every trip we checked

Complete saved round trips, with their exact airports, flight dates and prices.

November 2026

2026-11-10–2026-11-17 (return 7 days later): $278.12 American Airlines (out ALO–ORD 6366 06:04–07:39, back ORD–ALO 6364 22:15–23:38; nonstop out, nonstop back). Checked 2026-10-28T18:31:42Z.
2026-11-21–2026-11-28 (return 7 days later): $258.93 American Airlines (out ALO–ORD 6366 05:56–07:39, back ORD–ALO 6364 22:15–23:41; nonstop out, nonstop back). Checked 2026-10-28T21:14:08Z.

December 2026

2026-12-03–2026-12-06 (return 3 days later): $212.35 American Airlines (out ALO–ORD 6366 05:34–07:15, back ORD–ALO 6365 13:46–15:14; nonstop out, nonstop back). Checked 2026-10-28T19:03:22Z.
2026-12-04–2026-12-06 (return 2 days later): $212.35 American Airlines (out ALO–ORD 6366 05:34–07:15, back ORD–ALO 6365 13:46–15:14; nonstop out, nonstop back). Checked 2026-10-28T19:07:04Z.
2026-12-08–2026-12-15 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6366 05:34–07:15, back ORD–ALO 6364 22:45–00:14+1; nonstop out, nonstop back). Arrive home Dec 16. Checked 2026-10-28T18:31:43Z.

January 2027

2027-01-09–2027-01-23 (return 14 days later): $212.35 American Airlines (out ALO–ORD 6366 05:40–07:20, back ORD–ALO 6365 13:41–15:17; nonstop out, nonstop back). Checked 2026-10-28T21:14:18Z.
2027-01-16–2027-01-23 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6365 15:48–17:30, back ORD–ALO 6365 13:41–15:17; nonstop out, nonstop back). Checked 2026-10-28T21:14:29Z.

February 2027

2027-02-12–2027-02-16 (return 4 days later): $212.35 American Airlines (out ALO–ORD 6365 15:52–17:28, back ORD–ALO 6364 23:01–00:29+1; nonstop out, nonstop back). Arrive home Feb 17. Checked 2026-10-28T21:14:39Z.
2027-02-13–2027-02-20 (return 7 days later): $319.74 American Airlines (out ALO–ORD 6366 05:25–06:59, back ORD–ALO 6364 23:01–00:29+1; nonstop out, nonstop back). Arrive home Feb 21. Checked 2026-10-28T21:14:51Z.

March 2027

2027-03-06–2027-03-13 (return 7 days later): $258.93 American Airlines (out ALO–ORD 6366 05:25–06:59, back ORD–ALO 6364 23:01–00:29+1; nonstop out, nonstop back). Arrive home Mar 14. Checked 2026-10-28T21:15:02Z.
2027-03-25–2027-03-29 (return 4 days later): $258.93 American Airlines (out ALO–ORD 6366 05:25–06:59, back ORD–ALO 6364 23:01–00:29+1; nonstop out, nonstop back). Arrive home Mar 30. Checked 2026-10-28T21:15:19Z.

April 2027

2027-04-10–2027-04-17 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6365 14:23–15:54, back ORD–ALO 6364 22:27–23:49; nonstop out, nonstop back). Checked 2026-10-28T21:15:31Z.

May 2027

2027-05-08–2027-05-15 (return 7 days later): $212.35 American Airlines (out ALO–ORD 4326 15:02–16:33, back ORD–ALO 4321 22:47–00:09+1; nonstop out, nonstop back). Arrive home May 16. Checked 2026-10-28T21:15:47Z.
2027-05-28–2027-05-31 (return 3 days later): $268.52 American Airlines (out ALO–ORD 6366 05:00–06:24, back ORD–ALO 6364 23:00–00:21+1; nonstop out, nonstop back). Arrive home Jun 1. Checked 2026-10-28T21:15:59Z.

June 2027

2027-06-12–2027-06-19 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6366 05:00–06:24, back ORD–ALO 6364 23:00–00:21+1; nonstop out, nonstop back). Arrive home Jun 20. Checked 2026-10-28T21:16:12Z.
2027-06-26–2027-07-03 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6366 05:00–06:24, back ORD–ALO 6364 23:07–00:29+1; nonstop out, nonstop back). Arrive home Jul 4. Checked 2026-10-28T19:35:59Z.

July 2027

2027-07-02–2027-07-05 (return 3 days later): $258.93 American Airlines (out ALO–ORD 6366 05:06–06:30, back ORD–ALO 6364 23:07–00:29+1; nonstop out, nonstop back). Arrive home Jul 6. Checked 2026-10-28T21:03:25Z.
2027-07-10–2027-07-17 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6366 05:06–06:30, back ORD–ALO 6364 23:07–00:29+1; nonstop out, nonstop back). Arrive home Jul 18. Checked 2026-10-28T21:16:34Z.

August 2027

2027-08-07–2027-08-14 (return 7 days later): $212.35 American Airlines (out ALO–ORD 6366 05:06–06:30, back ORD–ALO 6364 23:00–00:22+1; nonstop out, nonstop back). Arrive home Aug 15. Checked 2026-10-28T21:16:46Z.

September 2027

2027-09-03–2027-09-06 (return 3 days later): $212.35 American Airlines (out ALO–ORD 6366 05:00–06:23, back ORD–ALO 6364 23:00–00:22+1; nonstop out, nonstop back). Arrive home Sep 7. Checked 2026-10-28T21:01:01Z.

How we checked

On Oct 28, 2026, Axel priced round trips from ALO to ORD for one adult in economy: 1 Saturday departure with returns 14 days later, 10 Saturday and 2 Tuesday departures with returns 7 days later, 1 Friday and 1 Thursday departures with returns 4 days later, 3 Friday and 1 Thursday departures with returns 3 days later and 1 Friday departure with returns 2 days later, November 2026 to September 2027. Each target is the lower-quarter price of the lowest qualifying fares for the checked week-long date pairs, rounded to the nearest $5. The midpoint is their median; neither is a historical market average. Shorter travel days means same-day arrivals · ≤1 stop · ≤4h out / ≤4h back. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.

Airports covered: ALO → ORD. Each example names its actual airports.

Check current prices for your dates and travelers

Other available fares

ALO–ORD · 2026-11-13–2026-11-15 · 6 adults

Round-trip total · Economy · USD. Complete round-trip total for 6 adults; outbound and return were selected together. Check again for current availability.

$1,266.97 · American Airlines 6366 · 06:04–07:39 local · Nonstop · 1h 35m. Return: American Airlines 6364 · ORD–ALO · November 15, 2026 · 22:15–23:38 local · Nonstop · 83 minutes. Airline fare: $1,340.

Captured example · October 28, 2026 at 09:14 PM UTC